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1.
Zhongguo Zhong Yao Za Zhi ; 49(4): 942-950, 2024 Feb.
Article in Chinese | MEDLINE | ID: mdl-38621901

ABSTRACT

Scorpio, a commonly used animal medicine in China, is derived from Buthus martensii as recorded in the Chinese Pharmacopoeia. China harbors rich species of Scorpionida and adulterants exist in the raw medicinal material and deep-processed products of Scorpio. The microscopic characteristics of the deep-processed products may be incomplete or lost during processing, which makes the identification difficult. In this study, the maximum likelihood(ML) tree was constructed based on the morphology and cytochrome C oxidase subunit I(COⅠ) to identify the species of Scorpio products. The results showed that the main adulterant of Scorpio was Lychas mucronatus. According to the specific SNP sites in the COⅠ sequence of B. martensii, the stable primers were designed for the identification of the medicinal material and formula granules of Scorpio. The polymerase chain reaction(PCR) at the annealing temperature of 61 ℃ and 30 cycles produced bright specific bands at about 150 bp for both B. martensii and its formula particles and no band for adulterants. The adaptability of the method was investigated, which showed that the bands at about 150 bp were produced for Scorpio medicinal material, lyophilized powder, and formula granules, and commercially available formula granules. The results showed that the established method could be used to identify the adulterants of Scorpio and its formula granules, which could help to improve the quality control system and ensure the safe clinical application of Scorpio formula granules.


Subject(s)
Animals, Poisonous , Drugs, Chinese Herbal , Scorpions , Animals , Polymerase Chain Reaction/methods
2.
Pestic Biochem Physiol ; 195: 105578, 2023 Sep.
Article in English | MEDLINE | ID: mdl-37666583

ABSTRACT

Essential oils (EOs) and their volatile secondary metabolites have been proved to be effective on storage pests control, while restricted on the application due to unclear mechanism. Molecular dynamics (MD) simulations and binding free energies analysis provided an effective approach to reveal mechanism on conformational calculation. In this work, the insecticidal and repellent capacities of Praxelis clematidea and Ageratum houstonianum oils and their main components identified by gas chromatography-mass spectrometry (GC-MS) were scientifically measured. Interestingly, P. clematidea oil exhibited strong fumigant toxicity against Tribolium castaneum (LC50 = 7.07 mg/L air). Moreover, two EOs exhibited over 80% repellent rate against T. castaneum at the highest concentration of 78.63 nL/cm2. Furthermore, hundreds of enzymes related to the regulation of biological processes of T. castaneum were screened to explore the underlying molecular mechanism and develop promising insecticides. Besides, top hits were subjected to MD simulations and binding free energies analysis to elucidate complex inter-molecular stability and affinity over simulated time. The results demonstrated that isolongifolene, δ-cadinene, ß-caryophyllene and caryophyllene oxide were prioritized as they were establishing conserved and stable interactions with residues of nuclear hormone receptor 3 (TcHR3) of T. castaneum, which suggested that the four sesquiterpenes have potential to be promising insecticides on storage pests control.


Subject(s)
Asteraceae , Insect Repellents , Insecticides , Sesquiterpenes , Tribolium , Animals , Insecticides/pharmacology , Sesquiterpenes/pharmacology , Gas Chromatography-Mass Spectrometry
3.
J Toxicol Environ Health A ; 85(14): 591-602, 2022 07 18.
Article in English | MEDLINE | ID: mdl-35435144

ABSTRACT

Tribolium castaneum is one of the most harmful storage pests in the world. The aim of this study was to determine the chemical composition, repellent, and contact activities of Moutan cortex essential oil against this insect pest. In addition, the effects of Moutan cortex were examined on the expressions of three major detoxifying enzyme genes in T. castaneum. Four components were identified in this essential oil by gas chromatography-mass spectrometry (GC-MS), which was predominantly paeonol (99.13%). Paeonol exerted significant repellent activity against T. castaneum, which was more potent than the positive control N.N-diethyl-meta-toluamide (DEET). The most significant contact toxicity was observed at 24 h after exposure to paeonol. Further, quantitative real-time PCR (qRT-PCR) was used to assess expression changes in three detoxification enzyme genes in T. castaneum, including carboxylesterase (CarE), glutathione S-transferase (Gst) and cytochrome P4506BQ8 (Cyp6bq8). Among these, Gst was most highly up-regulated after treatment with paeonol with the highest expression level of 4.9-fold (Rps18 as internal reference gene) greater than control at 24 h following treatment. Data indicated that Gst might play a critical role in metabolic detoxification of toxic xenobiotics. Taken together, our findings might lay a foundation for development of paeonol as a potential natural repellent or pesticide to control storage pests.


