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. 2019 Feb 2;8(2):53. doi: 10.3390/foods8020053

Variations in the Volatile Compositions of Curcuma Species

Noura S Dosoky 1, Prabodh Satyal 2, William N Setzer 1,2,*
PMCID: PMC6406329  PMID: 30717336

Abstract

Curcuma species have been cultivated in tropical and subtropical regions in Asia, Australia, and South America for culinary as well as medicinal applications. The biological activities of Curcuma have been attributed to the non-volatile curcuminoids as well as to volatile terpenoids. Curcuma essential oils have demonstrated a wide variety of pharmacological properties. The objective of this work was to examine the variation in the compositions of Curcuma rhizome essential oils. In this work, the volatile oils from C. longa and C. zedoaria were obtained and analyzed by gas chromatography-mass spectrometry. The chemical compositions of C. longa and C. zedoaria essential oils, including those reported in the literature, were analyzed by hierarchical cluster analysis. In addition, cluster analyses of the chemical compositions of C. aromatica and C. aeruginosa from the literature were also carried out. Curcuma longa volatiles were dominated by α-turmerone, curlone, ar-turmerone, β-sesquiphellandrene, α-zingiberene, germacrone, terpinolene, ar-curcumene, and α-phellandrene and showed four distinct chemical clusters. C. zedoaria rhizome oil contained 1,8-cineole, curzerenone/epi-curzerenone, α-copaene, camphor, β-caryophyllene, elemol, germacrone, curzerene, and β-elemene and showed two different chemical types. C. aromatica had three clearly defined clusters, and C. aeruginosa had three types.

Keywords: Curcuma aeruginosa, Curcuma longa, Curcuma zedoaria, Curcuma aromatica, rhizome essential oils

1. Introduction

The genus Curcuma L. (Zingiberaceae) consists of about 93–100 species of perennial rhizomatous herbs that originated in tropical and subtropical regions of Asia, Australia, and South America [1]. Many of these species are extensively grown on a very large scale in India, Pakistan, Indonesia, Malaysia, Bangladesh, Nepal, and Thailand [2]. Curcuma species are greatly valued for their medicinal properties. For hundreds of years, members of Curcuma have been used in traditional medicine for treating respiratory complaints, pain, digestive disorders, inflammatory conditions, wounds, hypercholesterolemia, hypertension, hematologic and circulation abnormalities, infectious diseases, and cancer prevention, among others [3,4,5]. They are also important sources of flavoring and coloring agents, cosmetics, perfumes, and ornamental plants [5,6]. Curcuma species possess a variety of pharmacological activities including anti-inflammatory, antiproliferative, anticancer, hypoglycemic, anti-hyperlipidemic, antiatherosclerotic, neuroprotective, hepatoprotective, anti-diarrheal, carminative, diuretic, antirheumatic, anticonvulsant, hypotensive, antioxidant, insecticidal, larvicidal, antimicrobial, antiviral, antivenomous, anti-thrombotic, and antityrosinase activities [7,8,9,10,11,12,13,14,15].

The rhizome, which contains a variety of terpenoids, flavonoids, and phenylpropanoids [16], is the most extensively used part of the plant [17]. Several studies indicated that the bioactive ingredients of Curcuma rhizome are the non-volatile curcuminoids (curcumin, demethoxycurcumin, and bisdemethoxycurcumin) and the volatile oil (sesquiterpenoids and monoterpenoids) [14,18]. Curcumin, the most active curcuminoid in turmeric rhizome, has anticancer [19], anti-inflammatory [20], antioxidant [21], antibacterial, anti-fungal [22], analgesic, digestive, antidepressant [23], and hypoglycemic [23] properties and has shown potential against cardiovascular diseases [24] and Alzheimer’s disease [25]. Curcuma essential oil (EO) is often extracted by distillation of the fresh or dry rhizome [26], or by supercritical fluid extraction [27]. Generally, the Curcuma oils are made up of sesquiterpenoids and monoterpenoids [5]. There is a great variation in the literature on Curcuma EO due to differences in the genotype, edaphic factors, climate, time of harvest, extraction, and analysis methods [28,29,30]. Around 31 Curcuma species have been studied of which C. longa (turmeric) and C. zedoaria (zedoary) are the most extensively investigated [5]. The current study was conducted to investigate the composition and different chemotypes of the rhizome essential oils of C. longa L., C. aromatica Salisb., C. zedoaria (Christm.) Roscoe, and C. aeruginosa Roxb. from collections from different geographical origins.

