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. 2026 Aug 12;17:1872755. doi: 10.3389/fphar.2026.1872755

Adulteration prevention-oriented systematic review of chemical constituents in the genus Rhodiola and strategic outlook for species identification based on chemical constituents

Jiahui Li 1, Xiaobo Sun 1,*, Geng Li 2,*
PMCID: PMC13507779  PMID: 42657013

Abstract

Rhodiola species are renowned medicinal plants with centuries of traditional use and broad pharmacological effects. In recent years, market and economic factors have fueled widespread adulteration in the global Rhodiola product market. More critically, much potential adulteration may remain undetected, since authenticating the species of raw materials in processed products is particularly challenging: morphological, microscopic, and genetic methods are often invalidated by manufacturing processes. In contrast, phytochemical constituents remain traceable from raw materials to finished products, offering a promising avenue for authentication. Regrettably, the lack of reliable chemical markers for Rhodiola species identification hinders effective adulteration detection and market supervision. This paper aims to comprehensively review phytochemical constituents from the genus Rhodiola as the critical first step toward marker discovery. Multiple academic databases were searched to summarize chemical names, molecular formulas, structures, and botanical sources of documented compounds. The genus exhibits remarkable chemical diversity, with over 500 compounds classified into eight groups: phenylalkanoid derivatives, phenylpropanoids, flavonoids, terpenoids, phenolics and organic acids, cyanogenic glycosides, steroids, and others. Further analysis qualitatively delineates both interspecific chemical similarities (most compounds are shared across species) and differences (distinct combinations of shared compounds and compounds currently known from single species). These findings collectively elucidate the inherent challenges and potential feasibility of discovering chemical markers for Rhodiola species identification. Meanwhile, the consolidated phytochemical data serves as a foundational compound database, ensuring higher accuracy and reliability in subsequent UPLC-MS-based compound identification. Additionally, to reduce analytical complexity in marker exploration, this paper advocates shifting the focus from solely species-specific compounds to broader chemical characteristics (encompassing species-specific compounds, content levels, and content ratios), and proposes a hierarchical “chemical characteristics + classification tree” framework for stepwise identification. Finally, we outline a research plan to implement these strategies, comprising the completed phytochemistry review, sample collection, UPLC-MS-based qualitative profiling, UPLC-based quantitative analysis, and multivariate data analysis. In conclusion, this paper highlights the importance of developing a reliable chemical identification method for Rhodiola species, provides an essential chemical foundation and strategic guidance for future marker discovery, and ultimately aims to solve raw material authentication in Rhodiola preparations to combat adulteration and strengthen market supervision.

Keywords: adulteration, chemical constituents, chemical markers, Rhodiola, species identification

1. Introduction

Rhodiola species (Crassulaceae) are highly valuable medicinal plants predominantly native to Asia, Europe, and North America. For centuries, their roots and rhizomes have been integral to traditional medicine, and are now recognized for multifaceted pharmacological effects, including alleviating fatigue (Wang et al., 2024), delaying aging (Liang et al., 2023), preventing high-altitude sickness (Ma et al., 2022), improving cardiovascular function (Chen et al., 2022), treating neurodegenerative disorders (Zhang et al., 2019), combating cancer (Zhang et al., 2020), mitigating stress (Ivanova Stojcheva and Quintela, 2022), and boosting immunity (Skopńska-Rózewska et al., 2008).

The applications of Rhodiola species exhibit marked regional diversity, with R. crenulata and R. rosea being the two most extensively studied and widely utilized species. R. crenulata, primarily used in China, holds a unique status as the only species officially listed in the Chinese Pharmacopoeia (Commission, 2020). Its therapeutic value has been validated through over a millennium of clinical practice, supported by numerous traditional prescriptions and Chinese patent medicines. In contrast, R. rosea dominates commercial trade in Europe and North America. Officially recognized in the pharmacopoeias of Russia and the United States (Booker et al., 2016a), its extracts are widely marketed as dietary supplements in many countries to meet various healthcare needs. Additionally, more than 20 other species within the genus Rhodiola have been reported to possess medicinal properties. Among these, at least 10 species—including R. kirilowii, R. fastigiata, R. dumulosa, R. yunnanensis, and R. sachalinensis—are commercially available in herbal medicine markets as raw materials or decoction pieces (Booker et al., 2016a).

It is noteworthy that accumulating studies have highlighted the significant variations in pharmacological profiles among different Rhodiola species, such as differences in antioxidant and anti-fatigue capacities between R. crenulata and R. rosea (Dong et al., 2020; Abidov et al., 2003), as well as anti-hypoxia activity between R. tangutica and R. kirilowii (Chen et al., 2010). These results remind us that although medicinal Rhodiola species share similar therapeutic properties, the substitution or mixing of raw materials from different species may pose a potential risk to the consistency and stability of clinical efficacy. Unfortunately, this risk has been exacerbated by growing market demand and considerable economic benefits in recent years, leading to serious adulteration issues in Rhodiola products. Given the wide array of Rhodiola species available commercially, such adulteration is predominantly characterized by the substitution or mixing of raw materials in species-specific Rhodiola preparations with other congeners. Booker et al. assessed the authenticity of 39 commercial Rhodiola products sourced from various UK suppliers (Booker et al., 2016b). The absence of rosavin (a key marker compound for R. rosea) but presence of salidroside (an active constituent in nearly all Rhodiola species) in five samples claiming to contain R. rosea indicated the substitution with other Rhodiola species. Two samples showed no detectable levels of either rosavin or salidroside, suggesting possible adulteration with non-Rhodiola species. Around 80% of the remaining samples displayed lower rosavin content than registered products, implying possible adulteration with other Rhodiola species or the use of poor-quality raw materials. Similarly, Ma et al. examined 18 commercial products labeled as R. rosea root powder extract from eight suppliers (Ma et al., 2011). Their findings showed that one-third of the products contained no rosavins (a collective term for rosavin, rosarin, and rosin), and five others failed to meet label claims regarding rosavins or salidroside content. Another authenticity investigation into seven commercial R. rosea products sold online in Austria and Germany (in tablet or capsule form) revealed that one product contained neither rosavins nor salidroside, while another was missing rosin and salidroside (Langeder and Grienke, 2021). Analogous adulteration cases for R. rosea preparations have also been reported in Poland (Nikolaichuk et al., 2022), Ukraine (Khokhlova and Zdoryk, 2020), and Bulgaria (Marchev et al., 2020). These findings collectively underscore the global prevalence of adulteration issues in Rhodiola products.

Another noteworthy issue is that, although a wide range of commercial preparations derived from various Rhodiola species (e.g., R. crenulata, R. rosea, R. wallichiana, and R. kirilowii) are available on the market—many of which clearly specify the source species of their raw materials on product labels (Fan et al., 2019)—nearly all reported adulteration cases involve R. rosea preparations, as determined by the absence or substandard levels of rosavins. It does not necessarily mean that adulteration is absent in preparations from other Rhodiola species. This phenomenon can be largely attributed to the limitations of existing species identification approaches for Rhodiola, which cannot be effectively applied to authenticate raw materials in non-R. rosea preparations, rendering adulteration in these products undetectable.

The frequent occurrence of adulteration and the substantial risk of undetected adulteration in Rhodiola products necessitate the urgent strengthening of market supervision. Developing a more efficient species authentication method—especially one applicable to commercial Rhodiola preparations—would be pivotal in addressing this pressing problem. However, identifying the species of raw materials in herbal preparations is particularly challenging, as the morphological, microscopic, and genetic characteristics traditionally employed for species identification are often degraded or destroyed during manufacturing processes. In contrast, phytochemical constituents retain their traceability throughout the entire manufacturing process—from raw materials to finished products. This is why chemical markers have been consistently adopted as reliable indicators for detecting adulteration in R. rosea preparations across the aforementioned studies. Regrettably, for Rhodiola species other than R. rosea, no chemical markers capable of effectively distinguishing a target species from its congeners have yet been discovered. Therefore, future research should focus on discovering chemical markers that can reliably distinguish Rhodiola species.

In recent years, advances in analytical techniques have greatly facilitated the in-depth exploration of Rhodiola species, with chemical analysis remaining a central research focus. Multiple studies using ultra-high performance liquid chromatography (UPLC), high performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR), and high performance thin layer chromatography (HPTLC), coupled with multivariate data analysis, have revealed significant variations in chemical constituents among different Rhodiola species (Booker et al., 2016a; Ma et al., 2021; Liu et al., 2013; Li et al., 2019). Liu et al. further demonstrated a high degree of consistency between chemotaxonomic classification and genetic classification of Rhodiola species (Liu et al., 2013). These species-dependent variations offer robust scientific evidence for identifying Rhodiola species based on their chemical constituents.

Considering the pressing need to address adulteration issues and the viable potential of discovering chemical markers for identifying Rhodiola species, this paper comprehensively reviews the chemical constituents isolated and identified from the genus Rhodiola over the past few decades. As the first step toward marker discovery, this review clarifies the current research status regarding the chemical constituents of various Rhodiola species and functions as an indispensable compound database for the next research phase. In doing so, this work lays a crucial chemical foundation for supporting subsequent research on marker discovery. Building on this foundation, in direct response to the significant difficulty in identifying Rhodiola species posed by chemical complexity, we further propose a series of targeted insights and strategies to guide a more effective exploration of chemical markers. Finally, we outline a future research plan that emphasizes key investigative directions and experimental priorities to advance our research endeavors.

The full scientific names and corresponding abbreviations of Rhodiola species involved in this paper are listed in Table 1.

TABLE 1.

Full scientific names and abbreviations of Rhodiola species involved in this paper.

Full scientific names Abbreviations
Rhodiola crenulata (Hook. f. & Thoms.) H. Ohba R. crenulata
Rhodiola rosea L. R. rosea
Rhodiola kirilowii (Regel) Maxim. R. kirilowii
Rhodiola fastigiata (Hook. f. & Thomson) S. H. Fu R. fastigiata
Rhodiola wallichiana var. cholaensis (Praeger) S. H. Fu R. wallichiana
Rhodiola tangutica (Maxim.) S. H. Fu R. tangutica
Rhodiola sachalinensis Boriss. R. sachalinensis
Rhodiola yunnanensis (Franch.) S. H. Fu R. yunnanensis
Rhodiola dumulosa (Franch.) S. H. Fu R. dumulosa
Rhodiola quadrifida (Pall.) Fisch. & C. A. Mey. R. quadrifida
Rhodiola sacra (Prain ex Raym.-Hamet) S. H. Fu R. sacra
Rhodiola bupleuroides (Wall. ex Hook. f. & Thomson) S. H. Fu R. bupleuroides
Rhodiola henryi (Diels) S. H. Fu R. henryi
Rhodiola himalensis (D. Don) S. H. Fu R. himalensis
Rhodiola tibetica (Hook. f. & Thomson) S. H. Fu R. tibetica
Rhodiola heterodonta (Hook. f. & Thomson) Boriss. R. heterodonta
Rhodiola gelida Schrenk., Fischer & C. A. Meyer R. gelida
Rhodiola coccinea (Royle) Boriss. R. coccinea
Rhodiola atropurpurea auct. non (Turcz.) Trautv. & C. A. Mey. R. atropurpurea
Rhodiola alsia (Fröd.) S. H. Fu R. alsia
Rhodiola forrestii (Raym.-Hamet) S. H. Fu R. forrestii
Rhodiola alterna S. H. Fu R. alterna
Rhodiola atuntsuensis (Praeger) S. H. Fu R. atuntsuensis
Rhodiola linearifolia Boriss. R. linearifolia
Rhodiola purpureoviridis subsp. phariensis (H. Ohba) H. Ohba R. purpureoviridis
Rhodiola pamiroalaica Boriss. R. pamiroalaica
Rhodiola imbricata Edgew. R. imbricata
Rhodiola litwinowii Boriss. R. litwinowii
Rhodiola semenovii (Regel & Herder) Boriss. R. semenovii
Rhodiola subopposita (Maxim.) Jacobsen R. subopposita
Rhodiola primuloides (Franch.) S. H. Fu R. primuloides
Rhodiola chrysanthemifolia (H. Lév.) S. H. Fu R. chrysanthemifolia
Rhodiola sexifolia S. H. Fu R. sexifolia
Rhodiola tieghemii (Raym.-Hamet) S. H. Fu R. tieghemii
Rhodiola kashgarica Boriss. R. kashgarica
Rhodiola junggarica C. Y. Yang & N. R. Cui R. junggarica
Rhodiola serrata H. Ohba R. serrata
Rhodiola recticaulis Boriss. R. recticaulis
Rhodiola macrocarpa (Praeger) S. H. Fu R. macrocarpa
Rhodiola sinuata (Royle ex Edgew.) S. H. Fu R. sinuata
Rhodiola ishidae (Miyabe & Kudô) Hara R. ishidae

2. Materials and methods

A comprehensive literature search was conducted across multiple academic databases, including PubMed, CNKI, Web of Science, Elsevier, Baidu Scholar, and Springer, to retrieve studies relevant to the isolation, identification, and qualitative/quantitative analysis of chemical constituents in Rhodiola species. The search was concluded in May 2025. Only research articles published in English or Chinese were considered for inclusion. The reference lists of all retrieved articles were also manually screened to identify additional relevant publications.

Furthermore, to ensure the reliability of the compiled phytochemical data for Rhodiola species, compounds were excluded from this review if they were only tentatively identified via mass spectrometry and lacked unambiguous confirmation by reference standards.

All chemical structures presented in this review were drawn using ChemDraw 20.0.

3. Results

To date, phytochemical investigations have successfully isolated and identified over 500 compounds from the genus Rhodiola. Based on a comprehensive synthesis of compound classifications from numerous published studies on Rhodiola phytochemistry, these compounds are classified herein into eight distinct groups: phenylalkanoid derivatives, phenylpropanoids, flavonoids, terpenoids, phenolics and organic acids, cyanogenic glycosides, steroids, and other compounds (Tao et al., 2019; Li et al., 2017; Zhou et al., 2014; Ali et al., 2008; Olennikov and Chirikova, 2022). The vast majority of these compounds are accumulated in the roots and rhizomes, with a minor fraction isolated from aerial parts or callus tissues. In the following sections, key information about these compounds, including their chemical names, molecular formulas, chemical structures, and botanical sources, is systematically summarized.

3.1. Phenylalkanoid derivatives

Phenylalkanoid derivatives, ubiquitously distributed in Rhodiola species, are the most emblematic class of secondary metabolites in the genus. A total of 39 compounds—primarily phenylethanol and benzyl alcohol derivatives—are summarized in this paper. Salidroside and its aglycone tyrosol are the most prominent, having been detected in over 30 chemically studied Rhodiola species. Salidroside, in particular, is recognized as a key bioactive constituent for the genus. The 2020 edition of the Chinese Pharmacopoeia specifies a minimum salidroside content of 0.5% in R. crenulata for medicinal use. The details of these compounds are presented in Table 2 and Figure 1.

TABLE 2.

Phenylalkanoid derivatives from Rhodiola species.

