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1.
J Ethnopharmacol ; 284: 114755, 2022 Feb 10.
Article in English | MEDLINE | ID: mdl-34673224

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: The paper discusses the traditional ritual, medicinal and insect repellent use of Dysphania schraderiana in Poland, a plant with little ethnobotanical and phytochemical data. Our research suggests that its properties should be further studied comparing it with the related D. botrys and D. ambrosioides. AIM OF THE WORK: D. schraderiana is an aromatic and medicinal annual herb related to D. ambrosioides and D. botrys and practically absent from historical accounts of plant uses in Europe. The aim of this work is to characterise the current use of D. schraderiana in south east Poland on the background of historical Dysphania species use in Europe. MATERIALS AND METHODS: The data on D. schraderiana was collected in 2020, based on interviews with 42 people in rural areas of south-eastern Poland where the species is used today. A range of textual sources were searched including old medicinal herbals, pharmaceutical handbooks, ethnobotanical publications and culinary databases regarding all the uses of Dysphania species in Europe. RESULTS: In the study area D. schraderiana occurs in the whole spectrum of cultivation stages - from being intentionally cultivated to completely wild. The plant is used mainly as an apotropaic and insect repellent, blessed during Catholic church holidays (mainly Assumption Day), and sometimes used as incense in churches (and blessed on Epiphany Day). D. schraderiana rarely occurs in European historical sources, except sometimes classed as a false, inferior form of D. botrys, which has been known for centuries as a moth repellent and treatment for respiratory illness. We hypothesise that the plant was not easily distinguished from D. botrys and their uses strongly overlapped. For some unknown reason the use of D. botrys died out, whereas a relatively large semi-feral population of D. schraderiana exists in south-eastern Poland where it has remained a culturally important plant. CONCLUSIONS: D. schraderiana is a rare case of a non-native plant traditionally used within an area of Europe but previously nearly overlooked in European ethnobotanical literature. Historical uses of Dysphania spp. in other areas of Poland and former Poland (now western Ukraine) suggest that the genus was used more widely in regions beyond the one studied. However, a very compact distribution of use suggests that D. schraderiana may have been brought to SE Poland from a single source outside the study area. Its common name, and use as a holy incense plant, is associated it with the well-known biblical tree resin obtained from Commiphora myrrha (Nees) Engl.


Subject(s)
Amaranthaceae/chemistry , Medicine, Traditional/methods , Plant Preparations/pharmacology , Adult , Aged , Aged, 80 and over , Ceremonial Behavior , Ethnobotany , Ethnopharmacology , Female , Humans , Insect Repellents/isolation & purification , Insect Repellents/pharmacology , Interviews as Topic , Male , Middle Aged , Poland
2.
J Sci Food Agric ; 102(3): 1105-1113, 2022 Feb.
Article in English | MEDLINE | ID: mdl-34322881

ABSTRACT

BACKGROUND: Global warming and the indiscriminate use of pesticides have increased the propagation of the stored-product insect pests, leading to enormous losses in the agriculture and food industries. The most used insect repellents are synthetic derivatives; however, these have an adverse effect on human health as well as on the environment. Therefore, we attempted to find materials with insect repellent activity in natural products. The present study aimed to identify the single chemical component with intense insect repellent activity in extracts from four different Oriental medicinal plant materials: (i) Anethum graveolens L. (dill) seeds; (ii) Artemisia capillaris Thunb. (capillary wormwood) leaves; (iii) smoked Prunus mume Siebold & Zucc. (mume) fruits; and (iv) Rhus javanica L. (galls). RESULTS: As a result of the bioassay-guided fractionation of each extract against the Plodia interpunctella, stored-product insect, the n-hexane fraction of dill seeds extract was confirmed as the optimal fraction between all of the fractions. In total, 32 chemical components were identified from the n-hexane fraction of dill seeds by gas chromatography-mass spectrometry analysis, and the two main components were dillapiole (47.51%) and carvone (26.76%). Of the two components, dillapiole was confirmed as the key component playing an essential role in insect repellent activity. CONCLUSION: Our study suggests that dillapiole has the potential to be used as a natural insect repellent for the control of P. interpunctella infestation in agricultural and food products during distribution and storage. © 2021 Society of Chemical Industry.