Subject(s)
Insect Repellents , Insecticides , Oils, Volatile , Tribolium , Animals , Drugs, Chinese Herbal , Gene Expression , Insect Repellents/chemistry , Insect Repellents/toxicity , Oils, Volatile/toxicity , Paeonia , Tribolium/genetics
4.
Pathogens ; 10(6)2021 May 28.
Article in English | MEDLINE | ID: mdl-34071696

ABSTRACT

Infectious bursal disease virus (IBDV) infection causes pathogenicity and mortality in chickens, leading to huge economic losses in the poultry industry worldwide. Studies of host-virus interaction can help us to better understand the viral pathogenicity. As a highly conservative host factor, heat shock protein 70 (Hsp70) is observed to be involved in numerous viral infections. However, there is little information about the role of chicken Hsp70 (cHsp70) in IBDV infection. In the present study, the increased expression of cHsp70 was observed during IBDV-infected DF-1 cells. Further studies revealed that Hsp70 had similar locations with the viral double-stranded RNA (dsRNA), and the result of pull-down assay showed the direct interaction between cHsp70 with dsRNA, viral proteins (vp)2 and 3, indicating that maybe cHsp70 participates in the formation of the replication and transcription complex. Furthermore, overexpression of cHsp70 promoted IBDV production and knockdown of cHsp70 using small interfering RNAs (siRNA) and reducedviral production, implying the necessity of cHsp70 in IBDV infection. These results reveal that cHsp70 is essential for IBDV infection in DF-1 cells, suggesting that targeting cHsp70 may be applied as an antiviral strategy.

5.
Molecules ; 26(5)2021 Feb 26.
Article in English | MEDLINE | ID: mdl-33652969

ABSTRACT

Cytotoxic flavonoids of Murraya tetramera were investigated in this study. A novel flavonoid and twelve known flavonoids, including seven flavones (1-7), three flavanones (8-10), and three chalcones (11-13) were isolated from the leaves and twigs of Murraya tetramera. Chemical structures were elucidated by NMR combined with MS spectral analysis, and the new compound (6) was confirmed as 3',5'-dihydroxy-5,6,7,4'-tetramethoxyflavone. Furthermore, all the isolated flavonoids were evaluated for their cytotoxicities against murine melanoma cells (B16), and human breast cancer cells (MDA-MB-231) by CCK-8 assay. Among them, compounds 7, 13, and 5 exhibited potent cytotoxic activities against B16 cell lines (IC50 = 3.87, 7.00 and 8.66 µg/mL, respectively). Compounds 5, 13, and 12 displayed potent cytotoxicities against MDA-MB-231 cell lines (IC50 = 3.80, 5.95 and 7.89 µg/mL, respectively). According to the correlation of the structure and activity analysis, 5-hydroxyl and 8-methoxyl substituents of the flavone, 8-methoxyl substituent of the flavanone, and 3',5'-methoxyl substituents of the chalcone could be critical factors of the high cytotoxicity. The results indicated that the active flavonoids have potential to be developed as leading compounds for treating cancers.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Cell Proliferation/drug effects , Flavonoids/pharmacology , Murraya/chemistry , Animals , Antineoplastic Agents, Phytogenic/chemistry , Breast Neoplasms/drug therapy , Breast Neoplasms/pathology , Cell Line, Tumor , Cell Survival/drug effects , Chalcones/chemistry , Chalcones/pharmacology , Female , Flavonoids/chemistry , Humans , Melanoma, Experimental/drug therapy , Melanoma, Experimental/pathology , Mice , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/pharmacology , Plant Leaves/chemistry
6.
Environ Sci Pollut Res Int ; 26(16): 16157-16165, 2019 Jun.
Article in English | MEDLINE | ID: mdl-30972667

