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. 2015 Jan 20;20(1):1676–1685. doi: 10.3390/molecules20011676

Contact Toxicity and Repellency of the Essential Oil of Liriope muscari (DECN.) Bailey against Three Insect Tobacco Storage Pests

Yan Wu 1, Wen-Juan Zhang 2, Ping-Juan Wang 1, Kai Yang 2, Dong-Ye Huang 1, Jian-Yu Wei 1, Zhao-Fu Tian 1, Jia-Feng Bai 1, Shu-Shan Du 2,*
Editor: Luca Forti
PMCID: PMC6272692  PMID: 25608855

Abstract

In order to find and develop new botanical pesticides against tobacco storage pests, bioactivity screening was performed. The essential oil obtained from the aerial parts of Liriope muscari was investigated by GC/MS and GC/FID. A total of 14 components representing 96.12% of the oil were identified and the main compounds in the oil were found to be methyl eugenol (42.15%) and safrole (17.15%), followed by myristicin (14.18%) and 3,5-dimethoxytoluene (10.60%). After screening, the essential oil exhibit potential insecticidal activity. In the progress of assay, it showed that the essential oil exhibited potent contact toxicity against Tribolium castaneum, Lasioderma serricorne and Liposcelis bostrychophila adults, with LD50 values of 13.36, 11.28 µg/adult and 21.37 µg/cm2, respectively. The essential oil also exhibited strong repellency against the three stored product insects. At the same concentrations, the essential oil was more repellent to T. castaneum than to L. serricorne adults. The results indicate that the essential oil of Liriope muscari has potential to be developed into a natural insecticide or repellent for controlling insects in stored tobacco and traditional Chinese medicinal materials.

Keywords: Liriope muscari, contact activity, repellency, essential oil composition, stored product insects

1. Introduction

With the rapid development of the tobacco industry in China, the size and number of tobacco storage facilities is becoming larger and larger. However, it is very easy for tobacco leaves to be effected by storage insects [1]. Coleopterans have global importance in grain storage and industrial food production and can cause damage to the appearance of products as well as weight loss and reduced nutrient levels, rendering products unfit for human consumption [2]. The red flour beetle (Tribolium castaneum Herbst) (Coleoptera: Tenebrionidae) is distributed world-wide and among the most economically important stored product pests [3]. The cigarette beetle (Lasioderma serricorne Frbricius) (Coleoptera: Anobiidae) is a widespread and destructive primary insect pests of stored cereals, tobacco, oilseeds, dried fruits and traditional Chinese medicinal materials [4]. The booklouse (Liposcelis bostrychophila Badonnel) (Psocoptera) is frequently found in stored product grains and traditional medicines, or other amylaceous products [5]. At present, phosphine is the most widely used fumigant, but threatens human health [6]. In recent years, research and development on botanical pesticides have attracted great attention in the whole world. Volatile plant ingredients which are highly selective, easy to decompose, leave no residue, and cause no pollution or threats to human and environmental harmony, such as plant essential oils, are found in botanical pesticides [7,8]. Botanical pesticides have the advantage of providing novel modes of action against insects that can reduce the risk of cross-resistance as well as offering new leads for the design of target-specific molecules. In previous studies, the bioactivities of a large number of essential oils have been also evaluated against a number of stored product insects [9,10,11,12].

The species Liriope muscari (Decne.) Bailey is a perennial herb, belonging to the Liriope of the Liliaceae family, and native to East Asia, including China, Japanese and North Korea. The dried tuberous roots have been used as the medicinal part of this plant to treat cough, insomnia, astriction and other diseases [13]. Genuine medicinal materials containing this material are mainly distributed in Quanzhou and Putian, Fujian Province [14]. A literature survey has shown that L. muscari has anti-tumor metastatic activity [15], immune functions [16,17], anti-inflammatory [18], anti-thrombotic activity [19], antioxidant activity [20] and nematocidal activity [14]. The chemical constituents of the root tuber of L. muscari have been reported [14,20,21,22,23,24]. However, there is no report on the volatile constituents and bioactivity of the essential oil of L. muscari aerial parts. Here, the chemical constituents and bioactivities of the essential oil of L. muscari aerial parts were investigated against three stored product insects for the first time.