Subject(s)
Insect Repellents/isolation & purification , Insect Repellents/pharmacology , Lepidoptera/drug effects , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Plants, Medicinal/chemistry , Anethum graveolens/chemistry , Animals , Artemisia/chemistry , Brucea javanica/chemistry , Gas Chromatography-Mass Spectrometry , Insect Repellents/chemistry , Lepidoptera/physiology , Plant Extracts/chemistry , Prunus/chemistry
3.
Chem Biodivers ; 19(1): e202100608, 2022 Jan.
Article in English | MEDLINE | ID: mdl-34786852

ABSTRACT

A new globoscinic acid derivative, aspertubin A (1) along with four known compounds, were obtained from the co-culture of Aspergillus tubingensis S1120 with red ginseng. The chemical structures of compounds were characterized by using spectroscopic methods, the calculated and experimental electronic circular dichroism. Panaxytriol (2) from red ginseng, and asperic acid (4) showed significant antifeedant effect with the antifeedant rates of 75 % and 80 % at the concentrations of 50 µg/cm2 . Monomeric carviolin (3) and asperazine (5) displayed weak attractant activity on silkworm. All compounds were assayed for antifungal activities against phytopathogens A. tubingensis, Nigrospora oryzae and Phoma herbarum and the results indicated that autotoxic aspertubin A (1) and panaxytriol (2) possessed selective inhibition against A. tubingensis with MIC values at 8 µg/mL. The co-culture extract showed higher antifeedant and antifungal activities against P. herbarum than those of monoculture of A. tubingensis in ordinary medium. So the medicinal plant and endophyte showed synergistic effect on the plant disease resistance by active compounds from the coculture of A. tubingensis S1120 and red ginseng.


Subject(s)
Antifungal Agents/chemistry , Aspergillus/chemistry , Insect Repellents/chemistry , Panax/chemistry , Animals , Antifungal Agents/isolation & purification , Antifungal Agents/pharmacology , Ascomycota/drug effects , Aspergillus/growth & development , Aspergillus/metabolism , Bombyx/drug effects , Bombyx/growth & development , Enediynes/chemistry , Enediynes/isolation & purification , Enediynes/pharmacology , Fatty Alcohols/chemistry , Fatty Alcohols/isolation & purification , Fatty Alcohols/pharmacology , Insect Repellents/isolation & purification , Insect Repellents/pharmacology , Microbial Sensitivity Tests , Molecular Conformation , Panax/growth & development , Panax/metabolism , Phoma/drug effects , Plants, Medicinal/chemistry , Plants, Medicinal/growth & development , Plants, Medicinal/metabolism
4.
PLoS One ; 16(11): e0260281, 2021.
Article in English | MEDLINE | ID: mdl-34843539