ABSTRACT

The essential oil was extracted from the roots of Valeriana officinalis L. by hydrodistillation. The qualitative and quantitative analysis of its chemical constituents was conducted on GC-MS and GC-FID in this study. Seventeen compounds were detected and the major constituents included bornyl acetate (48.2%) and camphene (13.8%). The toxic and repellent effects of the essential oil and its two major constituents were evaluated on Liposcelis bostrychophila and Tribolium castaneum. The results of bioassays indicated that the essential oil showed the promising fumigant and contact toxicity against L. bostrychophila (LC50 = 2.8 mg/L air and LD50 = 50.9 µg/cm2, respectively) and the notable contact effect on T. castaneum (LD50 = 10.0 µg/adult). Meanwhile, the essential oil showed comparable repellent effect on T. castaneum at all testing concentrations. Bornyl acetate and camphene also exhibited strong fumigant and contact toxicity against both species of pests (LC50 = 1.1, 10.1 mg/L air and LD50 = 32.9, 701.3 µg/cm2 for L. bostrychophila; > 126.3, 4.1 mg/L air, and 66.0, 21.6 µg/adult for T. castaneum). Bornyl acetate and camphene showed moderate repellent effect on T. castaneum and conversely showed attractant effect on L. bostrychophila. This work highlights the insecticidal potential of V. officinalis, which has been noted as a traditional medicinal plant.


Subject(s)
Camphanes/pharmacology , Insect Repellents/pharmacology , Oils, Volatile/pharmacology , Terpenes/pharmacology , Valerian/chemistry , Animals , Bicyclic Monoterpenes , Food Storage , Gas Chromatography-Mass Spectrometry , Oils, Volatile/analysis , Oils, Volatile/chemistry , Phthiraptera/drug effects , Tribolium/drug effects
7.
Molecules ; 22(8)2017 Aug 20.
Article in English | MEDLINE | ID: mdl-28825643

ABSTRACT

Sixteen compounds were isolated from the leaves and stems of Murrayatetramera Huang. Based on the NMR and MS spectral results, the structures were determined. It was confirmed that the isolated compounds included three new compounds (9, 10 and 13) and one new natural product (8), which were identified asmurratetra A (9), murratetra B (10), murratetra C (13) and [2-(7-methoxy-2-oxochromen-8-yl)-3-methylbut-2-enyl]3-methylbut-2-enoate (8), respectively. Meanwhile, the repellent activity against Tribolium castaneum was investigated for 13 of these isolated compounds. The results showed that the tested compounds had various levels of repellent activity against T. castaneum. Among them, compounds 1 (4(15)-eudesmene-1ß,6α-diol), 11 (isoferulic acid) and 16 (2,3-dihydroxypropyl hexadecanoate) showed fair repellent activity against T. castaneum. They might be considered as potential leading compounds for the development of natural repellents.


Subject(s)
Insect Repellents/chemistry , Insect Repellents/pharmacology , Murraya/chemistry , Plant Extracts/chemistry , Tribolium/drug effects , Animals , Magnetic Resonance Spectroscopy , Molecular Structure
8.
Nat Prod Res ; 31(10): 1201-1204, 2017 May.
Article in English | MEDLINE | ID: mdl-27563800

ABSTRACT

A screening of Chinese medicinal herbs and wild plants for agrochemicals was carried out; the essential oil of Glycosmis lucida leaves was found to possess significant repellent activity against Tribolium castaneum and Liposcelis bostrychophila. It was found that the main components included elixene (19.81%), spathulenol (10.68%), anethole (12.05%), verbenone (10.32%) followed by ß-caryophyllene (6.87%). The essential oil, anethole and verbenone were strongly repellent against T. castaneum (96, 86 and 94%, respectively, at 15.73 nL cm-2) and L. bostrychophila (100, 68 and 72%, respectively, at 31.58 nL cm-2) after a 2h treatment. The results indicate that anethole and verbenone had the potential to be developed as natural repellents for control of stored product insects.


Subject(s)
Insect Repellents/pharmacology , Oils, Volatile/pharmacology , Rutaceae/chemistry , Allylbenzene Derivatives , Animals , Anisoles/pharmacology , Oils, Volatile/analysis , Tribolium
9.
Nat Prod Res ; 31(7): 791-796, 2017 Apr.
Article in English | MEDLINE | ID: mdl-27739326

ABSTRACT

One sulphur-containing amide (N-[2-(4-Hydroxyphenyl)-ethyl]-3-methanesulfonyl-N-methyl-propionamide) which was isolated from Glycosmis lucida Wall ex Huang had a different NMR profile with this kind of compounds' normal case. Based on the information obtained by nuclear magnetic resonance pectroscopy (NMR) and mass spectrometry (MS), its configurations in solution were investigated. The results indicated that the compound would have two stable configurations in solution as the double bond switched between C-N and C-O in an appropriate rate. This phenomenon was clearly exposed by the one dimension selective NOE (1D-NOE) experiments. This conclusion would play an active role in the structure analysis work of this kind of compounds.