2. Results and Discussion

2.1. Chemical Composition of the Essential Oil

The chemical composition of the essential oil of L. muscari aerial parts is reported here for the first time. The essential oil yield of L. muscari was 0.05% (v/w) and the density of the concentrated essential oil was determined as 1.18 g/cm3. The GC/MS and GC/FID analysis results for the oil are presented in Table 1. The analyses revealed 14 components, representing 96.12% of the oil. The main components were methyl eugenol (42.15%), safrole (17.15%), myristicin (14.18%), 3,5-dimethoxytoluene (10.60%) and 3,4,5-trimethoxytoluene (9.05%).

Table 1.

Chemical composition of Liriope muscari essential oil.

Peak No. Compound RI * Relative Content (%)
1 Linalool 1075 0.18
2 Camphor 1143 0.05
3 Eucarvone 1146 0.38
4 Borneol 1156 0.33
5 α-Terpineol 1181 0.31
6 Estragole 1195 0.28
7 3,5-Dimethoxytoluene 1264 10.60
8 Safrole 1285 17.15
9 Linalool propionate 1340 0.05
10 Methyleugenol 1403 42.15
11 3,4,5-Trimethoxytoluene 1408 9.05
12 Germacrene D 1476 0.11
13 Myristicin 1523 14.18
14 Elemicin 1554 1.30
Phenylpropanoids 75.06
Monoterpenoids 1.30
Sesquiterpenoids 0.11
Aromatic compounds 19.65
Total 96.12

* RI, retention index as determined on a HP-5MS column using the homologous series of n-alkanes.

2.2. Contact Toxicity

The crude essential oil of L. muscari aerial parts showed pronounced contact toxicity against T. castaneum, L. serricorne and L. bostrychophila with LD50 values of 13.36, 11.28 µg/adult and 21.37 µg/cm2, respectively (Table 2).

Table 2.

Contact toxicity of Liriope muscari essential oil against Tribolium castaneum (TC), Lasioderma serricorne (LS) and Liposcelis bostrychophila (LB) adults.

Insect Compounds LD50 * 95% FL * Slope ± SE Chi square (χ2)
LS Essential oil 11.28 10.22–12.43 4.59 ± 0.48 16.10
Pyrethrins ** 0.24 0.16–0.35 1.31 ± 0.20 17.36
TC Essential oil 13.36 10.94–15.70 1.67 ± 0.26 11.96
Pyrethrins 0.26 0.22–0.30 3.34 ± 0.32 13.11
LB Essential oil 21.37 20.17–22.45 8.60 ± 1.01 10.35
Pyrethrins ** 18.72 17.60–19.92 2.98 ± 0.40 10.56

* Concentration (µg/adult)/(µg/cm2); ** data from Yang et al. [25].

According to the data listed in Table 2, the essential oil of L. muscari aerial parts exhibited stronger contact toxicity against L. bostrychophila than T. castaneum and L. serricorne. When compared with the positive control, pyrethrins, the essential oil demonstrated 51, 47 and 1.1 times less toxicity against T. castaneum, L. serricorne adults and L. bostrychophila, respectively. This showed that L. bostrychophila were most susceptible to the contact toxicity of the essential oil of L. muscari and T. castaneum adults were more tolerant than L. serricorne adults. However, compared with other essential oils mentioned in the literature, the essential oil of L. muscari aerial parts possessed stronger contact toxicity against T. castaneum adults, e.g., essential oils of Dracocephalum moldavica (LD50 = 18.28 µg/adult) [26], Murraya exotica (LD50 = 20.94 µg/adult) [20], Evodia lepta (LD50 = 166.94 µg/adult) [22]. The essential oil of L. muscari aerial parts also exhibited stronger contact toxicity against L. bostrychophila than other reported oils, for example essential oils of Lonicera japonica (LD50 = 64.04 µg/cm2) [5], Foeniculum vulgare (LD50 = 90.36 µg/cm2) [27], Acorus calamus (LD50 = 100.21 µg/cm2) [28], Curcuma wenyujin (LD50 = 208.85 µg/cm2) [29].

