Zhi Wei Deng

Repellent Constituents of Essential Oil of Cymbopogon distans Aerial Parts against Two Stored-Product Insects

The screening for bioactive principles from several Chinese medicinal herbs showed that the essential oil of Cymbopogon distans aerial parts possessed strong repellency against the booklouse, Liposcelis bostrychophila , and the red flour beetle, Tribolium castaneum . A total of 36 components of the essential oil were identified by GC and GC-MS. trans-Geraniol (16.54%), (R)-citronellal (15.44%), (+)-citronellol (11.51%), and α-elemol (9.06%) were the main components of the essential oil followed by β-eudesmol (5.71%) and (+)-limonene (5.05%). From the essential oil, four monoterpenes were isolated by bioassay-guided fractionation. The compounds were identified as limonene, citronellol, citronellal, and trans-geraniol. Geraniol and citronellol were strongly repellent against the booklouse, L. bostrychophila, whereas citronellal and limonene exhibited weak repellency against the booklouse. Geraniol and citronellol exhibited comparable repellency against the booklouse relative to the positive control, DEET. Moreover, geraniol and citronellol exhibited stronger repellency against the red flour beetle than DEET, whereas the two other compounds showed the same level of repellency against the red flour beetle compared with DEET.

Components and Insecticidal Activity against the Maize Weevils of Zanthoxylum schinifolium Fruits and Leaves

In our screening program for new agrochemicals from Chinese medicinal herbs and wild plants, Zanthoxylum schinifolium essential oils were found to possess strong insecticidal activity against the maize weevil Sitophilus zeamais. The essential oils of Z. schinifolium fruits and leaves were extracted via hydrodistillation and investigated by GC and GC-MS. Estragole (69.52%) was the major compound of the essential oil of fresh fruits, followed by linalool (8.63%) and limonene (4.34%) and 94.33% of the total components were monoterpenoids. The main components of the essential oil of fresh leaves were linalool (12.94%), ar-tumerone (8.95%), limonene (6.45%) and elixene (5.43%) and only 50.62% were monoterpenoids. However, the essential oil from purchased fruits contained linalool (33.42%), limonene (13.66%) and sabinene (5.72%), followed by estragole (4.67%), nerol (4.56%) and 4-terpineol (4.27%). Estragole, linalool and sabinene were separated and purified by silica gel column chromatography and preparative thin layer chromatography, and further identified by means of physicochemical and spectrometric analysis. The essential oil from the fresh fruits (LD50 = 15.93 μg/adult) possessed two times more toxicity to the insects compared with that of fresh leaves (LD50 = 35.31 μg/adult). Estragole, linalool and sabinene exhibited contact activity against S. zeamais with LD50 values of 17.63, 13.90 and 23.98 μg/adult, respectively. The essential oils of Z . schinifolium possessed strong fumigant toxicity against S. zeamais adults with LC50 values of 13.19 mg/L (fresh fruits), 24.04 mg/L (fresh leaves) and 17.63 mg/L (purchased fruits). Estragole, linalool and sabinene also exhibited strong fumigant toxicity against the maize weevils with LC50 values of 14.10, 10.46 and 9.12 mg/L, respectively.

Insecticidal activity of essential oil of Carum Carvi fruits from China and its main components against two grain storage insects.

During our screening program for agrochemicals from Chinese medicinal herbs and wild plants, the essential oil of Carum carvi fruits was found to possess strong contact toxicity against Sitophilus zeamais and Tribolium castaneum adults, with LD50 values of 3.07 and 3.29 μg/adult, respectively, and also showed strong fumigant toxicity against the two grain storage insects with LC50 values of 3.37 and 2.53 mg/L, respectively. The essential oil obtained by hydrodistillation was investigated by GC and GC-MS. The main components of the essential oil were identified to be (R)-carvone (37.98%) and D-limonene (26.55%) followed by α-pinene (5.21), cis-carveol (5.01%) and β-myrcene (4.67%). (R)-Carvone and D-limonene were separated and purified by silica gel column chromatography and preparative thin layer chromatography, and further identified by means of physicochemical and spectrometric analysis. (R)-Carvone and D-limonene showed strong contact toxicity against S. zeamais (LD50 = 2.79 and 29.86 μg/adult) and T. castaneum (LD50 = 2.64 and 20.14 μg/adult). (R)-Carvone and D-limonene also possessed strong fumigant toxicity against S. zeamais (LC50= 2.76 and 48.18 mg/L) and T. castaneum adults (LC50= 1.96 and 19.10 mg/L).