2. Materials and Methods

2.1. Volatile Oils

Volatile oils from commercial suppliers were obtained from the collections of the Aromatic Plant Research Center (APRC, Lehi, UT, USA). A total of 33 Curcuma longa (turmeric) rhizome oils from the APRC collection, including 24 hydro- or steam-distilled essential oils, five supercritical CO2 extracts, and four oils of unknown origin or extraction method, were analyzed by gas chromatography–mass spectrometry (GC-MS).

2.2. Gas Chromatographic-Mass Spectral Analysis

The essential oils obtained from APRC were analyzed by gas chromatography-mass spectrometry (GC-MS) using a Shimadzu GCMS-QP2010 Ultra operated in the electron impact (EI) mode (electron energy = 70 eV), scan range = 40–400 atomic mass units, scan rate = 3.0 scans/s, and GC-MS solution software (Shimadzu Scientific Instruments, Columbia, MD, USA). The GC column was a ZB-5 fused silica capillary column with a (5% phenyl)-polymethylsiloxane stationary phase and a film thickness of 0.25 μm, a length of 30 m, and an internal diameter of 0.25 mm (Phenomenex, Torrance, CA, USA). The carrier gas was helium with a column head pressure of 552 kPa and flow rate of 1.37 mL/min. The injector temperature was 250 °C and the ion source temperature was 200 °C. The GC oven temperature was programmed for 50 °C initial temperature, then temperature was increased at a rate of 2 °C/min to 260 °C. A 7% w/v solution of the sample was prepared in dichloromethane and 0.1 μL was injected with a splitting mode (30:1). Identification of the oil components was based on their retention indices determined by reference to a homologous series of n-alkanes, and by comparison of their mass spectral fragmentation patterns with those reported in the literature [31] and our own in-house library [32].

2.3. Hierarchical Cluster Analysis

The chemical compositions of the Curcuma oils obtained from this work as well as the published literature were used in the cluster analysis. The essential oil compositions were treated as operational taxonomic units (OTUs), and the concentrations (percentages) of the major components (C. longa: α-phellandrene, p-cymene, 1,8-cineole, terpinolene, ar-curcumene, α-zingiberene, β-bisabolene, β-sesquiphellandrene, ar-turmerone (= dehydroturmerone), α-turmerone, germacrone, curlone (= β-turmerone), (6S,7R)-bisabolone, and (E)-α-atlantone; C. zedoaria: 1,8-cineole, camphor, α-copaene, β-elemene, β-caryophyllene, ar-curcumene, zingiberene, curzerene, germacrene B, β-sesquiphellandrene, curzerenone/epi-curzerenone, and germacrone; C. aromatica: α-pinene, camphene, 1,8-cineole, camphor, isoborneol, borneol, β-elemene, ar-curcumene, curzerene, β-curcumene, curzerenone, germacrone, xanthorrhizol, and curdione (= 1(10)-germacrene-5,8-dione; C. aeruginosa: camphene, β-pinene, 1,8-cineole, camphor, isoborneol, borneol, β-elemene, β-farnesene, zingiberene, curzerene, germacrene B, curzerenone, β-eudesmol, germacrone, and curcumenol) were used to determine the chemical associations between the essential oils using agglomerative hierarchical cluster (AHC) analysis using XLSTAT Premium, version 2018.5.53172 (Addinsoft, Paris, France). Dissimilarity was determined using Euclidean distance, and clustering was defined using Ward’s method.

3. Results and Discussion

Essential oils from the Curcuma species were obtained from a collection of oils from commercial sources deposited with the Aromatic Plant Research Center (APRC). Curcuma species are known for producing an array of volatile sesquiterpenes, monoterpenes, and other aromatic compounds [5,15]. Hundreds of compounds have been identified from the turmeric oils, however, the major components were α-turmerone (12.6–44.5%), curlone (9.1–37.8%), ar-turmerone (12.2–36.6%), β-sesquiphellandrene (5.0–14.6%), α-zingiberene (5.0–12.8%), germacrone (10.3–11.1%), terpinolene (10.0–10.2%), ar-curcumene (5.5–9.8%), and α-phellandrene (5.0–6.7%) (Table 1). Interestingly, Brazilian turmeric EO samples showed (Z)-γ-atlantone, ar-turmerone, and (E)-γ-atlantone as the main constituents [33], while a sample from north central Nigeria had β-bisabolene, (E)-β-ocimene, β-myrcene, 1,8-cineole, α-thujene, α-phellandrene, limonene, zingiberene, and β-sesquiphellandrene [34]. Turmeric oils of Sri Lanka and São Tomé e Principe origins had α-phellandrene, α-turmerone, 1,8-cineole, p-cymene, ar-turmerone, β-turmerone, and terpinolene as the major components [10,35].