Subject(s)
Rutaceae/chemistry , Amides/chemistry , Magnetic Resonance Spectroscopy/methods , Mass Spectrometry , Molecular Structure , Sulfonamides/chemistry , Sulfur/chemistry
10.
J Oleo Sci ; 65(10): 871-879, 2016 Oct 01.
Article in English | MEDLINE | ID: mdl-27628733

ABSTRACT

Two essential oil samples were obtained from the pericarp of Zanthoxylum bungeanum with the methods of hydrodistillation (HD) and supercritical fluid CO2 extraction (SFE), their chemical components were identified, and their bioactivities against Lasioderma serricorne adults were evaluated. In the process of testing, the two samples showed significant bioactivities against Lasioderma serricorne adults. For an example, the SFE-sample expressed relatively stronger fumigant toxicity on Lasioderma serricorne adults (LC50 = 3.99 µg/mL air) than that of the HD-sample (LC50 = 12.54 µg/mL air). According to GC-MS analysis, the chemical components between two samples were different. The major chemical components for HD included linalool (25.99%), limonene (19.34%), linalyl anthranilate (12.22%), 4-terpinenol (10.49%), eucalyptol (6.53%) and α-terpineol (5.02%), while for SFE included nonanoic acid (21.43%), γ-terpinene (14.51%), eucalyptol (13.45%), α-terpineol (5.83%) and caryophyllene oxide (5.48%). The results showed that different chemical components result in different bioactivities. This work provides theoretical basis for traditional Chinese concept of antagonistic storage, and it also provides important information for the development and comprehensive utilization of Zanthoxylum bungeanum.


Subject(s)
Coleoptera/drug effects , Insect Repellents , Insecticides , Plant Oils , Zanthoxylum/chemistry , Animals , Chromatography, Supercritical Fluid , Distillation , Fatty Acids/analysis , Fatty Acids/isolation & purification , Gas Chromatography-Mass Spectrometry , Insect Repellents/analysis , Insect Repellents/isolation & purification , Insecticides/analysis , Insecticides/isolation & purification , Monoterpenes/analysis , Monoterpenes/isolation & purification , Plant Oils/analysis , Plant Oils/isolation & purification , Sesquiterpenes/analysis , Sesquiterpenes/isolation & purification
12.
Chem Biodivers ; 13(8): 1053-7, 2016 Aug.
Article in English | MEDLINE | ID: mdl-27482698

ABSTRACT

The insecticidal activity and chemical constituents of the essential oil from Ajania fruticulosa were investigated. Twelve constituents representing 91.0% of the essential oil were identified, and the main constituents were 1,8-cineole (41.40%), (+)-camphor (32.10%), and myrtenol (8.15%). The essential oil exhibited contact toxicity against Tribolium castaneum and Liposcelis bostrychophila adults with LD50 values of 105.67 µg/adult and 89.85 µg/cm(2) , respectively. The essential oil also showed fumigant toxicity against two species of insect with LC50 values of 11.52 and 0.65 mg/l, respectively. 1,8-Cineole exhibited excellent fumigant toxicity (LC50  = 5.47 mg/l) against T. castaneum. (+)-Camphor showed obvious fumigant toxicity (LC50  = 0.43 mg/l) against L. bostrychophila. Myrtenol showed contact toxicity (LD50  = 29.40 µg/cm(2) ) and fumigant toxicity (LC50  = 0.50 mg/l) against L. bostrychophila. 1,8-Cineole and (+)-camphor showed strong insecticidal activity to some important insects, and they are main constituents of A. fruticulosa essential oil. The two compounds may be related to insecticidal activity of A. fruticulosa essential oil against T. castaneum and L. bostrychophila.