Identification of Repellent and Insecticidal Constituents of the Essential Oil of Artemisia rupestris L. Aerial Parts against Liposcelis bostrychophila Badonnel

The aim of this research was to determine the chemical composition and insecticidal and repellent activity of the essential oil of Artemisia rupestris L. aerial parts against the booklice Liposcelis bostrychophila Badonnel and isolation of insecticidal and repellent constituents from the essential oil. The essential oil of A. rupestris was obtained by hydrodistillation and analyzed by GC-MS. A total of 30 components of the essential oil of A. rupestris was identified and the principal compounds in the essential oil were α-terpinyl acetate (37.18%), spathulenol (10.65%), α-terpineol (10.09%), and linalool (7.56%), followed by 4-terpineol (3.92%) and patchoulol (3.05%). Based on bioactivity-guided fractionation, the four active constituents were isolated from the essential oil and identified as α-terpineol, α-terpinyl acetate, 4-terpineol and linalool. The essential oil of A. rupestris exhibited contact toxicity against L. bostrychophila with LD50 value of 414.48 µg/cm2. α-Terpinyl acetate (LD50 = 92.59 µg/cm2) exhibited stronger contact toxicity against booklice than α-terpineol (LD50 = 140.30 µg/cm2), 4-terpineol (LD50 = 211.35 µg/cm2), and linalool (LD50 = 393.16 µg/cm2). The essential oil of A. rupestris (LC50 = 6.67 mg/L air) also possessed fumigant toxicity against L. bostrychophila while the four constituents, 4-terpineol, α-terpineol, α-terpinyl acetate and linalool had LC50 values of 0.34, 1.12, 1.26 and 1.96 mg/L air, respectively. α-Terpinol and α-terpinyl acetate showed strong repellency against L. bostrychophila, while linalool and 4-terpinol exhibited weak repellency. The results indicate that the essential oil of A. rupestris aerial parts and its constituent compounds have potential for development into natural insecticides or fumigants as well as repellents for control of insects in stored grains.

Nematocidal Flavone-C-Glycosides against the Root-Knot Nematode (Meloidogyne incognita) from Arisaema erubescens Tubers

A screening of several Chinese medicinal herbs for nematicidal properties showed that Arisaema erubescens (Wall.) Schott tubers possessed significant nematicidal activity against the root-knot nematode (Meloidogyne incognita). From the ethanol extract, two nematicidal flavone-C-glycosides were isolated by bioassay-guided fractionation. The compounds were identified as schaftoside and isoschaftoside on the basis of their phytochemical and spectral data. Schaftoside and isoschaftoside possessed strong nematicidal activity against M. incognita (LC50 = 114.66 μg/mL and 323.09 μg/mL, respectively) while the crude extract of A. erubescens exhibited nematicidal activity against the root-knot nematode with a LC50 value of 258.11 μg/mL.

Toxicity of Rhododendron anthopogonoides essential oil and its constituent compounds towards Sitophilus zeamais.

The screening of several Chinese medicinal plants for insecticidal principles showed that essential oil of Rhododendron anthopogonoides flowering aerial parts possessed significant toxicity against maize weevils, Sitophilus zeamais. A total of 37 components were identified in the essential oil and the main constituents of the essential oil were 4-phenyl-2-butanone (27.22%), nerolidol (8.08%), 1,4-cineole (7.85%), caryophyllene (7.63%) and γ-elemene (6.10%), followed by α-farnesene (4.40%) and spathulenol (4.19%). Repeated bioactivity-directed chromatographic separation on silica gel columns led us to isolate three compounds, namely 4-phenyl-2-butanone, 1,4-cineole, and nerolidol. 4-Phenyl-2-butanone shows pronounced contact toxicity against S. zeamais (LD50 = 6.98 μg/adult) and was more toxic than either 1,4-cineole or nerolidol (LD50 = 50.86 μg/adult and 29.30 μg/adult, respectively) against the maize weevils, while the crude essential oil had a LD50 value of 11.67 μg/adult. 4-Phenyl-2-butanone and 1,4-cineole also possessed strong fumigant toxicity against the adults of S. zeamais (LC50 = 3.80 mg/L and 21.43 mg/L) while the crude essential oil had a LC50 value of 9.66 mg/L.

Antioxidant Phenolic Compounds from Pu-erh Tea

Eight compounds were isolated from the water extract of Pu-erh tea and their structures were elucidated by NMR and MS as gallic acid (1), (+)-catechin (2), (−)-epicatechin (3), (−)-epicatechin-3-O-gallate (4), (−)-epigallocatechin-3-O-gallate (5), (−)-epiafzelechin-3-O-gallate (6), kaempferol (7), and quercetin (8). Their in vitro antioxidant activities were assessed by the DPPH and ABTS scavenging methods with microplate assays. The relative order of DPPH scavenging capacity for these compounds was compound 8 > compound 7 > compound 1 > compound 6 > compound 4 ≈ compound 5 > compound 2 > VC (reference) > compound 3, and that of ABTS scavenging capacity was compound 1 > compound 2 > compound 7 ≈ compound 8 > compound 6 > compound 5 > compound 4 > VC (reference) > compound 3. The results showed that these phenolic compounds contributed to the antioxidant activity of Pu-erh tea.