No. Compounds Molecular formula Source of species References
1 Tyrosol C8H10O2 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. yunnanensis, R. quadrifida, R. sacra, R. bupleuroides, R. henryi, R. himalensis, R. tibetica, R. heterodonta, R. gelida, R. coccinea, R. alsia, R. alterna, R. atuntsuensis, R. linearifolia, R. purpureoviridis, R. pamiroalaica, R. imbricata, R. litwinowii, R. chrysanthemifolia, R. sexifolia, R. tieghemii, R. kashgarica, R. junggarica, R. serrata, R. recticaulis Liu et al., 2013; Chen D. J. et al., 2012; Wang C. H. et al., 2020; Zuo et al., 2007; Yang et al., 2002; Ou et al., 2020; Nan et al., 2018; Choe et al., 2012; Chi et al., 2012; Altantsetseg et al., 2007; Qiu et al., 1991; Liu, 2003; Chen et al., 2013; Ma et al., 2008; Wang and Ruan, 2005; Olennikov et al., 2019; Shao et al., 2004; Chen et al., 1999; Ma et al., 1995; Choudhary et al., 2015a
2 Salidroside C14H20O7 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. yunnanensis, R. dumulosa, R. quadrifida, R. sacra, R. bupleuroides, R. henryi, R. himalensis, R. tibetica, R. heterodonta, R. gelida, R. coccinea, R. atropurpurea, R. alsia, R. forrestii, R. alterna, R. atuntsuensis, R. linearifolia, R. purpureoviridis, R. pamiroalaica, R. imbricata, R. litwinowii, R. subopposita, R. primuloides, R. chrysanthemifolia, R. sexifolia, R. tieghemii, R. kashgarica, R. junggarica, R. serrata, R. recticaulis, R. macrocarpa, R. sinuata Liu et al., 2013; Chen D. J. et al., 2012; Wang C. H. et al., 2020; Nan et al., 2018; Choe et al., 2012; Chi et al., 2012; Ma et al., 2008; Wang and Ruan, 2005; Olennikov et al., 2019; Shao et al., 2004; Chen et al., 1999; Ma et al., 1995; Mao et al., 2007; Grace et al., 2009; Rattan et al., 2020; Zhu et al., 2024; Huang H. et al., 2008; Wiedenfeld et al., 2007a; An et al., 2007; Chen et al., 2003; Kang et al., 1998; Chen et al., 2008
3 Icariside D2 C14H20O7 R. crenulata, R. rosea, R. sacra, R. recticaulis Chen D. J. et al., 2012; Olennikov et al., 2019; Lee et al., 2016; Daikonya and Kitanaka, 2011
4 6′-O-Acetylsalidroside C16H22O8 R. rosea Wang C. H. et al. (2020)
5 Rhodirosin L C16H22O8 R. rosea Olennikov and Chirikova (2024)
6 Rhodirosin M C18H24O9 R. rosea Olennikov and Chirikova (2024)
7 6′-O-Galloylsalidroside C21H24O11 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. himalensis Wang C. H. et al., 2020; Zhu et al., 2024; Zhang et al., 2010; Fan et al., 2001; Song et al., 2018
8 2-(4-Hydroxyphenyl)ethyl-O-β-D-glucopyranosyl(1→6)-β-D-glucopyranoside C20H30O12 R. crenulata Chen D. J. et al. (2012)
9 Steviophethanoside C19H28O11 R. rosea Olennikov and Chirikova (2024)
10 Rhodirosin K C19H28O11 R. rosea Olennikov and Chirikova (2024)
11 2-(4-Hydroxyphenyl)ethyl acetate C10H12O3 R. rosea Wang C. H. et al. (2020)
12 2-(4-Hydroxyphenyl)ethyl 3,4,5-trihydroxybenzoate C15H14O6 R. crenulata Zhou et al. (2015)
13 p-Hydroxyphenethyl anisate C16H16O4 R. wallichiana, R. sachalinensis Zhao, 2016; Nakamura et al., 2007
14 Aspergillol B C16H16O4 R. rosea, R. wallichiana Lee et al., 2016; Zhao, 2016
15 4-Methoxyphenethyl alcohol C9H12O2 R. kirilowii, R. heterodonta, R. imbricata Choudhary et al., 2015a; Grace et al., 2009; Yang et al., 2011a
16 4-Hydroxyphenylethyl-(4′-methoxyphenylethyl)ether C17H20O3 R. kirilowii Yang et al. (2011a)
17 Viridoside C15H22O7 R. rosea, R. sachalinensis, R. heterodonta Grace et al., 2009; Nakamura et al., 2007; Ali et al., 2008
18 Mongrhoside C20H30O11 R. rosea, R. sachalinensis, R. quadrifida, R. heterodonta, R. gelida, R. recticaulis Olennikov et al., 2019; Grace et al., 2009; Wiedenfeld et al., 2007a; Ali et al., 2008; Avula et al., 2009
19 Heterodontoside C20H30O11 R. heterodonta Grace et al. (2009)
20 4-Ethoxyphenylethanol acetate C12H16O3 R. kirilowii Yang et al. (2011a)
21 Pharienside C21H24O11 R. purpureoviridis Ma et al. (1995)
22 Phenethyl gallate C15H14O5 R. sacra Daikonya and Kitanaka (2011)
23 2-Phenylethyl-1-O-β-D-glucopyranoside C14H20O6 R. crenulata, R. rosea, R. sachalinensis, R. sacra Nakamura et al., 2007; Nakamura et al., 2008; Ma, 2006; Fan et al., 1999
24 2-Phenylethyl-1-O-α-L-arabinopyranosyl(1→6)-β-D-glucopyranoside C19H28O10 R. crenulata, R. rosea, R. sachalinensis, R. sacra, R. recticaulis Olennikov et al., 2019; Ali et al., 2008; Avula et al., 2009; Nakamura et al., 2008; Fan et al., 1999
25 2-Phenylethyl-1-O-α-L-arabinofuranosyl(1→6)-β-D-glucopyranoside C19H28O10 R. crenulata Yang et al. (2013)
26 2-Phenylethyl-1-O-β-D-xylopyranosyl(1→6)-β-D-glucopyranoside C19H28O10 R. crenulata Yang et al. (2013)
27 Crenulatanoside C C14H20O7 R. crenulata Yang et al. (2012b)
28 Hydroxytyrosol C8H10O3 R. crenulata Ma et al. (2022)
29 Benzyl alcohol C7H8O R. rosea, R. wallichiana Olennikov et al., 2020; Zhao et al., 2016
30 Benzyl-O-β-D-glucopyranoside C13H18O6 R. crenulata, R. rosea, R. wallichiana, R. sachalinensis Nakamura et al., 2007; Yang et al., 2013; Wang et al., 2015; Mudge et al., 2012
31 Benzyl-O-α-L-arabinopyranosyl(1→6)-β-D-glucopyranoside C18H26O10 R. rosea, R. sachalinensis Nakamura et al., 2007; Ali et al., 2008
32 Benzyl-O-α-L-arabinofuranosyl(1→6)-β-D-glucopyranoside C18H26O10 R. rosea, R. sachalinensis Nakamura et al., 2007; Ali et al., 2008
33 Salicin C13H18O7 R. rosea Liu et al. (2024b)
34 p-Hydroxybenzyl alcohol C7H8O2 R. crenulata, R. imbricata Choudhary et al., 2015a; Yan et al., 2021
35 4-Hydroxybenzyl β-D-glucopyranoside C13H18O7 R. crenulata Nakamura et al. (2008)
36 2-Hydroxymethyl-6-methoxyphenyl-β-D-glucopyranoside C14H20O8 R. imbricata Choudhary et al. (2015a)
37 2-Hydroxymethyl-4-methoxyphenyl-β-D-glucopyranoside C14H20O8 R. imbricata Choudhary et al., 2015a; Choudhary et al., 2015b
38 3,5-Dihydroxybenzyl alcohol C7H8O3 R. imbricata Choudhary et al. (2015a)
39 3-Hydroxy-5-methoxybenzyl alcohol C8H10O3 R. imbricata Choudhary et al., 2015a; Choudhary et al., 2015b

FIGURE 1.

Black and white chemical structure diagram displaying various phenolic and glycosylated phenolic compounds, each labeled with numbers. Substituent groups and detailed side chain information are provided next to the corresponding structures for reference.

Structures of phenylalkanoid derivatives.

3.2. Phenylpropanoids

Phenylpropanoids represent another important class of bioactive constituents in Rhodiola species, structurally subdivided into three groups: simple phenylpropanoids (1–46), coumarins (47–55), and lignans (56–102). Among the simple phenylpropanoids, cinnamyl alcohol derivatives—particularly rosavin, rosarin, and rosin (collectively termed “rosavins”)—are regarded as chemical diagnostic markers for R. rosea. Coumarins are the fewest in number, with only nine identified compounds reported in Rhodiola species to date. Major lignans have core structures based on pinoresinol, olivil, lariciresinol, dehydrodiconiferyl alcohol, isolariciresinol, and cycloolivil. Most of the 47 lignan compounds identified in the genus were isolated from R. crenulata. The details of these compounds are presented in Table 3 and Figure 2.

TABLE 3.

Phenylpropanoids from Rhodiola species.