In another reference [30], six compounds, including, eugenol, methyl eugenol, methyl isoeugenol, elemicin, myristicin and safrole isolated from Myristica fragrans (LD50 = 19.3 µg/adult) showed potent contact toxicity against L. serricorne adults with LD50 values of 13.2, 12.8, 21.3, 9.8, 20.5 and 14.6 µg/adult, respectively. Methyl eugenol, safrole and myristicin are also the main compounds of the essential oil of L. muscari, hence, the revealed toxic properties of the essential oil of L. muscari on those three tobacco storage insects might be attributed to the synergistic effects of its diverse major and minor components. Also, the different volatility of oils and different mechanisms of action on different insects might lead to different contact toxicity. However, there is insufficient data at present to conform these hypotheses. In addition, further investigations need to be conducted in the future to determine whether the oil is safe to humans or not.

2.3. Repellency

In addition to contact activities, the repellent effect of the essential oil of L. muscari aerial parts against the three stored product insects was also investigated. The results are presented in Table 3 and Table 4.

Table 3.

Pecentage repellency (PR) after two exposure times for the essential oil against Tribolium castaneum (TC) and Lasioderma serricorne (LS) adults a.

Insect Treatment 2 h/4 h
78.63 * 15.73 * 3.15 * 0.63 * 0.13 *
TC Crude oil 84 ± 3a; 82 ± 5a 92 ± 5a; 90 ± 4a 84 ± 7a; 82 ± 10a 74 ± 10a; 68 ± 5a 72 ± 8a; 66 ± 7a
DEET 100 ± 0a; 94 ± 6a 96 ± 3a; 80 ± 10a 74 ± 16a; 46 ± 17b 66 ± 9a; −2 ± 20b 18 ± 16b; −8 ± 22b
LS Crude oil 86 ± 6a; 82 ± 3a 68 ± 9a; 52 ± 8a 18 ± 8a; 30 ± 10a 6 ± 17a; 8 ± 12a 8 ± 21a; −12 ± 20a
DEET 88 ± 7a; 98 ± 4a 76 ± 14a; 78 ± 9b 28 ± 7a; 58 ± 16b 20 ± 14b; 56 ± 14b 16 ± 7a; 46 ± 7b

* Concentration (nL/cm2); a Means in the same column followed by the same letters do not differ significantly (p < 0.05) in ANOVA and Tukey’s tests. PR was subjected to an arcsine square-root transformation before ANOVA and Tukey’s tests.

Table 4.

Percentage repellency (PR) after two exposure times for the essential oil against Liposcelis bostrychophila (LB) a.

Insect Treatment 2 h/4 h
31.58 * 6.32 * 1.26 * 0.25 * 0.05 *
LB Crude oil 80 ± 10a; 78 ± 5a 100 ± 0a; 96 ± 3a 92 ± 3a; 86 ± 3a 50 ± 13a; 42 ± 19a 24 ± 7a; 16 ± 6a
DEET 100 ± 0a; 96 ± 7b 92 ± 7a; 90 ± 10a 92 ± 7a; 90 ± 6a 74 ± 9b; 72 ± 19b 30 ± 10a; 32 ± 7b

* Concentration (nL/cm2); a Means in the same column followed by the same letters do not differ significantly (p < 0.05) in ANOVA and Tukey’s tests. PR was subjected to an arcsine square-root transformation before ANOVA and Tukey’s tests.

The essential oil strongly repelled all tested species of stored product insects, but the repellent effect was more marked on T. castaneum than on L. serricorne. Data showed that at the tested concentration of 0.13 nL/cm2, the crude oil still showed strong repellency (class IV) against the red flour beetle, T. castaneum adults at 2 h, 4 h after exposure (Table 3) while no repellency of the positive control, DEET, was seen, but some insect attractant properties were observed. Moreover, at the assayed concentrations of 78.63, 15.73 and 3.15 nL/cm2, the essential oil exhibited strong repellency (class V) at 2 h, 4 h after exposure (Table 3).

The repellency against L. serricorne is weaker than against T. castaneum. Compared with the positive control, DEET, only at the highest tested concentration of 78.63 nL/cm2, the essential oil of L. muscari possessed the same level and strong repellency (class V) against L. serricorne adults (Table 3). As the concentrations were reduced, the repellency of the crude oil against L. serricorne also tended to drop off. Moreover, at the lowest concentration, no repellency of the crude oil, but some insect attractant properties were observed at 4 h after exposure (Table 3).