Table 1.

Chemical compositions (major components) of Curcuma longa rhizome volatile oils.

Sample α-Phellandrene p-Cymene 1,8-Cineole Terpinolene ar-Curcumene α-Zingiberene β-Bisabolene β-Sesquiphellandrene ar-Turmerone α-Turmerone Germacrone Curlone (= β-Turmerone) (6S,7R)-Bisabolone (E)-α-Atlantone
fRh-SD-India (APRC) 2.41 2.44 3.22 0.53 0.89 0.34 0.29 0.98 36.02 16.95 0 19.07 0.81 0.38
Resin-SD-India (APRC) 0.03 0.07 0.10 0 9.75 12.75 2.54 14.59 15.02 17.67 0 9.11 0.17 0.71
Rh-SD-Nepal (APRC) 1.08 0.41 1.17 0.17 3.26 5.97 1.01 7.72 21.20 28.80 0 18.20 1.18 2.68
Rh-SD-Nepal (APRC) 0.43 0.32 1.55 10.22 2.15 5.02 0.87 5.48 20.51 26.73 0 12.99 0.87 1.71
Rh-SD-Indonesia (APRC) 2.94 0.67 0.45 0.57 3.14 2.77 0.75 3.38 14.54 15.41 0 10.03 0 0.90
Rh-CO2-India (APRC) 0.41 0.45 0.35 0 3.87 3.35 0.82 4.69 33.82 20.62 0 14.42 1.29 3.26
Rh-CO2-India (APRC) 0.28 0.44 1.05 0 5.66 4.20 1.35 8.08 32.02 13.22 0 14.70 1.46 2.59
Rh-CO2-India (APRC) 0.61 0.45 1.89 0 4.41 6.29 1.49 9.15 25.23 19.96 0 14.63 1.16 2.02
Rh-SD-Indonesia (APRC) 3.14 0.66 0.77 0.50 1.30 1.80 0.30 1.95 21.51 27.90 0 17.65 1.17 1.90
Rh-SD-Indonesia (APRC) 3.10 1.19 1.15 0.76 11.07 3.23 2.16 8.44 17.45 13.17 0 8.81 0.62 0.72
Rh-HD-Jamaica (APRC) 2.20 0.70 1.77 0.66 1.28 1.76 0.35 1.76 22.19 34.24 0 16.40 0.74 0.30
Rh-Unknown (APRC) 0.45 0.26 1.14 0.30 2.46 4.94 0.79 4.71 25.32 25.30 0 17.49 0.88 1.04
Rh-SD-India (APRC) 0.31 0.47 1.44 0 5.50 4.71 1.46 7.77 32.12 15.06 0 13.18 1.27 2.11
Rh-Unknown (APRC) 1.25 1.40 4.04 0 6.59 6.12 1.57 9.51 29.00 13.38 0 11.97 1.07 1.50
Rh-SD-Indonesia (APRC) 1.58 0.50 0.91 0.32 2.05 2.41 0.43 2.39 21.95 31.05 0 18.86 0.71 1.09
Rh-SD-Nepal (APRC) 3.79 2.52 2.24 1.52 4.09 6.08 1.15 3.20 21.84 20.21 0 9.72 0.38 1.63
Rh-SD-Nepal (APRC) 0.05 0 0.23 1.58 0.99 8.81 0.94 5.65 12.52 44.51 0 14.44 1.06 0.26
dRh-SD-India (APRC) 3.36 2.31 0.79 0.33 2.62 1.42 0.44 2.03 36.64 23.73 0 15.74 0.66 0.19
fRh-SD-India (APRC) 1.13 0.44 0.35 0.21 2.65 3.64 0.74 2.94 28.77 26.50 0 13.68 0.61 2.31
Rh-SD-Nepal (APRC) 0 0.10 0.26 1.11 1.12 0.48 0.18 1.13 36.37 12.57 10.29 12.22 1.10 0.58
Rh-HD-Nepal (APRC) 0.03 0.09 0.38 1.54 0.87 0.54 0 1.06 35.07 20.50 11.11 14.18 0.95 0.26
Rh-Unknown (APRC) 0.05 0.03 0.20 1.54 0.95 8.58 0.83 5.51 12.19 43.30 0 14.11 1.03 0.21
Rh-Unknown (APRC) 6.73 0.79 1.49 0.41 1.70 3.30 0.43 2.72 18.20 37.75 0 37.75 0.40 0.64
Rh-SD-Nepal (APRC) 0.16 0.09 0.30 4.38 1.69 4.28 0.68 4.73 23.18 28.93 0 14.76 1.13 2.38
Rh-CO2-India (APRC) 0.36 0.52 1.26 0 5.65 4.13 1.25 8.00 35.08 13.67 0 15.06 1.31 2.49
Rh-CO2-India (APRC) 0 0 0.3 0 3.13 2.78 0.76 4.43 34.20 21.49 0 16.34 0 3.77
Rh-SD-Nepal (APRC) 0.16 0.16 0.18 6.04 0 2.56 0.27 2.15 27.36 32.11 0.92 16.72 1.27 0.63
dRh-SD-India (APRC) 1.13 0.98 1.20 8.91 6.14 5.98 1.50 3.17 32.16 9.39 0 3.96 0 0
Rh-HD-Nepal (APRC) 0 0.07 0.39 1.54 0.90 0.66 0.14 1.07 34.42 20.25 11.10 13.90 0.98 0.29
Rh-HD-Nepal (APRC) 0.01 0.01 0.13 0.76 1.71 4.53 0.70 4.04 23.68 35.42 0 14.43 1.04 0.28
Rh-HD-Nepal (APRC) 0.41 0.30 1.51 10.01 2.10 4.90 0.82 5.35 20.12 26.20 0 12.72 0.83 1.67
Rh-HD-Nepal (APRC) 0.03 0.08 0.49 2.87 1.29 1.87 0.37 2.67 31.45 26.92 0 15.65 1.14 0.36
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Rh = rhizome; dRh = dried rhizome; fRh = fresh rhizome; HD = hydrodistillation; SD = steam distillation; CO2 = supercritical CO2 extracts; APRC = from the collection of the Aromatic Plant Research Center.