ABSTRACT

BACKGROUND: There is a growing need to use green alternative larvicidal control for Aedes larvae compared to chemical insecticides. Substantial reliance on chemical insecticides caused insecticide resistance in mosquito populations. Thus, research for alternate chemical compounds from natural products is necessary to control Aedes larvae. This study explores the analysis of chemical compositions from Areca catechu nut as a potential larvicide for Aedes (Diptera: Culicidae). METHODS: The Areca catechu nut collected from Ipoh, Perak, Malaysia was grounded into powder and used for Soxhlet extraction. The chemical analysis of the extracts and their structures were identified using the GCMS-QP2010 Ultra (Shimadzu) system. National Institute of Standards and Technology (NIST) Chemistry WebBook, Standard Reference Database 69 (https://webbook.nist.gov/chemistry/) and PubChem (https://pubchem.ncbi.nlm.nih.gov/), the two databases used to retrieve the synonyms, molecular formula, molecular weight, and 2-dimensional (2D) structure of chemical compounds. Next, following WHO procedures for larval bioassays, the extracts were used to asses larvicidal activity against early 4th instar larvae of Aedes aegypti and Aedes albopictus. RESULTS: The larvicidal activities were observed against early 4th stage larvae with different concentrations in the range from 200 mg/L to 1600 mg/L. The LC50 and LC95 of Aedes aegypti were 621 mg/L and 2264 mg/L respectively; whereas the LC50 and LC95 of Aedes albopictus were 636 mg/L and 2268 mg/L respectively. Mortality was not observed in the non-target organism test. The analysis using gas chromatography and mass spectrometer recovered several chemical compounds such as Arecaidine, Dodecanoic acid, Methyl tetradecanoate, Tetradecanoic acid , and n-Hexadecanoic acid bioactive components. These chemical constituents were used as additive formulations in pesticides, pest control, insect repellent, and insecticidal agents. CONCLUSIONS: Our study showed significant outcomes from the extract of Areca catechu nut and it deserves further investigation in relation to chemical components and larvicidal actions between different species of Aedes mosquitoes. Even though all these findings are fundamental, it may have some interesting potentials to be developed as natural bio-larvicidal products.


Subject(s)
Aedes/drug effects , Areca/chemistry , Insecticides/toxicity , Nuts/chemistry , Plant Extracts/toxicity , Aedes/physiology , Animals , Insect Control , Insect Repellents/chemistry , Insect Repellents/isolation & purification , Insect Repellents/toxicity , Insecticides/chemistry , Insecticides/isolation & purification , Larva/drug effects , Larva/physiology , Plant Extracts/chemistry , Plant Extracts/isolation & purification
5.
J Ethnopharmacol ; 262: 113124, 2020 Nov 15.
Article in English | MEDLINE | ID: mdl-32730874

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: Dengue is one of the most important pervasive diseases in many regions of the world, including China. There is an urgent need for new repellents, including plant derivatives, due to the resistance, toxicity, and non-degradability of synthetic insecticides. Traditional plant-based remedies may provide potential avenues for developing new strategies. AIMS OF THE STUDY: The aims of this study were to 1) document the traditional mosquitoes repellent plants used by the Dai people of Xishuangbanna, China; 2) screen out new efficient mosquito repellent plants as candidates for further study. MATERIALS AND METHODS: During the period August 2016 to July 2017, five field surveys were conducted in 16 villages of Xishuangbanna. A total of 81 informants (44 males and 37 females) were interviewed using semi-structured questions to collect detailed information on the plants they use to prevent mosquito bites. Ten plants with higher popularity and larger resource were collected and extracts were prepared by hydro-distillation or with petroleum ether. Extracts were tested for adult Aedes albopictus repellency using a human-bait cage. Firstly, repellency was determined as the Minimum Effective Dosage (MED) per minute at which 1% of the mosquito bite through the treated cloth. Secondly, five plant extracts with lower MEDs were tested the repellent longevity of different concentrations. RESULTS: Eighteen plants were documented as being used in traditional remedies against mosquitoes. The methods for controlling mosquitoes were diverse: direct burning was used for most plants (16 species), followed by smearing (5 species), and placing (5 species). Laboratory analyses confirmed that ten plants did exhibit mosquito repellent activity. Of them, Artemisia indica, Nicotiana tabacum, Blumea balsamifera, Vitex trifolia, and Chromolaena odorata showed good mosquito repellency with MEDs of 0.015, 0.061, 0.090, 0.090, and 0.105 mg/cm2, respectively. The protection rate provided by A. indica is also the highest among five plants. Although it provides complete protection time of only 30 min at 0.45 mg/cm2 concentration, its repellency within 2 h is not significantly different from that of DEET. CONCLUSION: Dai villagers in Xishuangbanna have a rich, diverse and scientific knowledge of plant-based mosquito repellents. Laboratory experiments screened out several plants as candidates for mosquito repellents, of which Artemisia indica was the most promising candidate plant.