At the same time, the essential oil of L. muscari also showed strong repellency against the booklouse, L. bostrychophila. At the tested concentration of 0.25 nL/cm2, the crude oil still exhibited strong repellency (class III) at 2 h, 4 h after exposure, while at the assayed concentrations of 6.32, 1.26 nL/cm2, the oil showed strongly repellent against booklice at 2 h, 4 h after exposure (Table 4). However, at the lowest concentration, the repellency of the oil against booklice was weaker compared with the positive control, DEET (Table 4). Many essential oils have been evaluated for repellency against insects [31]. In China, essential oils derived from spices and Chinese medicinal herbs were also evaluated for insecticidal activity and repellency against insects [28,29,32,33,34]. In this article, we report the contact and repellent activities of the essential oil of L. muscari aerial parts for the first time. Above all, the essential oil of L. muscari possessed strong repellency against the three stored product insects. These findings, considered together, suggest that the essential oil of L. muscari shows potential for development as a natural repellent for stored products.

3. Experimental Section

3.1. Plant Material and Extractions

Fresh aerial parts (2 kg) of Liriope muscari were harvested in 2013 from Quanzhou (Fujian Province, China, N latitude: 24°30'–25°56'; E longitude: 117°25'–119°05'). The plant species was identified and a voucher specimen (BNU-dushushan-2013-05-24-06) was deposited at the Herbarium of the College of Resources Science and Technology, Beijing Normal University (Beijing, China). The aerial parts of Liriope muscari were air dried for 1 week and ground to a powder. The ground powder of L. muscari was subjected to hydrodistillation using a modified Clevenger-type apparatus for 8 h and extracted with n-hexane. Anhydrous sodium sulphate was used to remove water after extraction. The essential oil was stored in an airtight container in a refrigerator at 4 °C.

3.2. Insects

Red flour beetles (T. castaneum), cigarette beetles (L. serricorne) and booklice (L. bostrychophila) were obtained from laboratory cultures maintained in the dark in incubators at 29–30 °C and 70%–80% relative humidity (RH). The red flour beetles and cigarette beetles were reared on wheat flour mixed with yeast (10:1, w/w) at 12%–13% moisture content while the booklice were reared on a 1:1:1 mixture, by mass, of milk powder, active yeast and flour. The unsexed adult beetles/booklice used in all the experiments were about 1–2 weeks old. All containers housing insects and the Petri dishes used in experiments were made escape proof with a coating of polytetrafluoroethylene (Fluon).

3.3. Contact Toxicity

The contact toxicity of the essential oil of L. muscari aerial parts against T. castaneum and L. serricorne adults was measured by using topical application as described by Liu and Ho [35]. Serial dilutions of essential oil (10%–1.97% (v/v) for T. castaneum and L. serricorne; five concentrations) were prepared in n-hexane. Preliminary experiments were conducted to determine appropriate ranges of test concentrations. Aliquots (0.5 µL) of the dilutions were applied topically to the dorsal thorax of the insects. Controls were established using n-hexane. Both treated and control insects were then transferred to glass vials (ten insects per vial) with culture media and kept in incubators at 29–30 °C and 70%–80% RH. Mortality of insects was observed daily after treatment. The experiments were repeated three times. While the contact toxicity of the essential oil against L. bostrychophila was also tested as described [5]. A 5.5 cm diameter filter paper was treated with 300 µL of the solution of the essential oil. The filter paper after treated with solid glue was placed in a 5.5 cm diameter Petri dish and 10 booklice were put on the filter paper. A cover was put and all the Petri dishes were kept in incubators. n-Hexane was used as a negative control. Five concentrations (in n-hexane) and five replicates of each concentration were used. As a positive control, pyrethrins (pyrethrin 1: 24%; pyrethrin 2: 13%; cinnerin 1: 2%; cinnerin 2: 2%; jasmolin 1: 1%; jasmolin 2: 1%) was used under the conditions as the oil. Mortality of insects was observed after 24 h. The LD50 values were calculated by using Probit analysis [36].