The rhizome of Curcuma aromatica (commonly known as wild turmeric) is a traditional medicine used to alleviate pain, eliminate blood stasis, and slow ageing [36]. The Japanese C. aromatica oil was reported to have curdione (32.2–44.0%), 1,8-cineole (7.5–25.3%), and germacrone (4.6–9.6%) [37], while a sample from Thailand contained camphor (26.9%), ar-curcumene (23.2%), and xanthorrhizol (18.7%) as the main components [38]. Indian samples of C. aromatica had camphor (18.2–48.3%), β-curcumene (28.4–31.4%), ar-curcumene (22.1–24.1%), xanthorrhizol (4.8–16.2%), 1,8-cineole (5.5–15.9%), isoborneol (8.2–12.2%), curzerenone (5.5–11.0%), germacrone (4.9–10.6%), camphene (7.4–10.2%), curdione (4.8–8.0%), borneol (4.9–8.2%), β-elemene (7.5%), curzerene (4.6–6.0%), α-pinene (5.7–5.9%), and terpinolene (5.2%) [15,37,39,40,41,42] (Table 2).

Table 2.

Chemical composition of Curcuma aromatica rhizome essential oils.

Compound Car India [15] Car India [42] Car India [42] Car Thailand [38] Car Japan [37] Car Japan [37] Car India [37] Car India [39] Car India [39] Car India [40] Car India [41]
α-Pinene 1.5 5.9 5.7 0.5 0.4 0.9 0.2 0.4 0.3 0.3 0.8
Camphene 10.2 0.9 1.1 2.0 0 0 0.3 0.9 0.8 0.7 7.4
Myrcene 1.2 0 0 0.4 0.1 0.3 0.1 0.2 0.2 0.2 1.0
1,8-Cineole 10.1 13.7 15.9 0.3 7.5 25.3 1.0 0.1 0.1 5.5 9.3
Terpinolene 0 5.2 3.9 0 0 0 0 tr tr 0 0.1
Linalool 2.1 0 0 0.6 2.2 2.8 0.1 0 0 0.2 1.2
Camphor 18.8 48.3 45.7 26.9 0 0 3.9 3.9 3.3 32.3 25.6
Isoborneol 1.8 12.2 10.1 2.3 0 0 0.3 0 0 3.4 8.2
Borneol 8.2 5.0 4.9 1.7 0 0 0.3 1.8 1.1 1.1 2.5
α-Terpineol 0 0 0 0 0.4 1.3 1.4 0 tr 0.6 1.0
β-Elemene 7.5 0 0 0.1 4.0 2.5 1.0 0.2 0.2 1.4 1.4
β-Caryophyllene 2.0 0 0 0 1.9 1.7 0.3 0 0 0.3 0.3
α-Humulene 0 0 0 1.9 2.1 1.0 0 0 0 tr tr
β-Farnesene 0 0 0 0 0 0 2.6 0 0 tr 0
ar-Curcumene 0 0 0 23.2 0 0 22.1 23.6 24.1 3.1 0
Germacrene D 1.8 0 0 0 1.1 0.7 0.2 tr 0.3 0 0.9
Curzerene 0 0.3 0.4 1.4 0 0 3.2 4.6 6.0 0.2 2.7
β-Curcumene 0 0 0 3.9 0 0 29.9 28.4 31.4 0 0
Germacrene B 2.8 0.2 0.4 0.9 0 0 0 0 0 0.3 0.4
Caryophyllene oxide 0 0 0 0 1.4 2.0 0 0 0 tr tr
Curzerenone 0 0 0 3.8 0 0 3.6 7.3 5.5 11.0 10.9
Germacrone 0 0.3 0.3 0.3 9.6 4.6 4.9 3.6 6.1 0.5 10.6
Xanthorrhizol 4.8 0 0 18.7 0 0 16.2 8.0 5.3 0 0
Curdione 8 4.8 6.8 0 44.0 32.2 0 0 0 0 0
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tr = “trace” (<0.05%)