Subject(s)
Asteraceae/chemistry , Insecta/drug effects , Insecticides/pharmacology , Oils, Volatile/pharmacology , Animals , Dose-Response Relationship, Drug , Insecticides/chemical synthesis , Insecticides/chemistry , Oils, Volatile/chemical synthesis , Oils, Volatile/chemistry
13.
Molecules ; 21(4): 504, 2016 Apr 16.
Article in English | MEDLINE | ID: mdl-27092485

ABSTRACT

The chemical composition of the essential oil from Juniperus formosana leaves and its contact and repellent activities against Tribolium castaneum and Liposcelis bostrychophila adults were investigated. The essential oil of J. formosana leaves was obtained by hydrodistillation and analyzed by GC-MS. A total of 28 components were identified and the main compounds in the essential oil were α-pinene (21.66%), 4-terpineol (11.25%), limonene (11.00%) and ß-phellandrene (6.63%). The constituents α-pinene, 4-terpineol and d-limonene were isolated from the essential oil. It was found that the essential oil exhibited contact activity against T. castaneum and L. bostrychophila adults (LD50 = 29.14 µg/adult and 81.50 µg/cm², respectively). The compound 4-terpineol exhibited the strongest contact activity (LD50 = 7.65 µg/adult). In addition, data showed that at 78.63 nL/cm², the essential oil and the three isolated compounds strongly repelled T. castaneum adults. The compounds α-pinene and d-limonene reached the same level (Class V) of repellency as DEET (p = 0.396 and 0.664) against L. bostrychophila at 63.17 nL/cm² after 2 h treatment. The results indicate that the essential oil and the isolated compounds have potential to be developed into natural insecticides and repellents to control insects in stored products.


Subject(s)
Food Storage , Insect Repellents/chemistry , Juniperus/chemistry , Oils, Volatile/chemistry , Animals , Bicyclic Monoterpenes , Cyclohexane Monoterpenes , Cyclohexenes/chemistry , Cyclohexenes/isolation & purification , Cyclohexenes/pharmacology , Humans , Insect Repellents/isolation & purification , Insect Repellents/pharmacology , Insecticides/chemistry , Insecticides/isolation & purification , Limonene , Monoterpenes/chemistry , Monoterpenes/isolation & purification , Monoterpenes/pharmacology , Oils, Volatile/isolation & purification , Oils, Volatile/pharmacology , Plant Leaves/chemistry , Terpenes/chemistry , Terpenes/isolation & purification , Terpenes/pharmacology , Tribolium/drug effects
14.
Pharmacogn Mag ; 11(44): 675-81, 2015.
Article in English | MEDLINE | ID: mdl-26600710

ABSTRACT

CONTEXT: It was found that the essential oil of Acorus calamus rhizomes showed insecticidal activity. AIM: The aim of this study was to determine the chemical composition of the essential oil from A. calamus rhizomes, evaluate insecticidal and repellant activity against Lasioderma serricorne (LS) and Tribolium castaneum (TC), and to isolate any insecticidal constituents from the essential oil. MATERIALS AND METHODS: Essential oil from A. calamus was obtained by hydrodistillation and analyzed by gas chromatography (GC) flame ionization detector and GC-mass spectrometry. The insecticidal and repellant activity of the essential oil and isolated compounds was tested using a variety of methods. RESULTS: The main components of the essential oil were identified to be isoshyobunone (15.56%), ß-asarone (10.03%), bicyclo[6.1.0]non-1-ene (9.67%), shyobunone (9.60%) and methylisoeugenol (6.69%). Among them, the two active constituents were isolated and identified as shyobunone and isoshyobunone. The essential oil showed contact toxicity against LS and TC with LD50 values of 14.40 and 32.55 µg/adult, respectively. The isolated compounds, shyobunone and isoshyobunone also exhibited strong contact toxicity against LS adults with LD50 values of 20.24 and 24.19 µg/adult, respectively, while the LD50 value of isoshyobunone was 61.90 µg/adult for TC adults. The essential oil, shyobunone and isoshyobunone were strongly repellent (98%, 90% and 94%, respectively, at 78.63 nL/cm(2), after 2 h treatment) against TC. CONCLUSION: The essential oil, shyobunone and isoshyobunone possessed insecticidal and repellant activity against LS and TC.