No. Compounds Molecular formula Source of species References
1 Cinnamyl alcohol C9H10O R. rosea, R. sachalinensis, R. quadrifida Altantsetseg et al., 2007; van Diermen et al., 2009; Song et al., 2003
2 Rosin C15H20O6 R. crenulata, R. rosea, R. tangutica, R. sachalinensis, R. quadrifida, R. himalensis, R. tibetica Liu et al., 2013; Nan et al., 2018; Altantsetseg et al., 2007; Ma et al., 2008; Mudge et al., 2012; Liu et al., 2024a
3 Rosavin C20H28O10 R. crenulata, R. rosea, R. kirilowii, R. sachalinensis, R. yunnanensis, R. quadrifida, R. himalensis, R. tibetica, R. alterna, R. imbricata, R. serrata Liu et al., 2013; Ma et al., 2008; Shao et al., 2004; Rattan et al., 2020; Zhu et al., 2024; Wiedenfeld et al., 2007a; Mudge et al., 2012; Han et al., 2016
4 Rosarin C20H28O10 R. crenulata, R. rosea, R. kirilowii, R. sachalinensis, R. quadrifida, R. himalensis, R. tibetica, R. imbricata Liu et al., 2013; Altantsetseg et al., 2007; Ma et al., 2008; Rattan et al., 2020; Mudge et al., 2012; Cui et al., 2016
5 Cinnamyl-(6′-O-β-D-xylopyranosyl)-O-β-D-glucopyranoside C20H28O10 R. rosea, R. sachalinensis Tolonen et al., 2003; Ni, 2016
6 p-Coumaryl alcohol C9H10O2 R. rosea Kurkin et al. (1991)
7 Triandrin C15H20O7 R. crenulata, R. rosea Nakamura et al., 2008; Tolonen et al., 2003
8 p-Methoxycinnamyl alcohol C10H12O2 R. rosea Kurkin et al. (1991)
9 Vimalin C16H22O7 R. crenulata, R. rosea Nakamura et al., 2008; Tolonen et al., 2003
10 4-Methoxy-cinnamyl-(6′-O-α-L-arabinopyranosyl)-O-β-D-glucopyranoside C21H30O11 R. rosea Tolonen et al. (2003)
11 Coniferin C16H22O8 R. crenulata Nakamura et al. (2008)
12 Syringin C17H24O9 R. crenulata Liu et al. (2024a)
13 3-Phenylpropyl β-D-glucopyranoside C15H22O6 R. sachalinensis Nakamura et al. (2007)
14 Dihydroconiferyl alcohol γ-O-β-D-glucopyranoside C16H24O8 R. fastigiata Yang et al. (2002)
15 Dihydroconiferin C16H24O8 R. crenulata, R. wallichiana Nakamura et al., 2008; Wang et al., 2015
16 Miyaginin C20H28O10 R. wallichiana Chai et al. (2015)
17 Chavicol 4-O-β-D-apiofuranosyl(1→6)-β-D-glucopyranoside C20H28O10 R. wallichiana Chai et al. (2015)
18 Citrusin C C16H22O7 R. crenulata Liu et al. (2024a)
19 Eugenyl-O-β-D-apiofuranosyl(1→6)-β-D-glucopyranoside C21H30O11 R. wallichiana, R. tangutica, R. sachalinensis Zhang et al., 2010; Nakamura et al., 2007; Chai et al., 2015
20 Gein C21H30O11 R. tangutica, R. sachalinensis Zhang et al., 2010; Nakamura et al., 2007
21 4-Allylcatechol 1,2-di-O-β-D-glucopyranoside C21H30O12 R. crenulata Liu et al. (2024a)
22 5-Allylpyrogallol 1,2-di-O-β-D-glucopyranoside C21H30O13 R. crenulata Liu et al. (2024a)
23 Cinnamic acid C9H8O2 R. rosea, R. imbricata Rattan et al., 2020; Olennikov et al., 2020
24 Methyl cinnamate C10H10O2 R. wallichiana Zhao (2016)
25 p-Coumaric acid C9H8O3 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. sacra, R. bupleuroides, R. imbricata Nan et al., 2018; Rattan et al., 2020; Lee et al., 2016; Daikonya and Kitanaka, 2011; Nakamura et al., 2007; Liu et al., 2019; Chen et al., 2021; Li et al., 2021; Dong et al., 2009; Huang Y. J. et al., 2008
26 p-Coumaric acid 4-O-β-D-glucopyranoside C15H18O8 R. crenulata, R. rosea, R. wallichiana Ou et al., 2020; Yang et al., 2013; Ma et al., 2012
27 1-O-p-Coumaroylglucose C15H18O8 R. rosea Kurkin et al. (1991)
28 Caffeic acid C9H8O4 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. sacra, R. himalensis, R. purpureoviridis Ou et al., 2020; Nan et al., 2018; Ma et al., 1995; Zhu et al., 2024; Lee et al., 2016; Nakamura et al., 2007; Nakamura et al., 2008; Fan et al., 1999; Li et al., 2021
29 Methyl caffeate C10H10O4 R. crenulata Chen et al. (2024)
30 Caffeic acid 3′-O-β-D-glucopyranoside C15H18O9 R. rosea Kurkin et al. (1991)
31 Caffeic acid phenethyl ester C17H16O4 R. sacra Jung et al. (2008)
32 (E)-Caffeoylmalic acid C13H12O8 R. rosea Iwashina et al. (2024)
33 Rosmarinic acid C18H16O8 R. rosea Wang F. Y. et al. (2007)
34 Chlorogenic acid C16H18O9 R. rosea, R. kirilowii, R. quadrifida Wiedenfeld et al., 2007a; Gryszczyńska et al., 2013
35 Poliumoside C35H46O19 R. crenulata Liu et al. (2024a)
36 Ethyl 4,5-dicaffeoylquinate C27H28O12 R. crenulata Qu et al. (2020)
37 Ferulic acid C10H10O4 R. crenulata, R. rosea, R. fastigiata, R. wallichiana, R. tangutica, R. heterodonta Nan et al., 2018; Zhao et al., 2016; Li et al., 2021; Chen et al., 2024; Krasnov et al., 1976; Polumackanycz et al., 2022
38 3-Methoxy-4-feruloyloxy cinnamic acid C20H18O7 R. crenulata Liu et al. (2024a)
39 6-Feruloyloxyhexanoic acid C16H20O6 R. wallichiana Song et al. (2018)
40 Rhodiolate C17H22O6 R. crenulata Zhou et al. (2015)
41 Eicosyl ferulate C30H50O4 R. rosea Michels et al. (2020)
42 Octacosyl (E)-ferulate C38H66O4 R. crenulata, R. yunnanensis, R. henryi Li et al., 2012; Guo et al., 1993; Lou and Zuo, 1991
43 2(R)-26-{[(2E)-3-(4-Hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]oxy}-2,3-dihydroxypropyl ester C39H66O8 R. sachalinensis Ding et al. (2018)
44 3-O-Feruloylquinic acid C17H20O9 R. rosea Olennikov et al. (2020)
45 Sinapic acid C11H12O5 R. rosea Polumackanycz et al. (2022)
46 3,4,5-Trimethoxycinnamic acid C12H14O5 R. crenulata, R. kirilowii, R. fastigiata, R. himalensis Zhu et al., 2024; Chen et al., 2021
47 Umbelliferone C9H6O3 R. quadrifida, R. sacra, R. heterodonta, R. coccinea, R. purpureoviridis Qiu et al., 1991; Ma et al., 1995; Krasnov et al., 1976; Krasnov and Khoruzhaya, 1974
48 7-Methoxycoumarin C10H8O3 R. rosea Ma et al. (2012)
49 Esculetin C9H6O4 R. linearifolia Kurlin and Zapesochnaya (1986)
50 Scopoletin C10H8O4 R. quadrifida, R. coccinea Krasnov and Khoruzhaya (1974)
51 Scoparone C11H10O4 R. crenulata Liu et al. (2024a)
52 Nodakenin C20H24O9 R. sachalinensis Nakamura et al. (2007)
53 (R)-Mellein C10H10O3 R. kirilowii, R. wallichiana Zhao, 2016; Yang et al., 2011a
54 Thunberginol C C15H12O5 R. sacra Daikonya and Kitanaka (2011)
55 Bengenin C14H16O9 R. wallichiana Ou et al. (2020)
56 8-Hydroxypinoresinol C20H22O7 R. wallichiana Zhao (2016)
57 Prinsepiol C20H22O8 R. crenulata Qu et al. (2020)
58 (+)-Syzygiresinol A C19H18O7 R. crenulata Zhou et al. (2015)
59 Olivil 4-O-β-D-glucopyranoside C26H34O12 R. crenulata Yang et al. (2012a)
60 (−)-Berchemol C20H24O7 R. wallichiana Chai et al. (2015)
61 (−)-Lariciresinol C20H24O6 R. rosea Kurkin et al. (1991)
62 (−)-Lariciresinol 4′-O-β-D-glucopyranoside C26H34O11 R. rosea Kurkin et al. (1991)
63 Cedrusin C19H22O6 R. fastigiata Yang et al. (2002)
64 (7S,8R)-3′,4,9,9′-Tetrahydroxy-3-methoxy-4′,7-epoxy-5′,8-lignan 9-O-α-L-rhamnopyranoside C25H32O10 R. crenulata Yang et al. (2012a)
65 Clemastanin A C25H32O11 R. crenulata Yang et al. (2012a)
66 (7R,8S)-3′,4,9,9′-Tetrahydroxy-3-methoxy-4′,7-epoxy-5′,8-lignan 4-O-β-D-glucopyranoside C25H32O11 R. crenulata Yang et al. (2012a)
67 (7R,8S)-3′,4,9,9′-Tetrahydroxy-3-methoxy-4′,7-epoxy-5′,8-lignan 3′-O-β-D-glucopyranoside C25H32O11 R. crenulata Yang et al. (2012a)
68 (7R,8S)-3′,4,9,9′-Tetrahydroxy-3-methoxy-4′,7-epoxy-5′,8-lignan 3′-O-β-D-glucopyranoside-4-O-α-L-rhamnopyranoside C31H42O15 R. crenulata Yang et al. (2012a)
69 (7S,8R)-Dehydrodiconiferyl alcohol 9′-O-β-D-glucopyranoside C26H32O11 R. crenulata Liu et al. (2024a)
70 (7R,8S)-Dehydrodiconiferyl alcohol 9-O-β-D-glucopyranoside C26H32O11 R. crenulata Liu et al. (2024a)
71 (+)-Dihydrodehydrodiconiferyl alcohol C20H24O6 R. crenulata Zhou et al. (2015)
72 (7S,8R)-Dihydrodehydrodiconiferyl alcohol 4-O-β-D-glucopyranoside C26H34O11 R. crenulata Liu et al. (2024a)
73 (7R,8S)-Dihydrodehydrodiconiferyl alcohol 9′-O-β-D-glucopyranoside C26H34O11 R. crenulata Liu et al. (2024a)
74 (7R,8R)-Dihydrodehydrodiconiferyl alcohol 9′-O-β-D-glucopyranoside C26H34O11 R. crenulata Liu et al. (2024a)
75 4′,7′,9,9′-Tetrahydroxy-3′-methoxy-3,8′-oxyneolignan 4-O-β-D-glucopyranoside C25H34O12 R. rosea Ma (2006)
76 (7S,8R)-4,7,9,3′,9′-Pentahydroxy-3-methoxyl-8-4′-oxyneolignan 3′-O-β-D-glucopyranoside C25H34O12 R. crenulata Yang et al. (2012a)
77 (7S,8S)-4,7,9,3′,9′-Pentahydroxy-3-methoxy-8-4′-oxyneolignan 3′-O-β-D-glucopyranoside C25H34O12 R. crenulata Yang et al. (2012a)
78 (7R,8S)-4,7,9,3′,9′-Pentahydroxy-3-methoxy-8-4′-oxyneolignan 3′-O-β-D-glucopyranoside C25H34O12 R. crenulata Yang et al. (2012a)
79 (7R,8R)-4,7,9,3′,9′-Pentahydroxy-3-methoxy-8-4′-oxyneolignan 3′-O-β-D-glucopyranoside C25H34O12 R. crenulata Yang et al. (2012a)
80 (7S,8R)-4,7,9,3′,9′-Pentahydroxy-3-methoxy-8-4′-oxyneolignan 4-O-β-D-glucopyranoside C25H34O12 R. crenulata Yang et al. (2012a)
81 (7R,8R)-4,7,9,3′,9′-Pentahydroxy-3-methoxy-8-4′-oxyneolignan 4-O-β-D-glucopyranoside C25H34O12 R. crenulata Yang et al. (2012a)
82 (7S,8S)-4,7,9,3′,9′-Pentahydroxy-3-methoxy-8-4′-oxyneolignan 4-O-β-D-glucopyranoside C25H34O12 R. crenulata Yang et al. (2012a)
83 (7R,8R)-Threo-4,7,9,9′-tetrahydroxy-3,3′-dimethoxy-8-O-4′-neolignan 4-O-β-D-glucopyranoside C26H36O12 R. crenulata Yang et al. (2012a)
84 Hyuganoside IIIa C26H34O12 R. crenulata Liu et al. (2024a)
85 3-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-hydroxy-1-(E)-propenyl)-2,6-dimethoxyphenoxy]propyl-β-D-glucopyranoside C27H36O13 R. crenulata Liu et al. (2024a)
86 (7R,8R)-3-Methoxy-8′-carboxy-7′-en-3′,8-epoxy-7,4′-oxyneolignan-4,9-diol C19H18O7 R. crenulata Zhou et al. (2015)
87 (7R,8R)-3-Methoxy-8′-carboxy-7′-en-3′,7-epoxy-8,4′-oxyneolignan-4,9-diol C19H18O7 R. crenulata Zhou et al. (2015)
88 (+)-Isolariciresinol C20H24O6 R. crenulata, R. fastigiata Yang et al., 2002; Yang et al., 2012a
89 (+)-Isolariciresinol 4-O-β-D-glucopyranoside C26H34O11 R. crenulata Yang et al. (2012a)
90 (+)-Isolariciresinol 9-O-β-D-glucopyranoside C26H34O11 R. kirilowii, R. fastigiata Yang et al., 2002; Huang Y. J. et al., 2008
91 (+)-Isolariciresinol 4′-O-β-D-glucopyranoside C26H34O11 R. crenulata Yang et al. (2012a)
92 (+)-Isolariciresinol 9′-O-β-D-glucopyranoside C26H34O11 R. dumulosa Liu et al. (2008)
93 Schizandriside C25H32O10 R. crenulata, R. tangutica, R. yunnanensis, R. bupleuroides Zhang et al., 2010; Dong et al., 2009; Guo et al., 1993; Yang et al., 2012a
94 (+)-Isolariciresinol-9,9′-acetonide C23H28O6 R. crenulata Yang et al. (2013)
95 (−)-Isolariciresinol 9′-O-β-D-glucopyranoside C26H34O11 R. dumulosa Liu et al. (2008)
96 Scaphopetalone C21H26O6 R. wallichiana Chai et al. (2015)
97 5′-Methoxy-(+)-isolariciresinol 4-O-β-D-glucopyranoside C27H36O12 R. crenulata Yang et al. (2012a)
98 5-Methoxy-(+)-isolariciresinol 4-O-β-D-glucopyranoside C27H36O12 R. crenulata Yang et al. (2012a)
99 (−)-Cycloolivil 9′-O-β-D-glucopyranoside C26H34O12 R. sacra Daikonya and Kitanaka (2011)
100 (+)-Cycloolivil 9′-O-β-D-xylopyranoside C25H32O11 R. crenulata Yang et al. (2012a)
101 (+)-Cycloolivil 4-O-β-D-glucopyranoside C26H34O12 R. crenulata Yang et al. (2012a)
102 5-Methoxy-(+)-cycloolivil 4-O-β-D-glucopyranoside C27H36O13 R. crenulata Yang et al. (2012a)

FIGURE 2.

Black-and-white scientific illustration displaying 102 numbered chemical structures of phenolic compounds with variations in substituents, glycoside groups, and ring configurations. Structural formulas, substituent details, and numbering are densely arranged for comparison or cataloging purposes.

Structures of phenylpropanoids.

3.3. Flavonoids

Our investigations reveal that flavonoids constitute the largest and most structurally diverse class of phytochemicals in Rhodiola species, with 160 compounds isolated and identified. The details of these compounds are presented in Table 4 and Figure 3.

TABLE 4.

Flavonoids from Rhodiola species.