Chemical Composition and Nematicidal Activity of Essential Oil of Agastache rugosa against Meloidogyne incognita

The aim of this research was to determine the chemical composition and nematicidal activity of essential oil of Agastache rugosa flowering aerial parts against the root knot nematode, Meloidogyne incognita, and to isolate and identify any nematicidal constituents from the essential oil. The essential oil of A. rugosa aerial parts was obtained by hydrodistillation and analyzed by GC-FID and GC-MS. A total of 37 components of the essential oil were identified, with the principal compounds being methyleugenol (50.51%), estragole (8.55%), and eugenol (7.54%), followed by thymol (3.62%), pulegone (2.56%), limonene (2.49%) and caryophyllene (2.38%). Based on bioactivity-guided fractionation, the three active constituents were isolated from the essential oil and identified as methyleugenol, estragole and eugenol. The essential oil of A. rugosa exhibited strong nematicidal activity against M. incognita, with a LC50 value of 47.3 μg/mL. The components eugenol (LC50 = 66.6 μg/mL) and methyleugenol (LC50 = 89.4 μg/mL) exhibited stronger nematicidal activity against M. incognita (LC50 = 185.9 μg/mL). The results indicate that the essential oil of A. rugosa aerial parts and its constituent compounds have potential for development into natural nematicides for control of the root knot nematode.

Feeding Deterrents against Two Grain Storage Insects from Euphorbia fischeriana

The screening of several Chinese medicinal herbs for insecticidal principles showed that Euphorbia fischeriana roots possessed significant feeding deterrent activity against two stored-product insects (Tribolium castaneum and Sitophilus zeamais). From ethanol extract, four feeding deterrents were isolated by bioassay-guided fractionation. The compounds were identified as jolkinolide B, 12-deoxyphorbol 13-(9Z)-octadecenoate 20-acetate, 17-hydroxyjolkinolide A and B on the basis of their phytochemical and spectral data. Jolkinolide B and 17-hydroxyjolkinolide B possessed strong feeding deterrent activities against S. zeamais (EC50 = 342.1 and 543.9 ppm, respectively) and T. castaneum adults (EC50 = 361.4 and 551.5 ppm, respectively). 17-Hydroxyjolkinolide A and 12-deoxyphorbol 13-(9Z)-octadecenoate 20-acetate A also exhibited feeding deterrent activity against the two grain storage insects with EC50 values of 631.9 and 884.3 ppm for S. zeamais and 656.5 and 1058.4 ppm for T. castaneum adults.

Bioactivity of Essential Oil of Zingiber purpureum Rhizomes and Its Main Compounds against Two Stored Product Insects

ABSTRACT The insecticidal and repellent activities of the essential oil extracted from Zingiber purpureum Roscoe rhizomes were evaluated against Tribolium castaneum (Herbst) and Lasioderma serricorne (L.) adults. During our screening program for agrochemicals from Chinese medicinal herbs and wild plants, the essential oil of Z. purpureum rhizomes was found to possess strong contact toxicity against T. castaneum and L. serricorne adults, with LD50 values of 39.0 and 16.3 µg per adult, respectively, and also showed strong fumigant toxicity against the two grain storage insects with LC50 values of 13.6 and 9.3 mg/liter of air, respectively. The essential oil obtained by hydrodistillation was investigated by gas chromatography-mass spectrometry. The main components of the essential oil were identified to be sabinene (48.1%), terpinen-4-ol (25.1%), and &ggr;-terpinene (6.7%), followed by &agr;-terpinene (4.3%), &bgr;-thujene (3.4%), and &agr;-phellandrene (2.7%). Sabinene, terpinen-4-ol, and &ggr;-terpinene were separated and purified by silica gel column chromatography and preparative thin-layer chromatography. Terpinen-4-ol showed the strongest contact toxicity against T. castaneum and L. serricorne (LD50 = 19.7 and 5.4 µg per adult, respectively) and also the strongest fumigant toxicity against T. castaneum and L. serricorne (LC50 = 3.7 and 1.3 mg/liter of air, respectively). Otherwise, sabinene and terpinen-4-ol were strongly repellent against T. castaneum as well as the essential oil, while &ggr;-terpinene exhibited weaker repellency against T. castaneum compared with the positive control, DEET (N, N-diethyl-3-methylbenzamide). Moreover, only the essential oil exhibited strong repellency against L. serricorne, the three compounds exhibited weaker repellency against L. serricorne relative to DEET.