Zedoary (Curcuma zedoaria) rhizome is also called “white turmeric” because of its similarity to ginger from the outside and to turmeric from the inside. Zedoary EO is generally made of sesquiterpenoids (80–85%) and monoterpenoids (15–20%). The major components of C. zedoaria rhizome oil are 1,8-cineole (7.0–38.4%), curzerenone/epi-curzerenone (20.9–29.4%), α-copaene (17.4%), camphor (8.6–8.8%), β-caryophyllene (8.8%), elemol (6.8%), germacrone (6.7%), curzerene (5.9%), and β-elemene (5.5%) (Table 3). The main components of C. zedoaria rhizome oil reported in the literature were curzerenone/epi-curzerenone (19.0–31.6%), curzerene (8.0%), ar-curcumene (12.1%), zingiberene (12.0%), germacrone (10.8%), camphor (10.3%), β-sesquiphellandrene (9.8%), and germacrene B (6.0%) [15,43].

Table 3.

Chemical composition of Curcuma zedoaria rhizome essential oils.

Compound Cz Nepal-1 (APRC) Cz Nepal-2 (APRC) Cz India (APRC) Cz India [15] Cz India [43]
1,8-Cineole 8.77 38.39 7.00 0 1.9
Camphor 8.79 0 8.26 3.3 10.3
Borneol/Isoborneol 1.81 0.07 3.17 0.2 2.7
α-Terpineol 1.49 1.17 0.47 1.7 0.3
α-Terpinyl acetate 2.29 0 0 0 0
α-Copaene 17.35 0.42 0 0 0
β-Elemene 2.89 0.21 5.54 0.3 tr
β-Caryophyllene 8.28 1.37 1.46 0 0.4
γ-Elemene 0.29 0 0.84 2.5 0.1
ar-Curcumene 0 0.51 0 12.1 0
Zingiberene 0 0 0 12.0 0
Curzerene 2.36 0 5.93 8.0 0
α-Farnesene 0 0 0 2.3 0
γ-Cadinene 0 2.20 0 0 0
δ-Cadinene 3.83 3.85 0.25 0 0
Germacrene B 0.38 0 1.08 6.0 0.6
β-Sesquiphellandrene 0 0 0 9.8 0
Elemol 0 6.84 0 0 0
Curzerenone/epi-Curzerenone 20.89 0 29.41 19.0 31.6
Germacrone 2.59 0 6.65 0 10.8
Curlone (= β-Turmerone) 0 0 0 4.0 0
Curdione 0.10 0 1.23 0 1.3
Curcumenol 0 0 1.57 0 2.2
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Curcuma aeruginosa (also known as “black curcuma”) is characterized by its distinctive ginger-like scent [44]. The volatile oil of C. aeruginosa is known to contain relatively equal amounts of monoterpenes and sesquiterpenes. Two black turmeric samples from Malaysia had curzerenone (24.6–30.4%), 1,8-cineole (11.2–25.2%), camphor (6.8–10.5%), and curcumenol (5.6%) [45,46], while from India the oil was dominated by curcumenol (38.7%) and β-pinene (27.5%) [15] (Table 4). A C. aeruginosa oil sample from Thailand was dominated by curzerenone (41.6%) followed by 1,8-cineole (9.6%) and β-pinene (7.7%) [38], whereas another sample had camphor (29.4%), germacrone (21.2%), isoborneol (7.3%), germacrene B (5.2%), and curzerene (4.8%) [4].