No. Compounds Molecular formula Source of species References
1 Herbacetin C15H10O7 R. crenulata, R. rosea, R. wallichiana, R. sachalinensis, R. litwinowii Song et al., 2018; Chen et al., 2024; Zhang et al., 2016; Ma et al., 2014; Krasnov, 1979
2 Herbacetin 7-methyl ether C16H12O7 R. crenulata Zhou et al. (2015)
3 Herbacetin 8-methyl ether C16H12O7 R. rosea, R. dumulosa, R. bupleuroides, R. atuntsuensis Chen et al., 1999; Kurkin et al., 1984; Luo et al., 2005; Wang H. et al., 2016
4 Herbacetin 4′-methyl ether C16H12O7 R. fastigiata, R. bupleuroides Yang et al., 2002; Wang H. et al., 2016
5 Rhodiolin C25H20O10 R. crenulata, R. rosea, R. fastigiata, R. wallichiana, R. sachalinensis, R. quadrifida, R. bupleuroides Wiedenfeld et al., 2007a; Wang H. et al., 2016; Peng et al., 1996; Lee et al., 2000; Wang Y. S. et al., 2020; Zhang, 2021
6 Rhodionin C21H20O11 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. sachalinensis, R. yunnanensis, R. dumulosa, R. sacra, R. henryi, R. alsia, R. forrestii, R. chrysanthemifolia, R. sexifolia, R. serrata, R. macrocarpa Liu et al., 2013; Choe et al., 2012; Daikonya and Kitanaka, 2011; Song et al., 2018; Zhou et al., 2015; Ma et al., 2014; Wang H. L. et al., 2006; Li and Zhang, 2008; Wang J. X. et al., 2006
7 Litvinolin C21H20O11 R. bupleuroides, R. litwinowii, R. ishidae Krasnov, 1979; Wang H. et al., 2016; Iwashina et al., 2023
8 Rhodiolatuntoside C21H20O11 R. crenulata, R. atuntsuensis Chen et al., 1999; Ma and Guo, 2007
9 Kaempferol-8-methoxy-3-O-α-L-rhamnopyranoside C22H22O11 R. rosea Wang C. H. et al. (2020)
10 Herbacetin 3-O-β-D-glucopyranoside C21H20O12 R. crenulata, R. rosea, R. sachalinensis Ni, 2016; Iwashina et al., 2024; Ni et al., 2016
11 Herbacetin 3-O-β-D-glucuronopyranoside C21H18O13 R. tangutica Olennikov and Prokopyev (2024)
12 Herbacetin 7-O-β-D-glucopyranoside C21H20O12 R. crenulata, R. wallichiana, R. sachalinensis Ni, 2016; Ni et al., 2016; Wang X. J. et al., 2016
13 Herbacin C21H20O12 R. rosea Ma et al. (2013)
14 Melocorin/Alginin C21H18O13 R. rosea, R. tangutica, R. quadrifida, R. ishidae Iwashina et al., 2024; Iwashina et al., 2023; Zapesochnaya, 1978; Olennikov and Chirikova, 2020
15 Rhodirosin F C23H20O14 R. rosea Olennikov and Chirikova (2022)
16 Rhodirosin E C24H20O16 R. rosea Olennikov and Chirikova (2022)
17 Gelidolin C21H20O12 R. gelida Krasnov and Alekseyuk (1979)
18 Gelolin C20H18O11 R. gelida Krasnov and Alekseyuk (1979)
19 Rhodalgin C20H18O11 R. fastigiata, R. tangutica, R. quadrifida Olennikov and Chirikova, 2020; Chen et al., 1991; Pangarova and Zapesochnaya, 1976
20 Acetylrhodalgin C22H20O12 R. rosea, R. tangutica Kurkin et al., 1984; Pangarova and Zapesochnaya, 1976
21 Rhodalin C20H18O11 R. rosea, R. quadrifida, R. tangutica Olennikov et al., 2020; Zapesochnaya, 1978; Olennikov and Chirikova, 2020
22 Acetylrhodalin C22H20O12 R. tangutica Zapesochnaya (1978)
23 Rhodiolgin D C22H20O12 R. tangutica Olennikov and Prokopyev (2024)
24 Diacetylrhodalgin C24H22O13 R. tangutica Pangarova and Zapesochnaya (1976)
25 Triacetylrhodalgin C26H24O14 R. tangutica Pangarova and Zapesochnaya (1976)
26 Herbacetin 8-O-α-D-lyxopyranoside C20H18O11 R. fastigiata Peng et al. (1996)
27 Rhodiosin C27H30O16 R. crenulata, R. rosea, R. wallichiana, R. tangutica, R. sachalinensis, R. yunnanensis, R. dumulosa, R. quadrifida, R. sacra, R. bupleuroides Nan et al., 2018; Zhu et al., 2024; Song et al., 2018; Zhou et al., 2015; Nakamura et al., 2007; Ma et al., 2014; Wang H. et al., 2016; Wang J. X. et al., 2006; Olennikov and Chirikova, 2020
28 Rhodiquadrin C C27H28O18 R. rosea, R. tangutica, R. quadrifida Olennikov and Prokopyev, 2024; Olennikov and Chirikova, 2020; Olennikov, 2023
29 Herbacetin 3-O-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside C27H30O16 R. rosea, R. sachalinensis, R. ishidae Iwashina et al., 2023; Ma et al., 2013; Ni et al., 2013
30 Rhodionidin C27H30O16 R. rosea Olennikov (2023)
31 Rhodalide C25H26O15 R. tangutica Krasnov and Demidenko (1979)
32 Rhodalidin C26H28O16 R. rosea, R. tangutica Olennikov and Prokopyev, 2024; Zapesochnaya et al., 1985
33 Herbacetin 3-O-β-D-glucopyranoside-8-O-(2″-O-acetyl)-β-D-xylopyranoside C28H30O17 R. tangutica Olennikov and Prokopyev (2024)
34 Rhodiolgin B C28H30O17 R. tangutica Olennikov and Prokopyev (2024)
35 Rhodiolgin C C28H30O17 R. tangutica Olennikov and Prokopyev (2024)
36 Herbacetin 3-O-β-D-glucopyranoside-8-O-β-D-glucuronopyranoside C27H28O18 R. rosea, R. tangutica, R. quadrifida Iwashina et al., 2024; Olennikov and Prokopyev, 2024; Olennikov and Chirikova, 2020
37 Herbacetin 3-O-(3″-O-acetyl)-β-D-glucopyranoside-8-O-β-D-glucuronopyranoside C29H30O19 R. rosea, R. quadrifida Olennikov and Chirikova, 2020; Olennikov, 2023
38 Rhodirosin B C31H32O20 R. rosea Olennikov and Chirikova (2022)
39 Herbacetin 3-O-β-D-glucuronopyranoside-8-O-β-D-glucopyranoside C27H28O18 R. ishidae Iwashina et al. (2023)
40 Herbacetin 7-O-β-D-glucuronopyranoside-8-O-β-D-glucopyranoside C27H28O18 R. ishidae Iwashina et al. (2023)
41 Herbacetin 3-O-[α-L-rhamnopyranosyl(1→2)-β-D-glucopyranoside]-7-O-α-L-rhamnopyranoside C33H40O20 R. sachalinensis Han et al. (2011)
42 Sachaloside IV C33H40O21 R. sachalinensis Nakamura et al. (2007)
43 Rhodiolgin A C33H38O23 R. tangutica Olennikov and Prokopyev (2024)
44 Herbacetin 3,7-di-O-β-D-glucopyranoside-8-O-β-D-glucuronopyranoside C33H38O23 R. rosea, R. ishidae Iwashina et al., 2024; Iwashina et al., 2023
45 Rhodirosin A C36H40O26 R. rosea Olennikov and Chirikova (2022)
46 3,5,7,8,4′-Pentahydroxy-3′-methoxyflavone C16H12O8 R. bupleuroides Wang H. et al. (2016)
47 Rhodiolgin C21H20O12 R. rosea, R. kirilowii, R. quadrifida Huang Y. J. et al., 2008; Yoshikawa et al., 1996; Ming et al., 2005
48 Gossypin C21H20O13 R. rosea, R. purpureoviridis Ma et al., 1995; Olennikov et al., 2020
49 Hibifolin C21H18O14 R. rosea, R. tangutica, R. quadrifida, R. ishidae Iwashina et al., 2024; Iwashina et al., 2023; Olennikov and Prokopyev, 2024; Olennikov and Chirikova, 2020
50 Rhodirosin D C23H20O15 R. rosea Olennikov and Chirikova (2022)
51 Rhodirosin C C24H20O17 R. rosea Olennikov and Chirikova (2022)
52 Gossypetin 3-O-β-D-glucopyranoside C21H20O13 R. tangutica Olennikov and Prokopyev (2024)
53 Gossypetin 3-O-β-D-glucuronopyranoside C21H18O14 R. tangutica Olennikov and Prokopyev (2024)
54 Gossypetin 8-O-β-D-xylopyranoside C20H18O12 R. rosea, R. quadrifida Iwashina et al., 2024; Olennikov and Chirikova, 2020
55 Rhodiquadrin D C20H18O12 R. quadrifida Olennikov and Chirikova (2020)
56 Rhodioflavonoside C27H30O17 R. rosea, R. wallichiana, R. quadrifida Zhao et al., 2016; Yoshikawa et al., 1996; Ming et al., 2005
57 Rhodiquadrin A C27H28O19 R. quadrifida Olennikov and Chirikova (2020)
58 Rhodiolgidin C27H30O17 R. rosea Olennikov et al. (2020)
59 Gossypetin 3,7-di-O-β-D-glucopyranoside C27H30O18 R. ishidae Iwashina et al. (2023)
60 Gossypetin 3-O-β-D-glucopyranoside-8-O-β-D-glucuronopyranoside C27H28O19 R. rosea, R. tangutica, R. quadrifida Olennikov and Prokopyev, 2024; Olennikov and Chirikova, 2020; Olennikov, 2023
61 Rhodiquadrin B C29H30O20 R. rosea, R. quadrifida Olennikov and Chirikova, 2020; Olennikov, 2023
62 Gossypetin 3-O-β-D-glucuronopyranoside-8-O-β-D-glucopyranoside C27H28O19 R. rosea, R. ishidae Iwashina et al., 2024; Iwashina et al., 2023
63 Gossypetin 3-O-β-D-(2″-malonylxylopyranoside)-8-O-β-D-glucopyranoside C29H30O20 R. ishidae Iwashina et al. (2023)
64 Gossypetin 3,7-di-O-β-D-glucopyranoside-8-O-β-D-glucuronopyranoside C33H38O24 R. rosea, R. ishidae Iwashina et al., 2023; Olennikov, 2023
65 Kaempferol C15H10O6 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. yunnanensis, R. dumulosa, R. quadrifida, R. sacra, R. bupleuroides, R. himalensis, R. heterodonta, R. coccinea, R. pamiroalaica, R. litwinowii Ou et al., 2020; Nan et al., 2018; Zhu et al., 2024; Zhou et al., 2015; Nakamura et al., 2007; Dong et al., 2009; Krasnov et al., 1976; Krasnov and Khoruzhaya, 1974; Ma et al., 2014; Krasnov, 1979; Luo et al., 2005; Hu and Wang, 2022; Jiang et al., 2017; Liu et al., 2000
66 Kaempferol 7-O-α-L-rhamnopyranoside C21H20O10 R. crenulata, R. rosea, R. wallichiana, R. tangutica, R. sachalinensis, R. dumulosa, R. bupleuroides Nan et al., 2018; Song et al., 2018; Zhou et al., 2015; Luo et al., 2005; Ni et al., 2013; Dong et al., 2007; Tang et al., 2021
67 Afzelin C21H20O10 R. crenulata, R. rosea, R. tangutica, R. sachalinensis, R. yunnanensis, R. dumulosa, R. litwinowii Choe et al., 2012; Zhu et al., 2024; Huang H. et al., 2008; Lee et al., 2016; Chen et al., 2024; Krasnov, 1979; Olennikov and Prokopyev, 2024
68 Kaempferol 4′-O-α-L-rhamnopyranoside C21H20O10 R. crenulata, R. sachalinensis, R. dumulosa Huang H. et al. (2008)
69 Kaempferol 7-O-β-D-glucopyranoside C21H20O11 R. crenulata, R. sachalinensis Liu et al., 2024a; Ni et al., 2013
70 Astragalin C21H20O11 R. crenulata, R. rosea, R. wallichiana, R. sachalinensis, R. ishidae Ni, 2016; Iwashina et al., 2023; Ni et al., 2016; Wang X. J. et al., 2016; Liu et al., 2020
71 Kaempferol 4′-O-β-D-glucopyranoside C21H20O11 R. tangutica Olennikov and Prokopyev (2024)
72 Trifolin C21H20O11 R. sachalinensis Han et al. (2011)
73 Kaempferol 3-O-β-D-sophoroside C27H30O16 R. crenulata, R. rosea, R. sachalinensis, R. dumulosa Huang H. et al., 2008; Fan et al., 2001; Xu et al., 2013
74 Kaempferol 3-rungioside C27H30O15 R. crenulata, R. sachalinensis, R. dumulosa Huang H. et al. (2008)
75 Kaempferol 3-O-α-L-rhamnopyranosyl(1→4)-β-D-glucopyranoside C27H30O15 R. crenulata, R. sachalinensis, R. dumulosa Huang H. et al. (2008)
76 Nicotiflorin C27H30O15 R. crenulata Zhu et al. (2024)
77 Multiflorin B C27H30O15 R. rosea, R. sachalinensis Choe et al., 2012; Tusungul and Wan, 2018
78 Ternatumoside II C27H30O15 R. crenulata, R. rosea, R. sachalinensis Zhou et al., 2015; Zhang et al., 2016
79 Crenuloside C27H30O15 R. crenulata, R. dumulosa Zhou et al., 2015; Wang J. X. et al., 2006
80 Leucoside C26H28O15 R. rosea, R. wallichiana, R. sachalinensis Nakamura et al., 2007; Wang X. J. et al., 2016; Ma et al., 2013
81 Kaempferol 3-O-β-D-xylofuranosyl(1→2)-β-D-glucopyranoside C26H28O15 R. sachalinensis Fan et al. (2001)
82 Kaempferitrin C27H30O14 R. rosea Olennikov et al. (2020)
83 Kaempferol 3-O-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside C27H30O15 R. rosea, R. sachalinensis, R. dumulosa, R. ishidae Liu et al., 2008; Iwashina et al., 2023; Ma et al., 2013; Ni et al., 2013
84 Kaempferol 3-O-α-L-rhamnopyranoside-7-O-β-D-glucopyranoside C27H30O15 R. ishidae Iwashina et al. (2023)
85 Kaempferol 3,7-di-O-β-D-glucopyranoside C27H30O16 R. rosea, R. ishidae Olennikov et al., 2020; Iwashina et al., 2023
86 Kaempferol 3,4′-di-O-β-D-glucopyranoside C27H30O16 R. sachalinensis Choe et al. (2012)
87 Sachaloside III C32H38O19 R. sachalinensis Nakamura et al. (2007)
88 Kaempferol 4′-O-α-L-rhamnopyranoside-3-O-β-D-xylopyranosyl(1→2)-β-D-glucopyranoside C32H38O19 R. rosea Liu et al. (2020)
89 Kaempferol 3-O-α-L-rhamnopyranoside-7-O-β-D-sophoroside C33H40O20 R. ishidae Iwashina et al. (2023)
90 Kaempferol 3-O-β-D-sophoroside-7-O-β-D-glucopyranoside C33H40O21 R. ishidae Iwashina et al. (2023)
91 3,3′,5,7-Tetrahydroxyflavone C15H10O6 R. crenulata Ni et al. (2016)
92 Quercetin C15H10O7 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. dumulosa, R. quadrifida, R. sacra, R. bupleuroides, R. himalensis, R. heterodonta, R. coccinea, R. atuntsuensis Nan et al., 2018; Chen et al., 1999; Zhu et al., 2024; Chen et al., 2024; Krasnov et al., 1976; Polumackanycz et al., 2022; Krasnov and Khoruzhaya, 1974; Liu et al., 2008; Wang X. J. et al., 2016; Hu and Wang, 2022; Dong et al., 2007
93 Tamarixetin C16H12O7 R. sachalinensis Ni et al. (2013)
94 Quercetin 3′,4′,7-trimethyl ether C18H16O7 R. crenulata Ni et al. (2016)
95 Quercitrin C21H20O11 R. crenulata, R. rosea, R. wallichiana, R. tangutica, R. sacra, R. himalensis Ou et al., 2020; Zhu et al., 2024; Olennikov et al., 2020; Chen et al., 2024; Olennikov and Prokopyev, 2024
96 Quercetin 7-O-β-D-glucopyranoside C21H20O12 R. bupleuroides, R. ishidae Wang H. et al., 2016; Iwashina et al., 2023
97 Isoquercitrin C21H20O12 R. crenulata, R. rosea, R. wallichiana, R. tangutica, R. sachalinensis, R. sacra, R. heterodonta, R. coccinea, R. ishidae Ou et al., 2020; Nan et al., 2018; Zhu et al., 2024; Chen et al., 2024; Krasnov et al., 1976; Krasnov and Khoruzhaya, 1974; Iwashina et al., 2023; Olennikov, 2023; Ni et al., 2013
98 Quercetin 3-O-β-D-glucuronopyranoside C21H18O13 R. crenulata Chen et al. (2024)
99 Hyperoside C21H20O12 R. crenulata, R. coccinea Krasnov and Khoruzhaya, 1974; Ren et al., 2021
100 Rutin C27H30O16 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. sachalinensis, R. dumulosa, R. atuntsuensis Chen et al., 1999; Song et al., 2018; Polumackanycz et al., 2022; Ding et al., 2018; Rei et al., 2021
101 Baimaside C27H30O17 R. ishidae Iwashina et al. (2023)
102 Quercetin 3-O-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside C27H30O16 R. rosea Olennikov et al. (2020)
103 Quercetin 3,7-di-O-β-D-glucopyranoside C27H30O17 R. rosea, R. ishidae Olennikov et al., 2020; Iwashina et al., 2023
104 Myricetin 3-O-β-D-glucopyranoside C21H20O13 R. ishidae Iwashina et al. (2023)
105 Hibiscetin 3-O-β-D-glucopyranoside-8-O-β-D-glucuronopyranoside C27H28O20 R. rosea, R. tangutica Iwashina et al., 2024; Olennikov and Prokopyev, 2024
106 Rhodirosin G C30H30O23 R. rosea Olennikov (2023)
107 Rhodirosin H C30H30O23 R. rosea Olennikov (2023)
108 Apigenin C15H10O5 R. sacra Jiang et al. (2017)
109 Apigenin 7-O-β-D-apiofuranosyl(1→2)-β-D-glucopyranoside C26H28O14 R. tangutica Zhang et al. (2010)
110 Vicenin-2 C27H30O15 R. ishidae Iwashina et al. (2023)
111 Luteolin C15H10O6 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. sachalinensis, R. yunnanensis, R. sacra, R. himalensis Zuo et al., 2007; Zhu et al., 2024; Zhou et al., 2015; Nakamura et al., 2007; Iwashina et al., 2024
112 Luteolin 7-ethyl ether C17H14O6 R. fastigiata Yang et al. (2002)
113 Cynaroside C21H20O11 R. crenulata, R. fastigiata, R. sachalinensis Li et al., 2021; Chen et al., 2024; Ding et al., 2018
114 Luteolin 3′,7-dimethyl ether C17H14O6 R. crenulata Ni et al. (2016)
115 3′-Methoxyl luteolin 7-O-β-D-glucoside C22H22O11 R. sachalinensis Ding et al. (2018)
116 Lucenin-2 C27H30O16 R. ishidae Iwashina et al. (2023)
117 Tricetin C15H10O7 R. kirilowii, R. quadrifida Zuo et al., 2007; Yoshikawa et al., 1996
118 Tricin C17H14O7 R. crenulata, R. rosea, R. wallichiana, R. sachalinensis, R. sacra, R. henryi, R. himalensis Daikonya and Kitanaka, 2011; Nakamura et al., 2007; Ni et al., 2016; Wang X. J. et al., 2016; Masi et al., 2023; Lou and Zuo, 1990; Qiu et al., 1989
119 Tricin 5-O-β-D-glucopyranoside C23H24O12 R. rosea Langeder et al. (2021)
120 Tricin 7-O-β-D-glucopyranoside C23H24O12 R. crenulata, R. rosea, R. henryi Ni et al., 2016; Lou and Zuo, 1990; Kurkin et al., 1982
121 Dihydrokaempferol C15H12O6 R. rosea, R. fastigiata, R. sacra Lee et al., 2016; Daikonya and Kitanaka, 2011; Peng et al., 1996
122 Naringenin C15H12O5 R. sacra Daikonya and Kitanaka (2011)
123 Naringenin 7-O-β-D-sophoroside C27H32O15 R. ishidae Iwashina et al. (2023)
124 Eriodictyol C15H12O6 R. crenulata, R. fastigiata, R. tangutica, R. sachalinensis, R. yunnanensis, R. sacra, R. himalensis Nan et al., 2018; Zhu et al., 2024; Nakamura et al., 2007; Chen et al., 2024
125 5,7,3′,5′-Tetrahydroxyflavanone C15H12O6 R. crenulata, R. rosea, R. sacra Daikonya and Kitanaka, 2011; Zhou et al., 2015; Wang et al., 2010
126 Genistein C15H10O5 R. crenulata Zhao (2015)
127 Phloretin C15H14O5 R. crenulata Liu et al. (2024a)
128 Cyanidin 3-O-β-D-glucopyranoside C21H21O11 + R. rosea, R. ishidae Iwashina et al., 2024; Iwashina et al., 2023
129 (+)-Catechin C15H14O6 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sacra, R. bupleuroides, R. himalensis, R. coccinea, R. alsia, R. semenovii, R. chrysanthemifolia, R. sexifolia, R. tieghemii Ma et al., 2022; Liu et al., 2013; Ou et al., 2020; Nan et al., 2018; Chi et al., 2012; Zhu et al., 2024; Polumackanycz et al., 2022; Gryszczyńska et al., 2012; Kuliev et al., 2004
130 (−)-Catechin gallate(CG) C22H18O10 R. crenulata, R. rosea, R. sacra Zhu et al., 2024; Olennikov et al., 2020; Chen et al., 2024
131 (−)-Epicatechin(EC) C15H14O6 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. yunnanensis, R. sacra, R. bupleuroides, R. himalensis, R. coccinea, R. alsia, R. semenovii, R. chrysanthemifolia, R. sexifolia, R. tieghemii Ou et al., 2020; Nan et al., 2018; Chi et al., 2012; Zhu et al., 2024; Guo et al., 1993; Gryszczyńska et al., 2012; Kuliev et al., 2004; Chu et al., 2014a
132 (−)-Epicatechin gallate(ECG) C22H18O10 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. yunnanensis, R. sacra, R. semenovii Ou et al., 2020; Nan et al., 2018; Zhu et al., 2024; Li et al., 2021; Gryszczyńska et al., 2012; Kuliev et al., 2004; Chu et al., 2014a
133 (+)-Gallocatechin C15H14O7 R. semenovii Kuliev et al. (2004)
134 (−)-Gallocatechin C15H14O7 R. rosea Olennikov et al. (2020)
135 (−)-Gallocatechin gallate C22H18O11 R. rosea Olennikov et al. (2020)
136 (−)-Epigallocatechin(EGC) C15H14O7 R. rosea, R. kirilowii, R. sachalinensis, R. semenovii, R. recticaulis Olennikov et al., 2019; Fan et al., 2001; Gryszczyńska et al., 2012; Kuliev et al., 2004
137 (−)-Epigallocatechin gallate(EGCG) C22H18O11 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. yunnanensis, R. sachalinensis, R. sacra, R. heterodonta, R. gelida, R. litwinowii, R. semenovii, R. recticaulis Olennikov et al., 2019; Fan et al., 1999; Li et al., 2021; Guo et al., 1993; Yang et al., 2012a; Lee et al., 2000; Gryszczyńska et al., 2012; Zhang et al., 2022; Melikuziev et al., 2013; Yousef et al., 2006
138 Procyanidin A1 C30H24O12 R. crenulata Jia et al. (2024)
139 Procyanidin B1 C30H26O12 R. crenulata Ma et al. (2022)
140 Procyanidin B2 C30H26O12 R. crenulata Jia et al. (2024)
141 Procyanidin B2 3″-O-gallate C37H30O16 R. crenulata, R. semenovii Kuliev et al., 2004; Chu et al., 2014b
142 Procyanidin B2 3,3′-di-O-gallate C44H34O20 R. kirilowii, R. semenovii Zuo et al., 2007; Kuliev et al., 2004
143 Procyanidin B3 C30H26O12 R. crenulata, R. semenovii Chen et al., 2021; Kuliev et al., 2004
144 (−)-Epicatechin-(4β→8)-(−)-epigallocatechin 3-O-gallate C37H30O17 R. semenovii Kuliev (2010)
145 3′-Galloylprodelphinidin B2 C37H30O18 R. heterodonta, R. recticaulis Olennikov et al., 2019; Grace et al., 2009
146 Rhodisin C44H34O22 R. kirilowii, R. sachalinensis, R. sacra, R. heterodonta, R. gelida, R. recticaulis Zuo et al., 2007; Olennikov et al., 2019; Grace et al., 2009; Fan et al., 2001; Fan et al., 1999
147 3-O-Galloylepigallocatechin-(4α→8)-epigallocatechin 3-O-gallate C44H34O22 R. rosea van Diermen et al. (2009)
148 Procyanidin C1 C45H38O18 R. crenulata Jia et al. (2024)
149 Rhodikhinoside C95H80O48 R. semenovii Khi et al. (1991)
150 Rhodikhim C88H66O38 R. semenovii Khi et al. (1991)
151 Proanthocyanidin CS-1 C121H118O65 R. semenovii Matamarova et al. (1998)
152 Proanthocyanidin CS-2 C113H100O62 R. semenovii Matamarova et al. (1998)
153 Proanthocyanidin CS-3 C127H128O69 R. semenovii Matamarova et al. (1999)
154 Proanthocyanidin CS-4 C136H120O70 R. semenovii Matamarova et al. (1999)
155 Rhodichimoside C112H106O64 R. semenovii Kuliev et al. (2000)
156 Rhodichin C95H80O48 R. semenovii Kuliev et al. (2000)
157 Proanthocyanidin RP-1 C125H130O69 R. pamiroalaica Ismailov et al. (1998)
158 Proanthocyanidin RP-2 C120H114O64 R. pamiroalaica Ismailov et al. (1998)
159 Proanthocyanidin RP-3 C136H120O70 R. pamiroalaica Ismailov et al. (1999)
160 Proanthocyanidin RP-4 C129H106O67 R. pamiroalaica Ismailov et al. (1999)