15.
Nat Prod Commun ; 10(9): 1635-8, 2015 Sep.
Article in English | MEDLINE | ID: mdl-26594776

ABSTRACT

The chemical composition, contact and repellent activities of the essential oil from Murraya microphylla branches and leaves against Lasioderma serricorne adults were determined and six compounds from the essential oil were isolated as well. The essential oil of M microphylla obtained by hydrodistillation was analyzed by gas chromatography-mass spectrometric (GC-MS) analysis; 22 compounds were identified. The main constituents of the essential oil included ß-caryophyllene (18.0%), α-pinene (13.8%), spathulenol (9.5%), α-humulene (6.0%), γ-elemene (5.1%) and zingiberene (4.6%), followed by α-cadinol (3.9%) and caryophyllene oxide (3.8%). Six of these compounds were isolated and fully identified as α-pinene, ß-caryophyllene, α-humulene, caryophyllene oxide, spathulenol and α-cadinol. L. serricorne adults had different sensitivities to the crude essential oil and isolated compounds. α-Humulene exhibited the strongest contact activity against L. serricorne, showing an LD50 value of 13.1 µg adult(-1). However, spathulenol, the crude essential oil and α-cadinol showed stronger contact activity against L. serricorne than caryophyllene oxide and ß-caryophyllene. The essential oil, α-humulene and spathulenol showed comparable repellency against L. serricorne adults at 2 h after exposure, relative to the positive control, DEET. The results demonstrate that the essential oil and isolated compounds exhibited important contact and repellent activities against L. serricorne. Thus, they could become potential natural insecticides or repellents for control of insects in stored products.


Subject(s)
Coleoptera/drug effects , Insect Repellents/pharmacology , Insecticides/pharmacology , Murraya/chemistry , Oils, Volatile/pharmacology , Plant Oils/pharmacology , Animals , Insect Repellents/chemistry , Insecticides/chemistry , Oils, Volatile/chemistry , Plant Oils/chemistry
16.
J Oleo Sci ; 64(12): 1307-14, 2015.
Article in English | MEDLINE | ID: mdl-26582152

ABSTRACT

Amomum maximum Roxb. is a perennial herb distributed in South China and Southeast Asia. The objective of this work was to analyze the chemical constituents and assess insecticidal and repellent activities of the essential oil from Amomum maximum fruits against Tribolium castaneum (Herbst) and Liposcelis bostrychophila (Badonnel). The essential oil was obtained by hydrodistillation and analyzed by gas chromatography-flame ionization detector and gas chromatography-mass spectrometry. The main components of the essential oil were identified to be ß-pinene (23.39%), ß-caryophyllene (16.43%), α-pinene (7.55%), sylvestrene (6.61%) and ç-cadinene (4.19%). It was found that the essential oil of A. maximum fruits possessed contact and fumigant toxicities against T. castaneum adults (LD50 = 29.57 µg/adult and LC(50) = 23.09 mg/L air, respectively) and showed contact toxicity against L. bostrychophila (LD(50) = 67.46 µg/cm(2)). Repellency of the crude oil was also evaluated. After 2 h treatment, the essential oil possessed 100% repellency at 78.63 nL/cm(2) against T. castaneum and 84% repellency at 63.17 nL/cm(2) against L. bostrychophila. The results indicated that the essential oil of A. maximum fruits had the potential to be developed as a natural insecticide and repellent for control of T. castaneum and L. bostrychophila.


Subject(s)
Amomum/chemistry , Insect Repellents , Insecticides , Oils, Volatile/isolation & purification , Oils, Volatile/pharmacology , Plant Oils/isolation & purification , Plant Oils/pharmacology , Tribolium/drug effects , Animals , Asia, Southeastern , Bicyclic Monoterpenes , Bridged Bicyclo Compounds/analysis , Bridged Bicyclo Compounds/isolation & purification , Bridged Bicyclo Compounds/pharmacology , Bridged Bicyclo Compounds/toxicity , China , Distillation/methods , Flame Ionization/methods , Fruit/chemistry , Fumigation , Gas Chromatography-Mass Spectrometry , Lethal Dose 50 , Monoterpenes/analysis , Monoterpenes/isolation & purification , Monoterpenes/pharmacology , Monoterpenes/toxicity , Oils, Volatile/analysis , Oils, Volatile/toxicity , Plant Oils/analysis , Plant Oils/toxicity , Polycyclic Sesquiterpenes , Sesquiterpenes/analysis , Sesquiterpenes/isolation & purification , Sesquiterpenes/pharmacology , Sesquiterpenes/toxicity
17.
Molecules ; 20(9): 15735-47, 2015 Aug 28.
Article in English | MEDLINE | ID: mdl-26343627