Table 4.

Chemical composition of Curcuma aeruginosa rhizome essential oils reported in the literature.

Compound Cae Thailand [4] Cae India [15] Cae Thailand [38] Cae Malaysia [46] Cae Malaysia [45]
Camphene 1.2 0.18 0.3 1.6 0.2
β-Pinene 0.4 27.5 7.7 1.6 0.4
1,8-Cineole 2.7 0.42 9.6 25.2 11.2
Camphor 29.4 0 0 6.8 10.5
Isoborneol 7.3 0 0.6 1.5 3.2
Borneol 2.9 0 0.5 0.5 1.3
β-Elemene 1.4 0 0.2 1.7 2.2
β-Farnesene 0 1.5 0 0.5 1.0
Zingiberene 0 1.2 0 0.1 0
Curzerene 4.8 0 1.1 0 0
Germacrene B 5.2 0 0.5 0 0
Curzerenone 0 0 41.6 30.4 24.6
β-Eudesmol 0 3.6 0 0 0
Germacrone 21.2 0 1.0 2.8 2.7
Curcumenol 0 38.7 0 0 5.6
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A hierarchical cluster analysis was carried out based on the C. longa essential oil compositions. For comparison, we included C. longa rhizome oils that were reported in the literature in this analysis, including 23 steam- or hydrodistilled essential oils and two supercritical CO2 extracts (Table 5). Although C. longa rhizome oils were all rich in ar-turmerone, α-turmerone, and β-turmerone, the cluster analysis revealed four clearly defined clusters based on the relative concentrations of these major components (Figure 1). The cluster centroids of the major components of C. longa rhizome oils are summarized in Table 6, illustrating the chemical differences in the four clusters. Cluster 2 was the largest, representing 21 samples dominated by the turmerones (particularly ar-turmerone). Cluster 1 represents samples with relatively large concentrations of components other than turmerones; therefore, lower concentrations of turmerones. The third cluster was also a large cluster, representing 15 samples dominated by the turmerones (predominantly α-turmerone). The fourth cluster had very large concentrations of ar-turmerone.

Table 5.

Chemical composition of Curcuma longa rhizome volatile oils from the published literature.