Subject(s)
Drugs, Chinese Herbal/administration & dosage , Ethnobotany/methods , Insect Bites and Stings/ethnology , Insect Bites and Stings/prevention & control , Insect Repellents/administration & dosage , Surveys and Questionnaires , Adult , Aged , Aged, 80 and over , Animals , China/ethnology , Culicidae , Drugs, Chinese Herbal/isolation & purification , Female , Humans , Insect Repellents/isolation & purification , Male , Middle Aged
6.
Aquat Toxicol ; 222: 105474, 2020 May.
Article in English | MEDLINE | ID: mdl-32259658

ABSTRACT

Larval toxicity of ethanolic extract of C. parvula (Ex-Cp) was prominent in the second and the third instars at the maximum lethal dosage of 100 ppm with 98 and 97 % mortality rate respectively. The LC50 and LC90 was displayed at 43 ppm and 88 ppm dosage respectively. Correspondingly, the sub-lethal dosage (65 ppm) of Ex-Cp significantly alters the carboxylesterase (α and ß), GST and CYP450 enzyme level in both III and IV instar larvae in dose-dependent manner. Similarly, the Ex-Cp displayed significant repellent activity (97 %) with a maximum level of protection time (210 min). Photomicrography assay of Ex-Cp (65 ppm) were toxic to dengue larvae as compared to control. The non-target toxicity of Ex-Cp against the beneficial mosquito predators displayed less toxicity at the maximum dosage of 600 ppm as compared to Temephos. Thus the present research delivers the target and non-target toxicity of red algae C. parvula against the dengue mosquito vector.


Subject(s)
Aedes/drug effects , Dengue , Insect Repellents/pharmacology , Mosquito Vectors/drug effects , Plant Extracts/pharmacology , Rhodophyta/chemistry , Aedes/virology , Animals , Aquatic Organisms/drug effects , Carboxylesterase/metabolism , Dengue/virology , Dose-Response Relationship, Drug , Insect Repellents/isolation & purification , Insect Repellents/toxicity , Larva/drug effects , Larva/enzymology , Lethal Dose 50 , Plant Extracts/isolation & purification , Plant Extracts/toxicity , Water Pollutants, Chemical/toxicity
7.
J Ethnopharmacol ; 248: 112333, 2020 Feb 10.
Article in English | MEDLINE | ID: mdl-31654797

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: The use of Hazomalania voyronii, popularly known as hazomalana, to repel mosquitoes and resist against insect attacks is handed down from generation to generation in Madagascar. In the present study, we investigated the ability of the essential oils (EOs) obtained from the stem wood, fresh and dry bark of H. voyronii to keep important mosquito vectors (Aedes aegypti and Culex quinquefasciatus) away, as well as their toxicity on three insect species of agricultural and public health importance (Cx. quinquefasciatus, Musca domestica and Spodoptera littoralis). MATERIALS AND METHODS: Hydrodistillation was used to obtain EOs from stem wood, fresh and dry bark. The chemical compositions were achieved by gas chromatography-mass spectrometry (GC-MS). Toxicity assays using stem wood and bark EOs were performed on larvae of Cx. quinquefasciatus and S. littoralis, and adults of M. domestica by WHO and topical application methods, respectively. Mosquito repellent activity of the most effective EO, i.e. the bark one, was determined on human volunteers by arm-in-cage tests, and results were compared with that of the commercial repellent N,N-ddiethyl-m-toluamide (DEET). RESULTS: The H. voyronii EOs were characterized by oxygenated monoterpenes with perilla aldehyde (30.9-47.9%) and 1,8-cineole (19.7-33.2%) as the main constituents. The fresh and dry bark EOs were the most active on Cx. quinquefasciatus and S. littoralis larvae, respectively, with LC50/LD50 of 65.5  mg L-1, and 50.5  µg larva-1; the EOs from wood and fresh bark displayed the highest toxicity on M. domestica (LD50 values 60.8 and 65.8 µg adult-1, respectively). Repellence assay revealed an almost complete protection (>80%) from both mosquito species for 30 min when pure fresh bark EO was applied on the volunteers' arm, while DEET 10% repelled >80% of the mosquitoes up to 120 min from application. CONCLUSION: The traditional use of the bark EO to repel insects has been demonstrated although an extended-release formulation based on H. voyronii EOs is needed to increase the repellent effect over time. A wide spectrum of insecticidal activity has been provided as well, suggesting a possible use of H. voyronii EOs in the fabrication of green repellents and insecticides useful to control mosquito vectors and agricultural pests.