FIGURE 3.

Scientific illustration displaying 138 flavonoid compound structures with their corresponding molecular formulas and variable substituents, organized in rows and columns, alongside numeric labels and detailed substituent definitions listed for each compound. Scientific illustration displaying 138 flavonoid compound structures with their corresponding molecular formulas and variable substituents, organized in rows and columns, alongside numeric labels and detailed substituent definitions listed for each compound.

Structures of flavonoids.

Flavonols (1–107) dominate the flavonoid profile, featuring aglycone cores of herbacetin, gossypetin, kaempferol, and quercetin. These compounds exist mainly as glycosides substituted at the C-3, C-7, C-8, or C-4′ positions, with sugar moieties including rhamnose, glucose, glucuronic acid, arabinose, xylose, and their acetylated derivatives. Among these, herbacetin derivatives are the most representative constituents, with rhodionin and rhodiosin being the most extensively reported. Glucuronides, with herbacetin and gossypetin as their principal aglycones, show preferential accumulation in aerial parts. A structurally unique metabolite, rhodiolin, results from the condensation of dihydroconiferyl alcohol (a phenylpropanoid) with herbacetin (a flavonol) and has been consistently detected across multiple Rhodiola species.

The second predominant class is flavan-3-ols (129–137), such as (+)-catechin, (−)-epicatechin, (−)-epicatechin gallate, (−)-epigallocatechin, and (−)-epigallocatechin gallate. These compounds also serve as building blocks that polymerize via C4-C8 or C4-C6 bonds to form various oligomers and polymers, collectively known as proanthocyanidins (138–160).

Additionally, Rhodiola species contain a small number of other flavonoid subclasses, including flavones (108–120; mainly luteolin and tricin derivatives), flavanones (121–125), isoflavone (126), dihydrochalcone (127), and anthocyanidin (128).

3.4. Terpenoids

Terpenoids also play a significant role in the phytochemical profile of Rhodiola species. Up to now, approximately 60 terpenoid compounds have been isolated according to our investigations, comprising hemiterpenoids (1–5), monoterpenoids (6–51), a sesquiterpenoid (52), and triterpenoids (53–60). The details of these compounds are presented in Table 5 and Figure 4.

TABLE 5.

Terpenoids from Rhodiola species.

No. Compounds Molecular formula Source of species References
1 Crenulatin C11H20O6 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. yunnanensis, R. sacra, R. himalensis Zhu et al., 2024; Lee et al., 2016; Nakamura et al., 2008; Zhang, 2021; Yoshikawa et al., 1997
2 Taxilluside A C18H24O10 R. crenulata Liu et al. (2024a)
3 3-Methyl-but-2-en-1-yl-O-β-D-glucopyranoside C11H20O6 R. crenulata, R. rosea Lee et al., 2016; Liu et al., 2024a
4 2-Methyl butyric acid-2-O-β-D-glucopyranoside C11H20O8 R. wallichiana Chai (2015)
5 1-(2-Hydroxy-2-methylbutanoate)-β-D-glucopyranose C11H20O8 R. kirilowii Yang et al. (2011a)
6 (3E,2S)-2-Hydroxy-3,7-dimethyl-3,6-octadien-1-yl β-D-glucopyranoside C16H28O7 R. rosea Tang et al. (2023)
7 Geranyl 1-O-β-D-glucopyranoside C16H28O6 R. rosea, R. kirilowii, R. sachalinensis Nakamura et al., 2007; Huang Y. J. et al., 2008; Tang et al., 2021
8 Kenposide A C21H36O10 R. crenulata, R. rosea, R. sachalinensis, R. sacra Nakamura et al., 2007; Nakamura et al., 2008; Mudge et al., 2012; Yoshikawa et al., 1997
9 Geranyl 1-O-α-L-arabinofuranosyl(1→6)-β-D-glucopyranoside C21H36O10 R. rosea, R. sachalinensis Nakamura et al., 2007; Ali et al., 2008
10 Neryl 1-O-β-D-glucopyranoside C16H28O6 R. kirilowii Huang Y. J. et al. (2008)
11 Sacranoside B C21H36O10 R. kirilowii, R. sacra Huang Y. J. et al., 2008; Yoshikawa et al., 1997
12 Creoside V C21H38O10 R. crenulata Nakamura et al. (2008)
13 (−)-Rosiridol C10H18O2 R. rosea, R. linearifolia Kurlin and Zapesochnaya, 1986; Masi et al., 2023
14 (4S)-Rosiridin C16H28O7 R. crenulata, R. rosea, R. wallichiana, R. sachalinensis, R. tibetica, R. linearifolia, R. recticaulis Ma et al., 2008; Olennikov et al., 2019; Han et al., 2016; Liu et al., 2019; Kurlin and Zapesochnaya, 1986; Tang et al., 2023; Yoshikawa et al., 2008
15 (4R)-Rosiridin C16H28O7 R. rosea, R. sachalinensis Fan et al., 2001; Tang et al., 2023
16 Sachalinoside A C23H32O11 R. sachalinensis Fan et al. (2001)
17 (2E)-4-Methoxy-3,7-dimethyl-2,6-octadien-1-yl β-D-glucopyranoside C17H30O7 R. rosea Tang et al. (2023)
18 Rhodiosidin C25H34O8 R. rosea Masi et al. (2023)
19 Rosiridoside C C18H30O8 R. rosea, R. sachalinensis Olennikov and Chirikova, 2024; Yoshikawa et al., 2008
20 Rhodirosin N C20H32O9 R. rosea Olennikov and Chirikova (2024)
21 Rosiridoside A C15H26O6 R. sachalinensis Yoshikawa et al. (2008)
22 Rhodioloside B C22H38O12 R. rosea Ma et al., 2006; Li W. et al., 2008
23 Rhodioloside C C22H38O12 R. rosea Ma et al., 2006; Li W. et al., 2008
24 Rosiridoside B C21H36O11 R. sachalinensis Yoshikawa et al. (2008)
25 Rhodioloside F C21H36O11 R. rosea, R. sachalinensis Ali et al., 2008; Avula et al., 2009
26 Rhodioloside A C16H28O8 R. rosea Ma et al., 2006; Li W. et al., 2008
27 Sachalol C10H20O2 R. sachalinensis Li X. Z. et al. (2008)
28 Sachaloside VI C16H30O7 R. sachalinensis Li X. Z. et al. (2008)
29 Sachalinol A C10H20O3 R. rosea, R. sachalinensis Fan et al., 2001; Ali et al., 2008
30 Rhodioloside D C16H30O8 R. rosea, R. sachalinensis Avula et al., 2009; Ma et al., 2006; Li W. et al., 2008
31 Sachaloside VII C16H30O8 R. sachalinensis Li X. Z. et al. (2008)
32 (E)-3,7-Dimethyl-2-octene-1,7-diol C10H20O2 R. rosea Tang et al. (2021)
33 Rhodioloside E
/Sachaloside VIII
C21H38O11 R. crenulata, R. rosea, R. sachalinensis, R. sacra Daikonya and Kitanaka, 2011; Nakamura et al., 2008; Ma et al., 2006; Li X. Z. et al., 2008
34 Rhodioloside G C21H38O11 R. sacra Daikonya and Kitanaka (2011)
35 1,4,6,7-Tetrahydroxy-3,7-dimethyl-2-octene C10H20O4 R. rosea Ma (2006)
36 3-(5,5-Dimethyltetrahydrofuranyl)-2E-buten-1-yl β-D-glucopyranoside C16H28O7 R. rosea Tang et al. (2023)
37 Sachalinol B C10H18O3 R. sachalinensis Fan et al. (2001)
38 Sachalinol C C10H18O3 R. sachalinensis Fan et al. (2001)
39 Sachalinoside B C16H28O7 R. sachalinensis Fan et al. (2001)
40 trans-Linalool-3,6-oxide-β-D-glucopyranoside C16H28O7 R. crenulata Liu et al. (2024a)
41 (6Z)-4-(3-Hydroxybutylidene)-3,5,5-trimethyl-2-cyclohexene-1-one-O-β-D-glucopyranoside C19H30O7 R. crenulata Liu et al. (2024a)
42 Blumenyl C β-D-glucopyranoside C19H32O7 R. crenulata Liu et al. (2024a)
43 (+)-Myrtenyl β-D-glucopyranoside C16H26O6 R. rosea Tang et al. (2020)
44 (−)-Myrtenyl β-D-glucopyranoside C16H26O6 R. rosea, R. sachalinensis Nakamura et al., 2007; Tang et al., 2020
45 (+)-Myrtenyl α-L-arabinopyranosyl(1→6)-β-D-glucopyranoside C21H34O10 R. rosea Tang et al. (2020)
46 Sacranoside A C21H34O10 R. rosea, R. sachalinensis, R. sacra Nakamura et al., 2007; Yoshikawa et al., 1997; Tang et al., 2020
47 Sacranoside C C21H34O11 R. sacra Daikonya and Kitanaka (2011)
48 Sachaloside I C21H36O10 R. sachalinensis Nakamura et al. (2007)
49 Sacranoside D C21H36O11 R. sacra Daikonya and Kitanaka (2011)
50 Sachaloside II C21H34O10 R. rosea, R. sachalinensis Nakamura et al., 2007; Tang et al., 2021
51 Loganin C17H26O10 R. crenulata Liu et al. (2024a)
52 Dehydrocostus lactone C15H18O2 R. fastigiata Gou et al. (2024)
53 10α-Cucurbita-7,24-diene-3β-ol C30H50O R. fastigiata Gou et al. (2024)
54 Isomotiol C30H50O R. sachalinensis Li et al. (1998)
55 Isomotiyl acetate C32H52O2 R. henryi Lou and Zuo (1991)
56 Taraxeryl acetate C32H52O2 R. sachalinensis, R. henryi Lou and Zuo, 1991; Li et al., 1998
57 β-Amyrin acetate C32H52O2 R. fastigiata Gou et al. (2024)
58 Isomultiflorenyl acetate C32H52O2 R. henryi Lou and Zuo (1991)
59 Oleanic acid C30H48O3 R. linearifolia Kurlin and Zapesochnaya (1986)
60 Glutinone C30H48O R. pamiroalaica Liu et al. (2000)

FIGURE 4.

Sheet of sixty labeled chemical structures showing molecular formulas of diverse organic compounds, including multiple glycosides, saponins, flavonoids, and triterpenoids commonly found in plants, each numbered and annotated with substituent details where applicable.

Structures of terpenoids.

Hemiterpenoids are relatively rare in nature and often chemically unstable, particularly in their glycosylated forms. Only five hemiterpenoid glycosides have been discovered in the genus, among which crenulatin is the most representative and has been reported in multiple Rhodiola species.