3.4. Repellency

The repellent effects of the essential oil against T. castaneum, L. serricorne and L. bostrychophila were assessed by using assays on Petri dishes [37]. Petri dishes 9 cm in diameter were used to confine beetles during the experiment for T. castaneum and L. serricorne. The essential oil of L. muscari aerial parts was prepared in n-hexane (78.63, 15.73, 3.15, 0.63 and 0.13 nL/cm2), and absolute n-hexane was used as the control. Filter paper 9 cm in diameter was cut in half and 500 µL of each concentration was applied separately to half of the filter paper as uniformly as possible with a micropipette. The other half (control) was treated with 500 µL of absolute n-hexane. Both the treated half and the control half were then air-dried to evaporate the solvent completely (30 s). A full disk was carefully remade by attaching the tested half to the negative control half with tape. Each reassembled filter paper after treatment with solid glue was placed in a Petri dish with the seam oriented in one of four randomly selected different directions to avoid any insecticidal stimuli affecting the distribution of insects. Twenty insects were released in the center of each filter paper disk, and a cover was placed over the Petri dish. Five replicates were used, and the experiment was repeated three times. Counts of the insects present on each strip were made after 2 and 4 h. The percent repellency (PR) of each volatile oil was then calculated using the formula

PR (%)=[(NcNt)/(Nc+Nt)]×100

where Nc is the number of insects present in the negative control half and Nt is the number of insects present in the treated half. The averages were then assigned to different classes (0 to V) using the following scale (percentage repellency) [32]. Class, % repellency: 0, >0.01 to <0.1; I, 0.1–20.0; II, 20.1–40.0; III, 40.1–60.0; IV, 60.1–80.0 and V, 80.1–100.

As for the booklice, Petri dishes and filter papers were changed to 6 cm in diameter and the concentration of the oil used in the experiments were 31.58, 6.32, 1.26, 0.25, 0.05 nL/cm2. The half filter paper was treated with 150 µL of the solution. As a positive control, a commercial repellent DEET (N,N-diethyl-3-methylbenzamide), was used under the conditions as the oil. Analysis of variance (ANOVA) and Tukey’s test were conducted by using SPSS Statistics ver. 20 for Windows 2007. Percentage was subjected to an arcsine square-root transformation before ANOVA and Tukey’s tests.

3.5. GC/MS and GC/FID Analysis

Components of the essential oil of L. muscari were separated and identified using a Bruker-320 gas chromatography/mass spectrometry (GC/MS, Bruker Daltonics Inc., Billerica, MA, USA) system equipped with a flame ionization detector (GC-FID, Bruker Daltonics Inc.) and a HP-5MS (30 m × 0.25 mm × 0.25 µm, Bruker Daltonics Inc.) capillary column. The GC settings were as follows: the initial oven temperature was held at 50 °C for 4 min and ramped at 10 °C·min−1 to 290 °C for 17 min. The injector temperature was maintained at 250 °C. The samples (1 µL, diluted to 1% with hexane) were injected, with a split ratio of 1:60. The carrier gas was helium at flow rate of 1 mL/min. Spectra were scanned from 45 to 650 m/z at 2 scans/s. Most constituents were identified by gas chromatography by comparison of their retention indices with those of the literature or with those of authentic compounds available in our laboratories. The retention indices were determined in relation to a homologous series of n-alkanes (C5–C35) under the same operating conditions. Further identification was made by comparison of their mass spectra with those stored in NIST 05 (Standard Reference Data, Gaithersburg, MD, USA) and Wiley 275 libraries (Wiley, New York, NY, USA) or with mass spectra from literature [38]. Component relative percentages were calculated based on GC peak areas, without using correction factors.

4. Conclusions

The composition of the essential oil of L. muscari aerial parts and the contact toxicity and repellency of the essential oil against three stored product insects for the first time. The study indicates that the essential oil of L. muscari aerial parts has potential for development into a natural insecticide/repellent for the control of insects in stored products.

Acknowledgments

This project was supported by National Natural Science Foundation of China (No. 81374069) and Beijing Municipal Natural Science Foundation (No. 7142093). The authors thank Dr. Liu Q.R. from College of Life Sciences, Beijing Normal University, Beijing 100875, for the identification of the investigated medicinal herb.

Author Contributions

Yan Wu, Wen-Juan Zhang, Kai Yang and Shu-Shan Du designed reseach; Ping-Juan Wang, Dong-Ye Huang, Jian-Yu Wei, Zhao-Fu Tian and Jia-Feng Bai performed reseach and analyzed the data; Yan Wu, Wen-Juan Zhang, Kai Yang and Shu-Shan Du wrote the paper. All authors read and approved the final manuscript.