ABSTRACT

The chemical composition of the essential oil of Etlingera yunnanensis rhizomes and its contact and repellent activities against Tribolium castaneum (Herbst) and Liposcelis bostrychophila (Badonnel) were investigated. The essential oil obtained from E. yunnanensis rhizomes with hydrodistillation was performed by gas chromatography-flame ionization detection and gas chromatography-mass spectrometry. The main components of the essential oil were identified to be estragole (65.2%), ß-caryophyllene (6.4%), 1,8-cineole (6.4%), limonene (5.2%), and α-pinene (2.4%). It was found that the essential oil of E. yunnanensis rhizomes possessed contact toxicity against T. castaneum and L. bostrychophila (LD50 = 23.33 µg/adult and LD50 = 47.38 µg/cm², respectively). Estragole, 1,8-cineole, and limonene exhibited stronger contact toxicity (LD50 values of 20.41, 18.86, and 13.40 µg/adult, respectively) than ß-caryophyllene (LD50 = 41.72 µg/adult) against T. castaneum adults. Estragole possessed stronger contact toxicity (LD50 = 30.22 µg/cm²) than ß-caryophyllene, 1,8-cineole, and limonene (LD50 values of 74.11, 321.20, and 239.62 µg/adult, respectively) against L. bostrychophila adults. Repellency of the crude oil was also evaluated. The essential oil and constituents possessed strong repellent activity against T. castaneum adults. The four individual constituents showed weaker repellent activity than the essential oil against L. bostrychophila adults. The results indicated that the essential oil of E. yunnanensis rhizomes and the individual constituents had the potential to be developed as a natural insecticide and repellent for the control of T. castaneum and L. bostrychophila.


Subject(s)
Insecta/drug effects , Oils, Volatile/analysis , Oils, Volatile/pharmacology , Zingiberaceae/chemistry , Animals , Insect Repellents/chemistry , Insect Repellents/pharmacology , Insecticides/chemistry , Insecticides/pharmacology , Rhizome/chemistry
18.
J Oleo Sci ; 64(10): 1101-9, 2015.
Article in English | MEDLINE | ID: mdl-26369599

ABSTRACT

The toxic and repellent activities of the essential oil extracted from the leaves of Atalantia guillauminii Swingle were evaluated against three stored product insects, red flour beetles (Tribolium castaneum), cigarette beetles (Lasioderma serricorne) and booklice (Liposcelis bostrychophila). The essential oil obtained by hydrodistillation was investigated by GC-MS. The main constituents of the essential oil were ß-thujene (27.18%), elemicin (15.03%), eudesma-3, 7(11)-diene (9.64%), followed by (-)-4-terpeniol (6.70%) and spathulenol (5.25%). The crude oil showed remarkable contact toxicity against T. castaneum, L. serricorne adults and L. bostrychophila with LD50 values of 17.11, 24.07 µg/adult and 55.83 µg/cm(2) respectively and it also displayed strong fumigant toxicity against T. castaneum, L. serricorne adults with LC50 values of 17.60 and 12.06 mg/L respectively, while weak fumigant toxicity against L. bostrychophila with a LC50 value of 16.75 mg/L. Moreover, the essential oil also exhibited the same level repellency against the three stored product insects, relative to the positive control, DEET. At the same concentrations, the essential oil was more repellent to T. castaneum than to L. serricorne. Thus, the essential oil of A. guillauminii may be potential to be developed as a new natural fumigant/repellent in the control of stored product insects.


Subject(s)
Coleoptera/drug effects , Crops, Agricultural/parasitology , Insect Repellents , Oils, Volatile/chemistry , Oils, Volatile/toxicity , Rutaceae/chemistry , Animals , Dose-Response Relationship, Drug , Lethal Dose 50 , Monoterpenes/analysis , Oils, Volatile/isolation & purification , Plant Leaves/chemistry , Pyrogallol/analogs & derivatives , Pyrogallol/analysis , Sesquiterpenes/analysis , Sesquiterpenes, Eudesmane/analysis
19.
J Oleo Sci ; 64(8): 861-8, 2015.
Article in English | MEDLINE | ID: mdl-26179006