Monoterpenoids and their glycosides dominate the terpenoid profile in Rhodiola species, with rosiridin being the most representative. However, the absolute configuration of rosiridin and structurally related C-4 hydroxylated geraniol derivatives has long been debated. Recent work by Tang et al. resolved this controversy through NMR-based Mosher ester analysis, confirming the enantiomeric nature of rosiridin’s aglycone moiety (Tang et al., 2023).

3.5. Phenolics and organic acids

Rhodiola species are rich sources of diverse phenolic and organic acid compounds. The dominant compounds in this class are phenolics and phenolic acids (1–83), with arbutin and gallic acid being the representative constituents. Additionally, a limited number of fatty acids (84–93) and several other organic acids (94–100) have now been isolated from Rhodiola species. The details of these compounds are presented in Table 6 and Figure 5.

TABLE 6.

Phenolics and organic acids from Rhodiola species.

No. Compounds Molecular formula Source of species References
1 Phenyl-β-D-glucopyranoside C12H16O6 R. imbricata Choudhary et al. (2015a)
2 Catechol C6H6O2 Uncertain Zhou et al. (2007)
3 Salicylic acid C7H6O3 Uncertain Zhou et al. (2007)
4 Methyl-2-O-β-D-glucopyranosylbenzoate C14H18O8 R. rosea Liu et al. (2024b)
5 Hydroquinone C6H6O2 R. crenulata, R. rosea, R. sacra, R. coccinea Fan et al., 1999; Chen, 2009; Wang H. et al., 2007; Khoruzhaya and Krasnov, 1972
6 Arbutin C12H16O7 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. sacra, R. gelida, R. coccinea, R. recticaulis Nan et al., 2018; Olennikov et al., 2019; Olennikov and Chirikova, 2024; Fan et al., 1999; Olennikov et al., 2020; Wang Y. S. et al., 2020; Hu and Wang, 2022; Khoruzhaya and Krasnov, 1972; Qi et al., 2024
7 Rhodirosin I C17H24O11 R. rosea Olennikov and Chirikova (2024)
8 Rhodirosin J C17H24O11 R. rosea Olennikov and Chirikova (2024)
9 6′-O-Galloyl arbutin C19H20O11 R. coccinea Krasnov et al. (1975)
10 p-Cresol C7H8O R. crenulata Qu et al. (2020)
11 4-Hydroxybenzaldehyde C7H6O2 R. kirilowii, R. imbricata Choudhary et al., 2015a; Yang et al., 2011a
12 Helicid C13H16O7 R. rosea Liu et al. (2024b)
13 4-Hydroxybenzoic acid C7H6O3 R. crenulata, R. rosea, R. kirilowii, R. wallichiana, R. sachalinensis, R. sacra, R. gelida Ou et al., 2020; Olennikov et al., 2019; Daikonya and Kitanaka, 2011; Yang et al., 2011a; Liu et al., 2024b; Yang et al., 2012a; Ni et al., 2013
14 Methyl 4-hydroxybenzoate C8H8O3 R. rosea Lee et al. (2016)
15 Ethylparaben C9H10O3 R. kirilowii Yang et al. (2011a)
16 4-Hydroxybenzoic acid 4-O-β-D-glucopyranoside C13H16O8 R. crenulata, R. gelida Olennikov et al., 2019; Yang et al., 2012a
17 1-O-(4-Hydroxybenzoyl)-β-D-glucopyranose C13H16O8 R. sacra Daikonya and Kitanaka (2011)
18 Creoside III C18H24O9 R. crenulata, R. rosea Lee et al., 2016; Nakamura et al., 2008
19 p-Hydroxyacetophenone C8H8O2 R. crenulata, R. kirilowii, R. gelida, R. pamiroalaica, R. imbricata, R. litwinowii Choudhary et al., 2015a; Yang et al., 2011a; Krasnov and Alekseyuk, 1979; Liu et al., 2000; Chu et al., 2014b; Krasnov et al., 1973
20 Picein C14H18O7 R. crenulata, R. rosea, R. wallichiana, R. gelida, R. pamiroalaica, R. litwinowii, R. recticaulis Chen D. J. et al., 2012; Olennikov et al., 2019; Wang et al., 2015; Tolonen et al., 2003; Liu et al., 2000; Krasnov et al., 1973
21 4-Hydroxyphenylacetic acid C8H8O3 R. rosea, R. wallichiana Wang C. H. et al., 2020; Ou et al., 2020
22 p-Hydroxyphenacyl-β-D-glucopyranoside C14H18O8 R. crenulata Chen D. J. et al. (2012)
23 Raspberry ketone glucoside C16H22O7 R. rosea Ma et al. (2012)
24 Pyrogallol C6H6O3 R. crenulata, R. wallichiana, R. linearifolia Song et al., 2018; Kurlin and Zapesochnaya, 1986; Wang and Wang, 1992
25 3-Hydroxy-2-(3-methyl-2-buten-1-yl)-benzoic acid C12H14O3 R. imbricata Choudhary et al. (2015a)
26 2-Methoxyhydroquinone C7H8O3 R. sachalinensis Ding (2019)
27 Tachioside C13H18O8 R. crenulata Yang et al. (2013)
28 2-Hydroxy-4-methylphenyl-β-D-glucopyranoside C13H18O7 R. imbricata Choudhary et al. (2015a)
29 Protocatechuic aldehyde C7H6O3 R. crenulata Chen et al. (2024)
30 Vanillin C8H8O3 R. crenulata, R. wallichiana Zhao, 2016; Sun et al., 2020
31 Paeonol C9H10O3 R. rosea, R. wallichiana Zhao, 2016; Liu et al., 2024b
32 Protocatechuic acid C7H6O4 R. crenulata, R. rosea, R. fastigiata, R. wallichiana, R. sachalinensis, R. sacra Song et al., 2018; Fan et al., 1999; Li et al., 2021; Yang et al., 2012a; Ding, 2019; Wglarz et al., 2008
33 Isovanillic acid C8H8O4 R. wallichiana Zhao et al. (2016)
34 Vanillic acid C8H8O4 R. crenulata, R. rosea, R. wallichiana, R. tangutica Nan et al., 2018; Song et al., 2018; Polumackanycz et al., 2022; Yang et al., 2012a
35 Vanillic acid 4-O-β-D-glucopyranoside C14H15O9 R. crenulata Yang et al. (2012a)
36 Orcinol C7H8O2 R. imbricata Choudhary et al. (2015a)
37 3-Methyl-5-methoxyphenol C8H10O2 R. imbricata Choudhary et al. (2015a)
38 3-Methyl-5-hydroxyphenyl-β-D-glucopyranoside C13H18O7 R. imbricata Choudhary et al. (2015a)
39 3-Methyl-5-methoxyphenyl-β-D-glucopyranoside C14H20O7 R. imbricata Choudhary et al. (2015a)
40 3,5-Dimethoxyphenyl-β-D-glucopyranoside C14H20O8 R. imbricata Choudhary et al. (2015a)
41 2-Hydroxymethyl-3-acetyl-4-methoxyphenyl-β-D-glucopyranoside C16H22O9 R. imbricata Choudhary et al., 2015a; Choudhary et al., 2015b
42 3,4,5-Trimethoxyphenyl-β-D-glucopyranoside C15H22O9 R. imbricata Choudhary et al. (2015a)
43 Gallic acid C7H6O5 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. yunnanensis, R. dumulosa, R. quadrifida, R. sacra, R. bupleuroides, R. henryi, R. himalensis, R. heterodonta, R. gelida, R. coccinea, R. alsia, R. atuntsuensis, R. linearifolia, R. purpureoviridis, R. pamiroalaica, R. imbricata, R. litwinowii, R. semenovii, R. subopposita, R. chrysanthemifolia, R. sexifolia, R. tieghemii, R. serrata, R. recticaulis Liu et al., 2013; Wang C. H. et al., 2020; Zuo et al., 2007; Ou et al., 2020; Chi et al., 2012; Olennikov et al., 2019; Chen et al., 1999; Ma et al., 1995; Rattan et al., 2020; Zhu et al., 2024; Daikonya and Kitanaka, 2011; Fan et al., 2001; Krasnov et al., 1976; Kurlin and Zapesochnaya, 1986; Yang et al., 2012a; Wang H. L. et al., 2006; Olennikov and Prokopyev, 2024; Liu et al., 2000; Rei et al., 2021; Lou and Zuo, 1990; Kuliev et al., 2004; Melikuziev et al., 2013; Chen H. J. et al., 2012; Suo et al., 2004
44 Methyl gallate C8H8O5 R. crenulata, R. rosea, R. kirilowii, R. wallichiana, R. sachalinensis Wang C. H. et al., 2020; Zhou et al., 2015; Yang et al., 2011a; Zhao et al., 2016; Ding et al., 2018
45 Ethyl gallate C9H10O5 R. crenulata, R. rosea, R. fastigiata, R. wallichiana, R. tangutica, R. sachalinensis, R. quadrifida, R. sacra, R. himalensis, R. sexifolia Ou et al., 2020; Nan et al., 2018; Qiu et al., 1991; Liu et al., 2024b; Han et al., 2016; Wang H. L. et al., 2006; Chen et al., 1991; Qiu et al., 1989; Suo et al., 2004; Li, 2015
46 Ellagic acid C14H6O8 R. crenulata Du and Xie (1994)
47 Gallic acid 4-O-β-D-glucopyranoside C13H16O10 R. sacra, R. recticaulis Olennikov et al., 2019; Fan et al., 1999
48 1-O-Galloyl-β-D-glucopyranoside C13H16O10 R. rosea Iwashina et al. (2024)
49 6-O-Galloyl-β-D-glucopyranoside C13H16O10 R. rosea Iwashina et al. (2024)
50 1,6-Di-O-galloyl-β-D-glucopyranoside C20H20O14 R. rosea Olennikov et al. (2020)
51 2,6-Di-O-galloyl-β-D-glucopyranoside C20H20O14 R. rosea Iwashina et al. (2024)
52 1,2,3-Tri-O-galloyl-β-D-glucopyranoside C27H24O18 R. rosea Iwashina et al. (2024)
53 1,2,6-Tri-O-galloyl-β-D-glucopyranoside C27H24O18 R. rosea Lee et al. (2016)
54 1,3,6-Tri-O-galloyl-β-D-glucopyranoside C27H24O18 R. crenulata, R. rosea Olennikov et al., 2020; Luo et al., 2024
55 1,2,3,4-Tetra-O-galloyl-β-D-glucopyranoside C34H28O22 R. rosea Iwashina et al. (2024)
56 1,2,3,6-Tetra-O-galloyl-β-D-glucopyranoside C34H28O22 R. crenulata, R. rosea, R. sachalinensis, R. yunnanensis Lee et al., 2016; Fan et al., 2001; Luo et al., 2024; He and Jitian, 1995
57 2,3,4,6-Tetra-O-galloyl-β-D-glucopyranoside C34H28O22 R. rosea Iwashina et al. (2024)
58 1,3-Di-p-digalloyl-2,4-digalloyl-β-D-glucopyranoside C48H36O30 R. rosea Iwashina et al. (2024)
59 1,2,3,6-Tetra-O-galloyl-4-O-(p-hydroxybenzoyl)-β-D-glucopyranoside C41H32O24 R. rosea Lee et al. (2016)
60 1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose C41H32O26 R. crenulata, R. rosea, R. sachalinensis, R. yunnanensis, R. henryi Wang C. H. et al., 2020; Fan et al., 2001; Chen et al., 2024; Lou and Zuo, 1990; He and Jitian, 1995
61 3-O-Methylgallic acid C8H8O5 R. crenulata, R. wallichiana, R. bupleuroides Zhao et al., 2016; Dong et al., 2009; Yang et al., 2012a
62 Syringic acid C9H10O5 R. rosea, R. wallichiana, R. bupleuroides Song et al., 2018; Dong et al., 2007; Wglarz et al., 2008
63 Glucosyringic acid C15H20O10 R. crenulata Yang et al. (2012a)
64 Erigeside C C15H20O10 R. bupleuroides Dong et al. (2007)
65 7-O-Syringic-β-D-sedoheptulose C16H22O11 R. wallichiana Chai (2015)
66 Creoside V C18H24O11 R. rosea Liu et al. (2024b)
67 4,6-Dihydroxy-2-O-(β-D-glucopyranosyl)acetophenone C14H18O9 R. sachalinensis Ding et al. (2018)
68 Domesticoside C15H20O9 R. tangutica Zhang et al. (2010)
69 2,4-Dihydroxy-6-methoxyphenylethanone C9H10O4 R. sachalinensis Ding et al. (2018)
70 Rodiolinozide C15H20O9 R. kirilowii Zuo et al. (2007)
71 2,6-Dimethoxy-4-hydroxyacetophenone C10H12O4 R. sachalinensis Ding et al. (2018)
72 2,6-Dimethoxyacetophenone 4-O-β-D-glucopyranoside C16H22O9 R. crenulata, R. wallichiana, R. sachalinensis, R. coccinea, R. recticaulis Olennikov et al., 2019; Chai et al., 2015; Qu et al., 2020; Ding et al., 2018; Zong et al., 1991
73 Mallonanoside A C14H18O10 R. rosea Liu et al. (2024b)
74 Polydatin C20H22O8 R. rosea Liu et al. (2024b)
75 (E)-2,3,5,4′-Tetra-hydroxy-stilbene-2-O-β-D-glucopyranoside C20H22O9 R. rosea Liu et al. (2024b)
76 Oxyresveratrol C14H12O4 R. rosea Liu et al. (2024b)
77 2-(3,4-Dihydroxyphenyl)-1,3-benzodioxole-5-carboxaldehyde C14H10O5 R. rosea Liu et al. (2024b)
78 α-Tocopherol C29H50O2 R. rosea, R. imbricata Zhang et al., 2022; Tayade et al., 2013
79 α-Tocotrienol C29H44O2 R. rosea Zhang et al. (2022)
80 β-Tocotrienol C28H42O2 R. rosea Zhang et al. (2022)
81 γ-Tocopherol C28H48O2 R. rosea Zhang et al. (2022)
82 γ-Tocotrienol C28H42O2 R. rosea Zhang et al. (2022)
83 δ-Tocotrienol C27H40O2 R. rosea Zhang et al. (2022)
84 Stearic acid C18H36O2 R. crenulata Li et al. (2012)
85 Linoleic acid C18H32O2 R. rosea Michels et al. (2020)
86 Mollisinol C C18H34O4 R. rosea Liu et al. (2024b)
87 Cerotic acid C26H52O2 R. crenulata, R. yunnanensis, R. purpureoviridis, R. pamiroalaica Ma et al., 1995; Li et al., 2012; Guo et al., 1993; Liu et al., 2000
88 Hexacosanyl cerotate C52H104O2 R. yunnanensis Guo et al. (1993)
89 Octacosyl cerotate C54H108O2 R. henryi Lou and Zuo (1991)
90 Glycerin-1-cerotyl-2-linoleate C47H88O5 R. henryi Lou and Zuo (1991)
91 Octacosanoic acid C28H56O2 R. crenulata Zhao (2015)
92 Dotriacontanoic acid C32H64O2 R. rosea Liu et al. (2024b)
93 Hexatriacontanoic acid C36H72O2 R. henryi Lou and Zuo (1991)
94 2-Furoic acid C5H4O3 R. wallichiana Zhao (2016)
95 Ethyl benzoate C9H10O2 R. crenulata Zhao (2015)
96 Dibutyl phthalate C16H22O4 R. rosea, R. sachalinensis Ma, 2006; Ding et al., 2018
97 Fastigitin A C13H24O8 R. fastigiata Yang et al. (2002)
98 Succinic acid C4H6O4 R. henryi Lou and Zuo (1990)
99 Suberic acid C8H14O4 R. sacra Fan et al. (1999)
100 Citric acid C6H8O7 R. crenulata, R. kirilowii, R. fastigiata, R. wallichiana, R. yunnanensis, R. sacra, R. himalensis, R. tieghemii Ma et al., 2022; Zhu et al., 2024

FIGURE 5.