Sample α-Phellandrene p-Cymene 1,8-Cineole Terpinolene ar-Curcumene α-Zingiberene β-Bisabolene β-Sesquiphellandrene ar-Turmerone α-Turmerone Germacrone Curlone (= β-Turmerone) (6S,7R)-Bisabolone (E)-α-Atlantone
fRh-HD-Nigeria [47] 15.5 2.1 10.3 3.2 0.7 2.0 0 1.8 10.0 35.9 0 12.9 0 0
dRh-HD-China [48] 0 0.5 0.5 0.3 6.1 20.1 5.1 15.5 27.5 0.1 0.3 1.7 0 0
fRh-HD-India [15] 3.1 0.3 0.7 0.1 3.5 4.0 0 0.8 49.8 9.1 0 7.9 0 0
dRh-HD-Iran [49] 2.2 0.4 0.4 1.5 0.8 1.5 0.4 1.3 68.9 20.9 0 0 0 0
fRh-HD-India [50] 0.1 0.3 0.4 2.7 1.6 2.5 0.8 2.9 24.4 20.5 1.0 11.1 1.7 0.9
dRh-HD-India [50] 0 0.1 0.1 tr 6.6 0.8 4.1 4.2 21.4 0.6 2.6 4.3 0.8 2.6
fRh-HD-India [51] 2.0 0.6 0.8 0.2 1.9 2.6 0.4 2.4 21.0 33.5 0 18.9 0 0
dRh-HD-India [51] tr 0 tr 0 1.2 2.2 1.5 2.8 30.3 26.5 0 19.1 0 0
fRh-HD-India [52] 8.0 4.3 11.2 0.7 4.4 5.6 2.8 7.1 7.3 11.1 0.1 5.0 0.1 0.2
fRh-HD-India [53] 9.4 1.2 1.9 1.2 0.5 2.3 0 1.8 5.4 44.1 0.4 18.5 0 1.1
fRh-HD-India [54] 0.1 0.1 2.6 0.1 0.2 1.3 0.2 0 31.7 12.9 0.9 12.0 0.2 1.5
dRh-HD-India [55] 2.2 1.0 0 0 4.8 0 0 0 53.1 6.2 0 6.4 0 0
dRh-HD-Thailand [49] 2.2 0.4 0.4 1.5 0.8 1.5 0.4 1.3 68.9 20.9 0 0 0 0
fRh-HD-Pakistan [56] 0.4 0 1.6 0 0 0 0 0 25.3 18.4 0 12.5 0 0
fRh-HD-Bangladesh [57] 0.5 0.2 0 0 3.3 4.4 0.2 5.6 27.8 17.2 0 13.8 0 0
fRh-SD-Bhutan [58] 1.7 0.5 7.6 0.7 1.4 4.2 0.7 3.6 16.7 30.1 0 14.7 1.0 1.2
fRh-HD-Brazil [59] 6.5 0.9 3.2 1.4 1.0 1.9 0.3 1.4 12.9 42.6 0.5 16.0 0.3 0.5
dRh-HD-Brazil [60] 1.7 0.8 0.7 0 2.6 1.0 0 2.4 33.2 23.5 0 22.7 3.1 1.4
dRh-HD-S. Tomé e Principe [35] 15.5 2.5 10.2 3.1 0.8 1.1 0 1.0 12.8 23.9 0 11.5 0 0.6
dRh-HD-S. Tomé e Principe [35] 30.4 5.5 23.0 4.5 1.1 2.4 0 2.0 4.0 12.2 0 4.3 0 0
dRh-HD-Brazil [33] 2.7 0 1.4 0 1.0 2.4 tr 1.9 18.0 44.0 0 18.3 0.6 0.6
fRh-SD-Reunion [61] 1 0.6 2 15.8 4.5 11.8 1.9 8.8 7.7 21.4 0 7.1 0 0
fRh-HD-India [62] 5.3 0 2.6 0 3.5 0 0.6 1.7 49.1 0 0 16.8 0 0
dRh-HD-India [63] 1.8 1.3 1.3 0 1.4 1.7 0 1.7 34.0 34.0 0 15.0 0 0
dRh-HD-India [63] 1.4 0.9 1.3 0 1.5 1.9 0 1.9 35.0 35.0 0 12.0 0 0
Rh-CO2-Brazil [64] 4.1 1.5 4.0 1.3 3.6 6.4 1.7 7.7 15.5 20.3 0 15.6 0.3 0.6
dRh-CO2-China [65] 0 0 0 2.2 1.9 16.9 1.5 10.0 11.0 40.8 0 14.1 0 0
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Rh = rhizome; dRh = dried rhizome; fRh = fresh rhizome; HD = hydrodistillation; SD = steam distillation; CO2 = supercritical CO2 extracts.

Figure 1.

Figure 1

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Dendrogram obtained from the agglomerative hierarchical cluster analysis of 60 Curcuma longa volatile oil samples.

Table 6.

Concentration (%) of centroids used in the cluster analysis of Curcuma longa rhizome oils.

Compound Cluster 1 Cluster 2 Cluster 3 Cluster 4
α-Phellandrene 6.58 0.71 2.13 2.99
1,8-Cineole 5.11 1.11 1.39 0.82
ar-Curcumene 4.77 2.72 1.49 2.68
α-Zingiberene 6.23 2.72 4.68 1.4
β-Sesquiphellandrene 6.22 3.89 3.92 1.02
ar-Turmerone 15.94 31.68 18.31 57.96
α-Turmerone 15.49 20.56 35.11 11.41
Curlone 8.01 14.75 17.20 6.22
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Hierarchical cluster analysis of C. aromatica essential oils clearly identified three clusters based on dissimilarity (Figure 2). Cluster 1 had a relatively high camphor concentration, represented by the C. aromatica EO sample from Thailand [38]; cluster 2 was dominated by curdione followed by 1,8-cineole, represented by two samples from Japan [37]; and cluster 3 represents samples with large concentrations of ar-curcumene and β-curcumene [15,37,39,40,41,42]. Table 7 summarizes the cluster centroids of the major components of C. aromatica rhizome oils.

Figure 2.

Figure 2

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Dendrogram obtained from the agglomerative hierarchical cluster analysis of eight Curcuma aromatica essential oil samples.

Table 7.

Concentration (%) of centroids used in the cluster analysis of Curcuma aromatica rhizome oils.