Conflicts of Interest

The authors declare no conflict of interest.

Footnotes

Sample Availability: Not available.

References

  • 1.Yan W.H., Huang S.L., Zhu G.N. Taxonomy and identification of microorganism causing mold damage of stored tobacco leaf in Guangxi. Tobacco Sci. Technol. 2008;247:50–56. [Google Scholar]
  • 2.Nansen C., Subramanyam B., Roesli R. Characterizing spatial distribution of trap captures of beetles in retail pet stores using SADIE® software. J. Stored Prod. Res. 2004;40:471–483. doi: 10.1016/S0022-474X(03)00049-3. [DOI] [Google Scholar]
  • 3.Garcìa M., Donael O.J., Ardanaz C.E., Tonn C.E., Sosa M.E. Toxic and repellent effects of Baccharis salicifolia essential oil on Tribolium castaneum. Pest Manag. Sci. 2005;61:612–618. doi: 10.1002/ps.1028. [DOI] [PubMed] [Google Scholar]
  • 4.Ebadollahi A., Safaralizadeh M.H., Pourmirza A.A., Gheibi S.A. Toxicity of essential oil of Agastache foeniculum (Pursh) kuntze to Oryzaephilus surinamensis L. and Lasioderma serricorne F. J. Plant Prot. Res. 2010;50:215–219. [Google Scholar]
  • 5.Zhou H.Y., Zhao N.N., Du S.S., Yang K., Wang C.F., Liu Z.L., Qiao Y.J. Insecticidal activity of the essential oil of Lonicera japonica flower buds and its main constituent compounds against two grain storage insects. J. Med. Plants Res. 2012;6:912–917. [Google Scholar]
  • 6.Kim S.I., Park C., Ohh M.H., Cho H.C., Ahn Y.J. Contact and fumigant activities of aromatic plant extracts and essential oils against Lasioderma serricorne (Coleoptera: Anobiidae) J. Stored Prod. Res. 2003;39:11–19. doi: 10.1016/S0022-474X(02)00013-9. [DOI] [Google Scholar]
  • 7.Dong Z.J., Cheng D.Q., Dong S.D., Zhou Y.H. Botanical pesticide research and application in tobacco pest control. Acta Tabacaria Sinica. 2004;10:42–47. [Google Scholar]
  • 8.Kestenholz C., Stevenson P.C., Belmain S.R. Comparative study of field and laboratory evaluations of the ethnobotanical Cassia sophera L. (Leguminosae) for bioactivity against the storage pests Callosobruchus maculatus (F.) (Coleoptera: Bruchidae) and Sitophilus oryzae (L.) (Coleoptera: Curculionidae) J. Stored Prod. Res. 2007;43:79–86. doi: 10.1016/j.jspr.2005.11.003. [DOI] [Google Scholar]
  • 9.Hori M. Repellency of essential oils against the cigarette beetle, Lasioderma serricorne (Frbricius) (Coleoptera: Anobiidae) Appl. Entomol. Zool. 2003;38:467–473. doi: 10.1303/aez.2003.467. [DOI] [Google Scholar]
  • 10.Hori M. Evaluation of practicability of hinokitiol as a repellent against the cigarette beetle, Lasioderma serricorne (Frbricius) (Coleoptera: Anobiidae) Appl. Entomol. Zool. 2004;39:699–704. doi: 10.1303/aez.2004.699. [DOI] [Google Scholar]
  • 11.Kim D.H., Ahn Y.J. Contact and fumigant activities of constituents of Foeniculum vulgare fruit against three coleopteran stored-product insects. Pest Manag. Sci. 2001;57:301–306. doi: 10.1002/ps.274. [DOI] [PubMed] [Google Scholar]
  • 12.Mojtaba G.J., Ali A.P., Mohammad H.S. Repellent effect of sirinol (garlic emulsion) against Lasioderma serricorne (Coleoptera: Anobiidae) and Tribolium castaneum (Coleoptera: Tenebrionidae) by three laboratory methods. Afr. J. Biotechnol. 2012;11:280–288. [Google Scholar]
  • 13.China Pharmacopoeia Committee . Chinese Pharmacopoeia. 9th ed. China Medical Science and Technology Press; Beijing, China: 2010. p. 25. [Google Scholar]