Illustration displaying one hundred numbered chemical structures of various organic compounds, including aromatic rings, glycosides, polyphenols, lipids, esters, and related substituent tables, arranged in rows for comparison and reference purposes.

Structures of phenolics and organic acids.

3.6. Cyanogenic glycosides

Cyanogenic glycosides, defined by their -CN functional group that enables toxic HCN release upon enzymatic or acid hydrolysis, represent a chemically distinct class of secondary metabolites in Rhodiola species. This review systematically documents 15 such compounds from phytochemical investigations of the genus. Lotaustralin exemplifies the prototypical member of this class. The details of these compounds are presented in Table 7 and Figure 6.

TABLE 7.

Cyanogenic glycosides from Rhodiola species.

No. Compounds Molecular formula Source of species References
1 (R)-Lotaustralin C11H19NO6 R. rosea, R. kirilowii, R. wallichiana, R. tangutica, R. sachalinensis, R. quadrifida, R. sacra, R. heterodonta, R. gelida, R. coccinea, R. linearifolia, R. pamiroalaica, R. litwinowii, R. semenovii, R. subopposita, R. junggarica, R. recticaulis Wang and Ruan, 2005; Olennikov et al., 2019; Kang et al., 1998; Zhang et al., 2010; Nakamura et al., 2007; Zhao et al., 2016; Masi et al., 2023; Yousef et al., 2006; Yoshikawa et al., 1997; Wiedenfeld et al., 2007b
2 Epilotaustralin C11H19NO6 R. sachalinensis Hou et al. (2009)
3 Heterodendrin C11H19NO6 R. sachalinensis, R. sacra, R. henryi Nakamura et al., 2007; Lou and Zuo, 1990; Yoshikawa et al., 1997
4 Sachaloside V C11H19NO7 R. sachalinensis Nakamura et al. (2007)
5 Rhodiocyanoside A C11H17NO6 R. crenulata, R. rosea, R. kirilowii, R. wallichiana, R. sachalinensis, R. quadrifida, R. sacra, R. heterodonta, R. gelida, R. semenovii, R. recticaulis Olennikov et al., 2019; Nakamura et al., 2007; Wang et al., 2015; Yang et al., 2012a; Yoshikawa et al., 1996; Masi et al., 2023; Yousef et al., 2006; Yoshikawa et al., 1997; Wiedenfeld et al., 2007b
6 Rhodiocyanoside F C16H25NO10 R. sacra Daikonya and Kitanaka (2011)
7 Rhodiocyanoside D C11H17NO6 R. crenulata, R. sacra Yang et al., 2013; Yoshikawa et al., 1997
8 Sarmentosin C11H17NO7 R. crenulata, R. sachalinensis, R. sacra, R. gelida, R. recticaulis Olennikov et al., 2019; Fan et al., 1999; Yang et al., 2012a; Hou et al., 2009
9 4-(β-D-glucopyranosyloxy)-3-hydroxy-2-(hydroxymethyl)-butanenitrile C11H19NO8 R. kirilowii Yang et al. (2011b)
10 Rhobupcyanoside A C20H25NO11 R. wallichiana, R. bupleuroides Chai et al., 2015; Dong et al., 2009
11 Rhodiocyanoside B C18H21NO11 R. quadrifida, R. sacra Daikonya and Kitanaka, 2011; Yoshikawa et al., 1996
12 trans-Rhobupcyanoside A C20H25NO11 R. wallichiana Chai (2015)
13 Rhobupcyanoside B C11H15NO6 R. bupleuroides Wang H. et al. (2016)
14 Crenulatanoside A C15H19NO7 R. crenulata Yang et al. (2012a)
15 Methyl (E)-2-cyano-3-(3,4-dimethoxyphenyl)prop-2-enoate C13H13NO4 R. crenulata Cao and Zhang (2022)

FIGURE 6.

Chemical structure diagram showing fifteen distinct cyanogenic glycosides, each labeled with a number. Compounds include various hexose sugars linked to nitrile-containing side chains, with some featuring aromatic rings and structural variations noted in the figure legend.

Structures of cyanogenic glycosides.

3.7. Steroids

Steroid diversity in the genus Rhodiola is limited, with only 14 compounds isolated so far. β-Sitosterol and daucosterol are the most representative, having been identified in over 10 Rhodiola species. The details of these compounds are presented in Table 8 and Figure 7.

TABLE 8.

Steroids from Rhodiola species.

No. Compounds Molecular formula Source of species References
1 β-Sitosterol C29H50O R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. sachalinensis, R. yunnanensis, R. dumulosa, R. sacra, R. bupleuroides, R. henryi, R. himalensis, R. atuntsuensis, R. linearifolia, R. purpureoviridis, R. pamiroalaica Yang et al., 2002; Qiu et al., 1991; Chen et al., 1999; Ma et al., 1995; Lee et al., 2016; Huang Y. J. et al., 2008; Li et al., 2012; Guo et al., 1993; Lou and Zuo, 1991; Kurlin and Zapesochnaya, 1986; Luo et al., 2005; Zhang, 2021; Liu et al., 2000; Dong et al., 2007; Qiu et al., 1989; Li et al., 1993
2 Daucosterol C35H60O6 R. crenulata, R. rosea, R. kirilowii, R. fastigiata, R. wallichiana, R. sachalinensis, R. yunnanensis, R. dumulosa, R. sacra, R. henryi, R. himalensis, R. linearifolia, R. purpureoviridis Yang et al., 2002; Qiu et al., 1991; Ma et al., 1995; Song et al., 2003; Qu et al., 2020; Michels et al., 2020; Guo et al., 1993; Kurlin and Zapesochnaya, 1986; Zhang, 2021; Wang J. X. et al., 2006; Lou and Zuo, 1990; Qiu et al., 1989; Peng et al., 1994
3 β-Sitosterol 3-O-β-D-galactopyranoside C35H60O6 R. fastigiata Chen et al. (1991)
4 Schleicheol 1 C30H52O2 R. fastigiata Gou et al. (2024)
5 Stigmasterol C29H48O R. kirilowii Yang et al. (2011a)
6 Stigmast-4,6,8(14),22-tetraen-3-one C29H42O R. fastigiata Gou et al. (2024)
7 β-Sitostenone C29H48O R. rosea, R. fastigiata, R. wallichiana Zhao, 2016; Michels et al., 2020; Gou et al., 2024
8 6α-Hydroxystigmast-4-en-3-one C29H48O2 R. fastigiata Gou et al. (2024)
9 6β-Hydroxystigmast-4-en-3-one C29H48O2 R. fastigiata Gou et al. (2024)
10 3β-Hydroxyporiferast-5-en-7-one C29H48O2 R. fastigiata Gou et al. (2024)
11 Stigmastan-3-one C29H50O R. fastigiata Gou et al. (2024)
12 Stigmastane-3,6-diol C29H52O2 R. fastigiata Gou et al. (2024)
13 Stigmastane-3,6-dione C29H48O2 R. wallichiana Zhao (2016)
14 Ergosterol endoperoxide C28H44O3 R. fastigiata Gou et al. (2024)

FIGURE 7.

Chemical structure diagram showing fourteen steroidal compounds, each numbered and arranged in three rows, with substituent definitions for compounds 1 to 3 and 7 to 8. Complex ring systems and various hydroxy, keto, and glycoside groups are depicted for structural comparison.

Structures of steroids.

3.8. Other compounds

Beyond the aforementioned major phytochemical classes, Rhodiola species also produce alkanols, olefinic alcohols, alkanes, anthraquinones, and several other unclassified metabolites, further contributing to their chemical diversity. The details of these compounds are presented in Table 9 and Figure 8.

TABLE 9.

Other compounds from Rhodiola species.

No. Compounds Molecular formula Source of species References
1 Glycerin C3H8O3 R. wallichiana Chai (2015)
2 sec-Butyl-O-β-D-glucopyranoside C10H20O6 R. wallichiana Zhao et al. (2016)
3 3-Methyl-1-butanol β-D-glucopyranoside C11H22O6 R. rosea Ma (2006)
4 (R,Z)-2-Methyl-2-hepten-1,6-diol C8H16O2 R. rosea Lee et al. (2016)
5 Creoside II C14H26O7 R. crenulata Nakamura et al. (2008)
6 (Z)-2-Methyl-6-oxo-2-hepten-1-ol C8H14O2 R. rosea Lee et al. (2016)
7 (Z)-Creoside I C14H24O7 R. crenulata, R. rosea Lee et al., 2016; Nakamura et al., 2008
8 (E)-2-Methyl-6-oxo-2-hepten-1-ol C8H14O2 R. rosea Kim et al. (2017)
9 (E)-Creoside I C14H24O7 R. rosea Lee et al. (2016)
10 (E)-2-Methyl-6,6-dimethoxy-2-hepten-1-ol C10H20O3 R. rosea Kim et al. (2017)
11 1-Octen-3-ol 3-O-β-D-glucopyranoside C14H26O6 R. fastigiata Yang et al. (2002)
12 Hexyl β-D-glucopyranoside C12H24O6 R. crenulata, R. rosea, R. kirilowii, R. quadrifida Nakamura et al., 2008; Liu et al., 2024b; Huang Y. J. et al., 2008; Yoshikawa et al., 1996
13 Creoside IV C17H32O10 R. crenulata, R. rosea Nakamura et al., 2008; Liu et al., 2024b
14 Octyl β-D-glucopyranoside C14H28O6 R. sachalinensis Nakamura et al. (2007)
15 8-Hydroxyoctyl-β-D-glucopyranoside C14H28O7 R. rosea Liu et al. (2024b)
16 1-Octyl-α-D-arabinofuranosyl(1→6)-β-D-glucopyranoside C19H36O10 R. sachalinensis Nakamura et al. (2007)
17 Rhodiooctanoside C19H36O10 R. crenulata, R. kirilowii, R. quadrifida, R. sacra Nakamura et al., 2008; Huang Y. J. et al., 2008; Yoshikawa et al., 1996; Yoshikawa et al., 1997
18 n-Undecane C11H24 R. sachalinensis Ding et al. (2018)
19 n-Nonadecane C19H40 R. crenulata Li et al. (2012)
20 1-Nonadecanol C19H40O R. purpureoviridis Ma et al. (1995)
21 n-Docosane C22H46 R. pamiroalaica Liu et al. (2000)
22 1-Docosanol C22H46O R. fastigiata, R. purpureoviridis Ma et al., 1995; Gou et al., 2024
23 1-Tetracosanol C24H50O R. fastigiata, R. wallichiana Zhang, 2021; Gou et al., 2024
24 1-Hexacosanol C26H54O R. crenulata, R. yunnanensis Li et al., 2012; Guo et al., 1993
25 1-Heptacosanol C27H56O R. wallichiana, R. purpureoviridis Ma et al., 1995; Zhang, 2021
26 Octacosyl acetate C30H60O2 R. yunnanensis Guo et al. (1993)
27 n-Pentatriacontane C35H72 R. sachalinensis Ding et al. (2018)
28 n-Heptatriacontane C37H76 R. henryi Lou and Zuo (1991)
29 Algidin C13H22O8 R. tangutica Pangarova et al. (1975)
30 5-Hydroxymethylfurfural C6H6O3 R. wallichiana Ou et al. (2020)
31 Cuminyl β-D-glucopyranoside C16H24O6 R. rosea Tang et al. (2020)
32 Cuminyl α-L-arabinopyranosyl(1→6)-β-D-glucopyranoside C21H32O10 R. rosea Tang et al. (2020)
33 Cuminyl α-L-arabinofuranosyl(1→6)-β-D-glucopyranoside C21H32O10 R. rosea Tang et al. (2020)
34 Crenulatanoside B C24H38O12 R. crenulata Yang et al. (2012b)
35 β-Carotene C40H56 R. rosea Zhang et al. (2022)
36 Lutein C40H56O2 R. rosea Zhang et al. (2022)
37 5,7-Dihydroxychromone C9H6O4 R. wallichiana Zhao (2016)
38 Emodin C15H10O5 R. sachalinensis Ding et al. (2018)
39 Chrysophanol C15H10O4 R. yunnanensis Guo et al. (1993)
40 Chrysophanol 8-O-β-D-glucopyranoside C21H20O9 R. crenulata, R. dumulosa Wang J. X. et al., 2006; Sun et al., 2020
41 D-Pantothenic acid C9H17NO5 R. imbricata Tayade et al. (2013)
42 2(3H)-Benzothiazolethione C7H5NS2 R. sachalinensis Han et al. (2011)
43 Nicotinic acid C6H5NO2 R. imbricata Tayade et al. (2013)
44 Nicotinamide C6H6N2O R. imbricata Tayade et al. (2013)
45 Pyridoxine C8H11NO3 R. imbricata Tayade et al. (2013)
46 Uridine C9H12O6N2 R. crenulata Qu et al. (2020)
47 Xylogranatinin C9H8N2O3 R. crenulata Liu et al. (2024a)
48 Sudan III C22H16N4O R. sachalinensis Ding et al. (2018)
49 Thiamine C12H17N4OS+ R. imbricata Tayade et al. (2013)
50 Adenosine C10H13N5O4 R. crenulata Ren et al. (2021)
51 Riboflavin C17H20N4O6 R. imbricata Tayade et al. (2013)

FIGURE 8.

Sheet of fifty-one numbered chemical structures and formulas, including various saccharides, lipids, aromatic compounds, and heterocycles, with structural variations indicated by R groups and annotations for specific molecular substitutions.

Structures of other compounds.

In summary, as the first step toward discovering chemical markers for Rhodiola species identification, this comprehensive phytochemical review clarifies the current research progress on the chemical constituents in the genus Rhodiola. It reveals an exceptionally rich and diverse chemical profile, with over 500 compounds isolated and identified from the genus into eight structural classes. The remarkable chemical diversity poses one of the notable challenges for marker discovery, as the complex matrix—especially a large number of compounds with similar structures or polarities—increases the technical difficulty of achieving effective chromatographic separation of potential marker compounds.

Critically, the compiled data provides a clear baseline for the preliminary qualitative understanding of the phytochemical composition across different Rhodiola species. On the one hand, the compiled data, as summarized in Tables 2–9, underscore the fundamental fact that the vast majority of identified constituents are not exclusive to a single species but shared across multiple ones, reflecting the chemical similarities among closely related species. This constitutes another notable challenge for marker discovery, substantially reducing the likelihood of identifying strictly species-specific compounds. On the other hand, the compiled data reveal clear interspecific chemical differences at the qualitative level, laying an initial foundation for Rhodiola species identification based on chemical constituents. Specifically, while most constituents are shared across multiple species, their distribution ranges within the genus Rhodiola vary greatly. The interspecific differences therefore lie primarily in the distinct combinations of shared compounds among different species. It should be noted that although a small subset of compounds have so far been isolated or detected only in individual species, they may not necessarily serve as valid species-specific markers for Rhodiola species identification, given that their strict interspecific exclusivity remains unverified and their practical applicability in routine detection requires further confirmation.

Meanwhile, the comprehensive compound inventory presented in this review—encompassing chemical names, molecular formulas, chemical structures, and botanical sources of all documented compounds—constitutes an essential chemical constituent database for Rhodiola species. As a valuable supplementary outcome of this review, the database serves as a key reference for qualitative chemical analysis of various Rhodiola species. It will provide standardized information to support compound identification and facilitate the systematic screening of chemical markers for distinguishing different Rhodiola species in future research.