Compound Cluster 1 Cluster 2 Cluster 3
Camphor 28.28 0 3.69
ar-Curcumene 8.76 0 23.25
Curdione 0 38.08 0
β-Curcumene 1.30 0 29.93
1,8-Cineole 5.02 16.41 0.38
Xanthorrhizol 6.23 0 9.83
Curzerenone 8.57 0 5.43
Germacrone 3.80 7.09 4.85
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For C. zedoaria essential oils, the cluster analysis showed two clusters based on dissimilarity (Figure 3): (1) a cluster dominated by curzerenone/epi-curzerenone followed by camphor, germacrone, 1,8-cineole, and α-copaene; and (2) a cluster represented by a single sample with very large concentrations of 1,8-cineole. The cluster centroids of the main constituents of C. zedoaria rhizome oils are summarized in Table 8.

Figure 3.

Figure 3

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Dendrogram obtained from the agglomerative hierarchical cluster analysis of five Curcuma zedoaria essential oil samples.

Table 8.

Concentration (%) of centroids used in the cluster analysis of Curcuma aromatica rhizome oils.

Cluster 1 Cluster 2
Curzerenone/epi-Curzerenone 27.3 0
1,8-Cineole 4.42 38.39
Camphor 7.66 0
Germacrone 5.01 0
α-Copaene 4.43 0.42
Curzerene 4.07 0
ar-Curcumene 3.03 0.51
Zingiberene 3.00 0
β-Sesquiphellandrene 2.45 0
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Curcuma aeruginosa essential oils showed three classes in hierarchical cluster analysis based on dissimilarity (Figure 4): (1) a camphor/germacrone rich cluster with large concentrations of isoborneol, curzerene, and germacrone B; (2) a curcumenol/β-pinene rich cluster; and (3) a curzerenone/1,8-cineole cluster. Table 9 summarizes the concentrations of cluster centroids of the major components of C. aeruginosa rhizome oils. Although there are only five essential oil samples of C. zedoaria and C. aeruginosa, which is too few to give a comprehensive chemotaxonomic representation of these species, this analysis does provide initial insights into the potential chemotypes.

Figure 4.

Figure 4

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Dendrogram obtained from the agglomerative hierarchical cluster analysis of five Curcuma aeruginosa essential oil compositions.

Table 9.

Concentration (%) of centroids used in the cluster analysis of Curcuma aeruginosa rhizome oils.

Cluster 1 Cluster 2 Cluster 3
Curzerenone 0 0 32.21
1,8-Cineole 2.68 0.42 15.35
Camphor 29.39 0 5.77
Curcumenol 0 38.70 1.87
β-Pinene 0.35 27.50 3.24
Germacrone 21.21 0 2.16
Isoborneol 7.27 0 1.76
Curzerene 4.84 0 0.36
Germacrene B 5.20 0 0.17
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4. Conclusions

The rhizome essential oils of Curcuma longa, C. aromatica, C. zedoaria, and C. aeruginosa from the APRC collection, compared to the published literature, were analyzed by GC-MS. α-Turmerone, curlone, ar-turmerone, β-sesquiphellandrene, α-zingiberene, germacrone, terpinolene, ar-curcumene, and α-phellandrene were the major components of C. longa. C. zedoaria rhizome oil contained 1,8-cineole, curzerenone/epi-curzerenone, α-copaene, camphor, β-caryophyllene, elemol, germacrone, curzerene, and β-elemene. The cluster analysis revealed four clearly defined clusters for C. longa, three clusters for C. aromatica and C. aeruginosa, and two types for C. zedoaria.

In the case of C. longa, there are no apparent correlations based on extraction method (steam distillation, hydrodistillation, or supercritical CO2 extraction) or country or region of origin. Furthermore, the differences between the clusters are not that great, and therefore, the clusters do not likely represent distinct chemotypes but rather just reflect the chemical variation within each species. The data do provide a baseline for comparison of C. longa rhizome oils, however. These are important points when considering sources of either essential oils or rhizomes. There are still too few data to draw conclusions about the possible chemotypes of C. aromatica, C. aeruginosa, or C. zedoaria; more data are required.

Acknowledgments

This work was carried out as part of the activities of the Aromatic Plant Research Center (APRC, https://aromaticplant.org/). We are grateful to Loren Bangerter for help with distillation of C. longa samples and to Prasun Satyal for supplying the Curcuma samples from Nepal.

Author Contributions

Conceptualization: N.S.D.; software: P.S.; validation: W.N.S.; formal analysis: W.N.S.; investigation: N.S.D., P.S., and W.N.S.; writing—original draft preparation: N.S.D.; writing—review and editing: N.S.D., P.S. and W.N.S.

Conflicts of Interest

The authors declare no conflict of interest.

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