  • 14.Zhang H.M., Wang G.L., Bai C.Q., Liu Z.M., Liu Q.Z., Wang Y.Y., Liu Z.L., Du S.S., Deng Z.W. A new eudesmane sesquiterpene glucoside from Liriope muscari fibrous roots. Molecules. 2011;16:9017–9024. doi: 10.3390/molecules16119017. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • 15.Zhang Y.Y., Liu J.H., Kou J.P., Yu J., Yu B.Y. DT-13, a steroidal saponin from Liriope muscari L. H. Bailey, suppresses A549 cells adhesion and invasion by inhibiting MMP-2/9. Chin. J. Nat. Med. 2012;10:436–440. [Google Scholar]
  • 16.Liu J.L., Chen T., Yu B.Y., Xu Q. Ruscogenin glycoside (Lm-3) isolated from Liriope muscari inhibits lymphocyte adhesion to extracellar matrix. J. Pharm. Pharmacol. 2002;54:959–966. doi: 10.1211/002235702760089081. [DOI] [PubMed] [Google Scholar]
  • 17.Yu B.Y., Yin X., Rong Z.Y., Yang T.M., Zhang C.H., Xu G.J. Biological activities of ruscogenin 1-O-[β-d-glucopyranosyl(1→2)][β-d-xylopyranosyl(1→3)]-β-d-fucopyranoside from Tuberous roots of Liriope muscari (Decne.) Bailey. J. China Pharm. Univ. 1994;25:286–288. [Google Scholar]
  • 18.Tian Y.Q., Kou J.P., Li L.Z., Yu B.Y. Anti-inflammatory effects of aqueous extract from radix Liriope muscari and its major active fraction and component. Chin. J. Nat. Med. 2011;9:222–226. [Google Scholar]
  • 19.Tian Y.Q., Ma S.T., Lin B.Q., Kou J.P., Yu B.Y. Anti-thrombotic activity of DT-13, a saponin isolated from the root tuber of Liriope muscari. Indian J. Pharmacol. 2013;45:283–285. doi: 10.4103/0253-7613.111896. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • 20.Li W.J., Cheng X.L., Liu J., Lin R.C., Wang G.L., Du S.S., Liu Z.L. Phenolic compounds and antioxidant activities of Liriope muscari. Molecules. 2012;17:1797–1808. doi: 10.3390/molecules17021797. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • 21.Cheng Z.H., Wu T., Guo Y.L., Yu B.Y., Xu L.S. Two new steroidal glycosides from Liriope muscari. Chin. Chem. Lett. 2006;17:31–34. [Google Scholar]
  • 22.Jiang C.H., Liu Q.Z., Du S.S., Deng Z.W., Liu Z.L. Essential oil composition and insecticidal activity of Evodia lepta (Spreng) Merr. Root barks from China against two grain storage insects. J. Med. Plants Res. 2012;6:3464–3469. [Google Scholar]
  • 23.Liu M.Z., Yu B., Wu X.Y., Hui Y.Z., Fung K.P. Synthesis of (25R)-ruscogenin-1-yl β-d-xylopyranosyl-(1→3)-[β-d-glucopyranosyl-(1→2)]-β-d-fucopyranoside. Carbohydr. Res. 2000;329:745–754. doi: 10.1016/S0008-6215(00)00244-5. [DOI] [PubMed] [Google Scholar]
  • 24.Yu B.Y., Hirai Y., Shoji J., Xu G.J. Comparative studies on the constituents of ophiopogonis tuber and its congeners. VI. Studies on the constituents of the subterranean part of Liriope spicata var. prolifera and L. muscari. (1) Chem. Pharm. Bull. 1990;38:1931–1936. doi: 10.1248/cpb.38.1931. [DOI] [Google Scholar]
  • 25.Yang K., Wang C.F., You C.X., Geng Z.F., Sun R.Q., Guo S.S., Du S.S., Liu Z.L., Deng Z.W. Bioactivity of essential oil of Litsea cubeba from China and its main compounds against two stored product insects. J. Asia-Pac. Entomol. 2014;17:459–466. doi: 10.1016/j.aspen.2014.03.011. [DOI] [Google Scholar]
  • 26.Chu S.S., Liu S.L., Liu Q.Z., Liu Z.L., Du S.S. Composition and toxicity of Chinese Dracocephalum moldavica (Labiatae) essential oil against two grain storage insects. J. Med. Plants Res. 2011;5:4621–4626. [Google Scholar]