4. Discussion

Chemical constituent-based species identification is a crucial yet technically challenging aspect of Chinese herbal medicine identification, especially when authenticating the botanical sources of raw materials used in herbal preparations. The species identification issues associated with Rhodiola stand as a prototypical example in this field. Despite inherent difficulties, seeking potential chemical markers for Rhodiola species remains imperative to address the practical need for authenticating raw materials in Rhodiola preparations, thereby strengthening market supervision and mitigating adulteration risks. Building upon the above review of chemical constituents in the genus Rhodiola, the following discussion further puts forward new insights and strategies that offer concrete research direction to tackle current challenges.

4.1. Limitations of species-specific compounds for Rhodiola species identification

The conventional approach to chemical constituent-based species identification prioritizes seeking species-specific compounds as ideal markers. However, while interspecific differences in chemical profiles do exist (Ma et al., 2021), two fundamental obstacles inherently hinder the discovery of such compounds as reliable chemical markers: (1) pronounced interspecific phytochemical similarities (Li et al., 2019) stemming from close phylogenetic relationships, which make truly species-specific compounds exceedingly rare and greatly reduce the likelihood of finding them; and (2) considerable intraspecific phytochemical variability (Liu et al., 2013) induced by extrinsic factors (e.g., geographic origin, plant age, harvest time, and storage conditions), which means that even a putatively specific compound may be present at low abundance or be absent in some individuals of the species, thus failing to serve as a stable identification marker.

Our review in this paper fully reflects the interspecific similarities mentioned above, demonstrating that most identified compounds are shared across multiple Rhodiola species. While interspecific differences are also clearly illustrated in the review—particularly evidenced by certain compounds reported so far in only a single species—none of these have been formally designated as identification markers for their respective species in published literature. This situation is likely attributed to two primary reasons: first, the species specificity and intraspecific stability of these compounds remain unvalidated; second, they may fail to meet key requirements for routine analysis, including (1) effective chromatographic resolution from compounds with similar polarity or structure, (2) commercial availability of reference standards, and (3) sufficient natural abundance to ensure reliable detection—even after extraction or processing. Consequently, it should be recognised that relying solely on the presence/absence of species-specific compounds for Rhodiola species identification poses considerable practical challenges.

4.2. Content levels/ratios as potential markers for Rhodiola species identification

Traditionally, chemical constituents shared among multiple Rhodiola species (e.g., salidroside, tyrosol, rhodionin, and gallic acid) have been excluded as diagnostic markers for species identification. Although these constituents are universally recognized as bioactive compounds (Ji et al., 2025; Wang et al., 2026; Choe et al., 2012), their ubiquitous distribution across nearly all chemically investigated Rhodiola species (Zhu et al., 2024; Li and Zhang, 2008) limits their utility for species identification in most studies. Instead, their contents are routinely recommended for quality control purposes.

However, a critical oversight persists that the reported significant chemical differences between closely related species in most studies are primarily derived from quantitative comparison of shared phytochemicals rather than qualitative presence/absence (Ma et al., 2021; Liu et al., 2013). In other words, these shared compounds exist across multiple species but exhibit highly variable content levels among different ones. This suggests that we should move beyond the prevailing paradigm of solely pursuing species-specific compounds and strategically incorporate quantitative data into species identification frameworks.

In fact, quantitative approaches have already demonstrated promise in Rhodiola species identification. Cinnamic alcohol derivatives (rosavin, rosarin, and rosin, collectively termed “rosavins”) were originally claimed to be unique to R. rosea in a few earlier papers. However, with continuous advances in analytical techniques and expanded sampling/species coverage, evidence from subsequent studies has revealed their presence in some congeneric species (e.g., R. crenulata, R. kirilowii, and R. sachalinensis, as reviewed above), albeit at markedly lower concentrations (Shao et al., 2004; Ma et al., 2008). Thus, the diagnostic value of rosavins for R. rosea lies not in exclusivity but in their substantially higher content relative to other Rhodiola species—a more accurate way to distinguish R. rosea than relying on claimed absolute specificity. As noted in the Introduction, this quantitative principle (i.e., quantifying rosavins content) is already utilized to detect adulteration in R. rosea preparations (Booker et al., 2016b; Ma et al., 2011). Although current applications of the content are limited to distinguishing R. rosea from other related species, this case clearly illustrates the potential of content levels in Rhodiola species identification.

Furthermore, content ratios serve as a crucial complementary dimension to absolute content data, meriting focused attention in Rhodiola species identification. For a given species, phytochemical contents frequently vary significantly due to factors such as geographic origin, plant age, and harvest time, sometimes resulting in intraspecific variation surpassing interspecific differences. In contrast, the content ratios between certain compounds may remain relatively stable to a large extent, thereby offering enhanced diagnostic reliability for particular species. As early as 2013, Wieland Peschel put forward the preliminary idea of utilizing content ratios for R. rosea authentication (Peschel et al., 2013). Although this promising idea remains unexplored and unvalidated in any Rhodiola species to date, to the best of our knowledge, filling this gap through systematic investigation and application of these relatively stable ratios may provide a potential solution to the current limitations of chemical constituent-based Rhodiola species identification.

4.3. Enhancing the feasibility of Rhodiola species identification with a hierarchical “chemical characteristics + classification tree” framework

In the previous section, we proposed an upgraded strategy for identifying Rhodiola species based on chemical constituents. This approach shifts the research focus of chemical markers from only species-specific compounds to broader chemical characteristics. In this context, this term differs from “features” commonly used in chemometrics, where the latter generally refers to raw or processed analytical data (e.g., peak areas, mass spectrometry fragments). For this work, chemical characteristics are herein defined as encompassing species-specific compounds, content levels, and content ratios. By broadening the research scope of chemical markers, this strategy no longer relies solely on the presence or absence of species-specific compounds for species identification, thereby substantially increasing the probability of discovering valid chemical markers.

Nevertheless, deciphering a single, definitive chemical characteristic unique to each Rhodiola species may still be challenging, since, as concluded from our review, the interspecific chemical differences in this genus are mainly manifested as distinct combinations of shared compounds. Given this distribution pattern of chemical constituents among Rhodiola species, we propose adopting a hierarchical framework that integrates chemical characteristics within a classification tree for stepwise identification. It first uses highly discriminative chemical characteristics for broad categorization, then applies secondary characteristics to further subdivide each category, and continues until the target species are unambiguously identified.

Building upon the expanded scope of chemical markers outlined above, our proposed framework further overcomes the inherent limitation of the conventional identification paradigm—seeking single species-specific markers for direct one-step species identification. By contrast, this framework employs a multi-step discrimination mode to progressively narrow down the identification scope. Such a design is better aligned with the actual interspecific chemical distribution patterns observed in the genus Rhodiola. As a result, the hierarchical “chemical characteristics + classification tree” framework reduces the analytical complexity of deciphering intricate chemical profiles, which in turn enhances the feasibility of chemical constituent-based Rhodiola species identification.

4.4. An integrated future research plan for Rhodiola species identification

To tackle the challenge of identifying Rhodiola species via their chemical constituents, the previous section analyzed the limitations of relying solely on species-specific compounds, argued for the potential of using content levels/ratios as complementary markers, and innovatively proposed a hierarchical “chemical characteristics + classification tree” framework to enhance the feasibility of species identification. Despite their great potential, these insights and strategies remain largely theoretical at present and necessitate validation through extensive, systematic data.

There is rich literature on the isolation, identification, and quantification of chemical constituents in Rhodiola species, yet the available studies are highly fragmented: different research groups concentrate on distinct Rhodiola species, target varying sets of chemical constituents, and employ inconsistent technical parameters (Polumackanycz et al., 2022; Zhu et al., 2024). Consequently, the existing data are scattered and incomplete, failing to support cross-species verifications of species-specific compounds or meaningful comparisons of content levels/ratios. This makes it difficult to integrate them into a coherent dataset suitable for in-depth analysis of the chemical characteristics of various Rhodiola species. In other words, achieving the goal of Rhodiola species identification based on chemical constituents necessitates systematic and comprehensive research efforts. Herein, we briefly outline our corresponding research plan for Rhodiola species identification.

  • Step 1: review of chemical constituents

This paper has already completed the first and fundamental step in our research plan. It systematically compiles the currently reported chemical constituents from various members of this genus to provide a macroscopic overview of current research progress on Rhodiola phytochemistry. The results preliminarily reveal a remarkable chemical diversity in Rhodiola species, along with both interspecific chemical similarities and differences from a qualitative perspective. Furthermore, the consolidated phytochemical data herein can serve as a foundational database, which will offer a “targeted screening list” for subsequent qualitative identification of chemical constituents in different Rhodiola species via UPLC-MS. This will help circumvent the inaccuracy associated with “blind detection” in compound identification. Thus, this review creates a necessary prerequisite for the subsequent experimental phases of our research project on chemical constituent-based Rhodiola species identification.

  • Step 2: targeted sample collection

A systematic investigation of Rhodiola species currently used clinically and available commercially should be conducted to determine the target species for the present study. For each selected species, a sufficient number of samples must be collected, with full consideration given to key influencing factors such as origin, plant age, and harvest time to ensure both representativeness and comprehensiveness of the samples. This step is directly relevant to the credibility and persuasiveness of the final analytical results and conclusions.

  • Step 3: UPLC-MS-based qualitative profiling

Systematic qualitative analysis of chemical constituents in the target Rhodiola species will be performed using ultra-high performance liquid chromatography-mass spectrometry (UPLC-MS). This analysis will utilize the chemical database established in this paper as a reference framework, and further match compounds with reference standards based on characteristic fragment ions and retention times for precise identification. Given that this step aims to comprehensively identify chemical constituents to the greatest extent (to ensure broader coverage of compounds for quantitative analysis in the next step), two critical aspects must be emphasized during the experiment: (1) screening suitable extraction conditions to simultaneously extract multi-class compounds, including phenylalkanoid derivatives, phenylpropanoids, flavonoids, terpenoids, and other classes; (2) optimizing chromatographic conditions (e.g., mobile phase composition, column temperature, gradient elution program) to maximize chromatographic resolution, enabling efficient separation and detection of a larger number of compounds.

  • Step 4: UPLC-based quantitative analysis

For all compounds from different Rhodiola species that have been unambiguously identified through reference standard matching and exhibit satisfactory chromatographic separation, precise quantification will be performed using ultra-performance liquid chromatography (UPLC). This step is designed to maximize the acquisition of accurate quantitative data, providing a robust analytical foundation for subsequent in-depth exploration of Rhodiola’s chemical characteristics.

  • Step 5: multivariate data analysis for marker discovery

Based on the qualitative and quantitative analysis in the previous steps, the data representing three types of chemical information can be obtained: (1) the presence and absence of compounds across samples (reflected by non-zero/zero content values), (2) the content values of individual compounds, and (3) pairwise ratios between the quantified compound contents. Although these three types of data correspond to distinct chemical dimensions, they are all expressed as numerical variables and can therefore be integrated into a single unified dataset to serve as the foundation for subsequent multivariate analysis.

In terms of the analytical strategy for chemical marker discovery, we plan to adopt a stepwise screening workflow. This process begins with the screening of variables with high discriminatory power for species classification (e.g., principal component analysis to achieve data dimensionality reduction or to reveal the basis for natural clustering of different species) (Anowar et al., 2021). From these pre-screened variables, those that function as branching nodes of the classification tree are subsequently identified (e.g., decision tree algorithm to pinpoint the key nodes) (Tang et al., 2025). Finally, based on the actual measured values of these variables, the specific threshold values or value ranges for each branching node to distinguish different species can be further defined. Following this multivariate analytical pipeline, systematic mining and screening of chemical characteristics will be accomplished to establish a hierarchical “chemical characteristics + classification tree” framework. Within this framework, the stepwise differentiation of Rhodiola species is guided by three types of chemical characteristics: (1) species-specific compounds, (2) content levels, and (3) content ratios.

By implementing this systematic research plan, we aim to ultimately develop a reliable, practical chemical identification method for Rhodiola species. This method will provide the critical technical support needed to fundamentally solve the problem of raw material authentication in Rhodiola preparations, helping to combat adulteration, strengthen market supervision and ensure quality for Rhodiola products.

5. Conclusion

Given the frequent and potential adulteration in commercial Rhodiola preparations, developing an effective method to authenticate the species of raw materials is imperative for strengthening market supervision and ensuring product quality. As key identifying characteristics (morphological, microscopic, and genetic) are often degraded or destroyed during processing, a chemical constituent-based approach emerges as the most promising and valuable research avenue, with the core challenge and breakthrough point lying in the discovery of reliable chemical markers for Rhodiola species identification. This paper serves as the critical first step in addressing this challenge by comprehensively reviewing the current knowledge about chemical constituents of the genus Rhodiola. From a qualitative perspective, the review clarifies both the inherent difficulties and the potential feasibility of discovering such chemical markers: while the remarkable chemical diversity (as evidenced by over 500 compounds classified into eight major groups) and the pronounced interspecific similarities (most compounds are shared across multiple species) collectively complicate marker discovery, the observed interspecific differences (manifested as distinct combinatorial patterns of shared constituents and compounds currently known from single species) provide a promising foundation for developing a chemical constituent-based Rhodiola species identification method. Meanwhile, this comprehensive review also results in a chemical database, offering a “targeted screening list” for compound identification across various Rhodiola species during our subsequent research phases of marker discovery. In addition, we propose innovative strategies to enhance the feasibility of chemical constituent-based Rhodiola species identification: (1) shifting the research focus of chemical markers from solely pursuing species-specific compounds to exploring broader chemical characteristics (encompassing species-specific compounds, content levels, and content ratios); and (2) adopting a hierarchical “chemical characteristics + classification tree” framework for stepwise identification. Finally, we outline a systematic research plan to translate these theoretical strategies into practice, including the completed foundational review of chemical constituents, systematic sampling, UPLC-MS/UPLC-based chemical profiling, and advanced data analysis.

In summary, this paper provides both a comprehensive review of chemical constituents for Rhodiola species and a resulting compound database, which together lay a solid chemical foundation for the marker discovery research outlined in this work. The proposed insights, strategies and corresponding research plan collectively reflect a paradigm shift from seeking “single-point breakthroughs” toward implementing an “integrated, hierarchical framework,” offering a novel pathway to address the long-standing challenge of distinguishing closely related species based on chemical constituents. As a vital supplement to existing methodologies for Rhodiola species identification, such a method is particularly poised to resolve the difficulty of authenticating raw materials in processed preparations. It is anticipated that the subsequent research built upon this paper will play a pivotal role in combating market adulteration, strengthening market supervision, and ultimately safeguarding the quality of Rhodiola products.

Funding Statement

The author(s) declared that financial support was received for this work and/or its publication. This research was funded by the National Natural Science Foundation of China (No. 82274058) and Scientific and Technological Innovation Project of China Academy of Chinese Medical Sciences (Nos. CI2023C005YG, CI2024E003).

Footnotes

Edited by: Linchun Shi, Chinese Academy of Medical Sciences and Peking Union Medical College, China

Reviewed by: Xian-Hua Meng, Qinghai Nationalities University, China

Weiwei Liu, Chinese Academy of Sciences (CAS), China

Author contributions

JL: Data curation, Investigation, Writing – review and editing, Visualization, Formal Analysis, Writing – original draft. XS: Project administration, Supervision, Writing – review and editing. GL: Conceptualization, Writing – review and editing, Methodology, Funding acquisition.

Conflict of interest

The author(s) declared that this work was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest.

Generative AI statement

The author(s) declared that generative AI was not used in the creation of this manuscript.

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