ABSTRACT

In the course of our search for natural bioactive chemicals and investigations on their insecticidal activities from some medicinal plants growing in China, the essential oil derived from the twigs of Zanthoxylum armatum (Rutaceae) was found to possess strong insecticidal activities against two stored-product insects, Lasioderma serricorne and Tribolium castaneum. A total of 32 constituents of the essential oil were identified by GC and GC-MS analysis, and it revealed (E)-anethole (20.5%), 1,8-cineole (14.0%), 2-tridecanone (12.5%), limonene (9.0%) and piperitone (8.0%) as major components, followed by ß-phellandrene (6.3%), ß-pinene (5.1%) and 4-terpineol (4.4%). From the essential oil, five compounds were isolated and identified as (E)-anethole, 1,8-cineole, 2-tridecanone, limonene and piperitone. The results of insecticidal bioassays showed that the essential oil of Z. armatum exhibited strong fumigant toxicity towards L. serricorne and T. castaneum with LC50 values of 13.83 and 4.28 mg/L air, respectively, and also possessed contact toxicity against two insect species with LD50 values of 18.74 and 32.16 µg/adult, respectively. Among the active compounds, piperitone performed the strongest fumigant toxicity against L. serricorne (LC50 = 1.21 mg/L air) and contact toxicity against T. castaneum (LD50 = 3.16 µg/adult). 1,8-Cineole, limonene and piperitone showed similar fumigant toxicity against T. castaneum with LC50 values of 5.47, 6.21 and 7.12 mg/L air, respectively. Meanwhile, L. serricorne was the most sensitive to 2-tridecanone (LD50 = 5.74 µg/adult) in the progress of contact toxicity assay.


Subject(s)
Coleoptera/drug effects , Insecticides , Oils, Volatile/pharmacology , Plant Oils/pharmacology , Zanthoxylum/chemistry , Animals , Chromatography, Gas , Dose-Response Relationship, Drug , Flame Ionization , Food Contamination/prevention & control , Food Storage , Fumigation , Gas Chromatography-Mass Spectrometry , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Oils, Volatile/toxicity , Plant Oils/chemistry , Plant Oils/isolation & purification , Plant Oils/toxicity
20.
Molecules ; 20(5): 7990-9, 2015 May 04.
Article in English | MEDLINE | ID: mdl-25946557

ABSTRACT

This work aimed to investigate chemical composition of essential oils obtained from Zanthoxylum dissitum leaves and roots and their insecticidal activities against several stored product pests, namely the cigarette beetle (Lasioderma serricorne), red flour beetle (Tribolium castaneum) and black carpet beetle (Attagenus piceus). The analysis by GC-MS of the essential oils allowed the identification of 28 and 22 components, respectively. It was found that sesquiterpenoids comprised a fairly high portion of the two essential oils, with percentages of 74.0% and 80.9% in the leaves and roots, respectively. The main constituents identified in the essential oil of Z. dissitum leaves were δ-cadinol (12.8%), caryophyllene (12.7%), ß-cubebene (7.9%), 4-terpineol (7.5%) and germacrene D-4-ol (5.7%), while humulene epoxide II (29.4%), caryophyllene oxide (24.0%), diepicedrene-1-oxide (10.7%) and Z,Z,Z-1,5,9,9-tetramethyl-1,4,7-cycloundecatriene (8.7%) were the major components in the essential oil of Z. dissitum roots. The insecticidal activity results indicated that the essential oil of Z. dissitum roots exhibited moderate contact toxicity against three species of storage pests, L. serricorne,T. castaneum and A. piceus, with LD50 values of 13.8, 43.7 and 96.8 µg/adult, respectively.


Subject(s)
Coleoptera/drug effects , Insecticides/chemistry , Insecticides/pharmacology , Oils, Volatile/chemistry , Oils, Volatile/pharmacology , Plant Leaves/chemistry , Plant Roots/chemistry , Zanthoxylum/chemistry , Animals , Insect Repellents/chemistry , Insect Repellents/pharmacology , Monocyclic Sesquiterpenes , Polycyclic Sesquiterpenes , Sesquiterpenes/chemistry , Sesquiterpenes/pharmacology , Sesquiterpenes, Germacrane/chemistry , Sesquiterpenes, Germacrane/pharmacology , Terpenes/chemical synthesis , Terpenes/chemistry , Terpenes/pharmacology
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