  • 27.Zhao N.N., Zhou L.G., Liu Z.L., Du S.S., Deng Z.W. Evaluation of the toxicity of the essential oils of some common Chinese species against Liposcelis bostrychophila. Food Control. 2012;26:486–490. doi: 10.1016/j.foodcont.2012.02.021. [DOI] [Google Scholar]
  • 28.Liu X.C., Zhou L.G., Liu Z.L., Du S.S. Identification of insecticidal constituents of the essential oil of Acorus calamus Rhizomes against Liposcelis bostrychophila Badonnel. Molecules. 2013;18:5684–5696. doi: 10.3390/molecules18055684. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • 29.Liu Z.L., Zhao N.N., Liu C.M., Zhou L.G., Du S.S. Identification of insecticidal constituents of the essential oil of Curcuma wenyujin Rhizomes active against Liposcelis bostrychophila Badonnel. Molecules. 2012;17:12049–12060. doi: 10.3390/molecules171012049. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • 30.Du S.S., Yang K., Wang C.F., You C.X., Geng Z.F., Guo S.S., Deng Z.W., Liu Z.L. Chemical constituents and activities of the essential oil from Myristica fragrans against cigarette beetle Lasioderma serricorne. Chem. Biodivers. 2014;11:1449–1456. doi: 10.1002/cbdv.201400137. [DOI] [PubMed] [Google Scholar]
  • 31.Nerio L.S., Olivero-Verbel J., Stashenko E. Repellent activity of essential oils: A review. Bioresour. Technol. 2010;101:372–399. doi: 10.1016/j.biortech.2009.07.048. [DOI] [PubMed] [Google Scholar]
  • 32.Liu Z.L., Goh S.H., Ho S.H. Screening of Chinese medicinal herbs for bioactivity against Sitophilus zeamais Mostchulsky and Tribolium castaneum (Herbst) J. Stored Prod. Res. 2007;43:290–296. doi: 10.1016/j.jspr.2006.06.010. [DOI] [Google Scholar]
  • 33.Liu Z.L., Chu S.S., Jiang G.H. Insecticidal activity and composition of essential oil of Ostericum sieboldii (Apiaceae) against Sitophilus zeamais and Tribolium castaneum. Rec. Nat. Prod. 2011;5:74–81. [Google Scholar]
  • 34.Jiang Z., Akhtar Y., Bradbury R., Zhang X., Isman M.B. Comparative toxicity of essential oils of Litsea pungens and Litsea cubeba and blends of their major constituents against the cabbage looper, Trichoplusia ni. J. Agric. Food Chem. 2009;57:4833–4837. doi: 10.1021/jf900274r. [DOI] [PubMed] [Google Scholar]
  • 35.Liu Z.L., Ho S.H. Bioactivity of the essential oil extracted from Evodia rutaecarpa Hook f. et Thomas against the grain storage insects, Sitophilus zeamais Motsch. and Tribolium castaneum (Herbst) J. Stored Prod. Res. 1999;35:317–328. doi: 10.1016/S0022-474X(99)00015-6. [DOI] [Google Scholar]
  • 36.Sakuma M. Probit analysis of preference data. Appl. Entomol. Zool. 1998;33:339–347. [Google Scholar]
  • 37.Chaubey M.K. Insecticidal activity of Trachyspermum ammi (Umbelliferae), Anethum graveolens (Umbelliferae) and Nigella sativa (Ranunculaceae) essential oils against stored-product beetle Tribolium castaneum Herbst (Coleoptera: Tenebrionidae) Afr. J. Agric. Res. 2007;2:596–600. [Google Scholar]
  • 38.Adam R.P. Identification of essential oil components by gas chromatography/quadrupole mass spectrometry. J. Am. Soc. Mass Spectrom. 2005;16:1902–1903. doi: 10.1016/j.jasms.2005.07.008. [DOI] [Google Scholar]

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