Subject(s)
Aedes/drug effects , Culex/drug effects , Hernandiaceae , Houseflies/drug effects , Insect Repellents/pharmacology , Mosquito Control , Oils, Volatile/pharmacology , Plant Bark , Plant Oils/pharmacology , Spodoptera/drug effects , Wood , Aedes/growth & development , Animals , Culex/embryology , DEET/pharmacology , Hernandiaceae/chemistry , Houseflies/growth & development , Humans , Insect Repellents/isolation & purification , Larva/drug effects , Larva/growth & development , Oils, Volatile/isolation & purification , Plant Bark/chemistry , Plant Oils/isolation & purification , Spodoptera/embryology , Time Factors , Wood/chemistry
8.
J Sci Food Agric ; 100(4): 1541-1546, 2020 Mar 15.
Article in English | MEDLINE | ID: mdl-31769025

ABSTRACT

BACKGROUND: Citrus sinensis, Allium sativum, Ocimum basilicum, Mentha spicata, Curcuma longa, Carica papaya, Andrographis paniculata, Azadirachta indica, Cymbopogon citratus and Acorus calamus were compared in the form of extracts of chloroform, hexane and aqueous media for their effectiveness in repelling Tribolium castaneum. Filter paper of 9 cm in diameter was cut into halves. Using a micro-pipette, each extract was applied to one half of the filter paper. The volume applied was kept constant at 0.6 mL per 30 cm2 . The filter paper was dried and reattached leaving a 0.5 cm gap between, in a Petri-plate. Ten adults of T. castaneum were introduced and the repellency was observed after 30, 60 and 180 min. RESULTS: The aqueous extract of C. papaya exhibited the highest repellency (82-97%) followed by that of garlic bulbs (aqueous extract) with 86.67% repellency. Further, gunny bags were sprayed separately using bottle sprayers with the two most effective extracts at a constant volume of 42 mL per 575 cm2 . These treated gunny bags were compared with malathion-treated gunny bags in the insect management unit. The observations were taken after 2, 8 and 24 h. Papaya leaf extract-treated gunny bags showed relative repellent activity similar to that of malathion-treated gunny bags after 24 h of treatment. Thus, gas chromatography-mass spectrometry analysis of aqueous extract of papaya leaves was performed. CONCLUSIONS: It can be concluded that extract of papaya leaves containing 2-methoxy-4-vinylphenol (8.47% peak area) can be used as a repellent biopesticide. © 2019 Society of Chemical Industry.


Subject(s)
Insect Repellents/pharmacology , Plant Extracts/pharmacology , Tribolium/drug effects , Andrographis/chemistry , Animals , Azadirachta/chemistry , Carica/chemistry , Curcuma/chemistry , Cymbopogon/chemistry , Garlic/chemistry , Insect Repellents/chemistry , Insect Repellents/isolation & purification , Mentha spicata/chemistry , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Tribolium/physiology
9.
Sci Rep ; 9(1): 1524, 2019 02 06.
Article in English | MEDLINE | ID: mdl-30728370

ABSTRACT

There is an increased need for improved and affordable insect repellents to reduce transmission of rapidly spreading diseases with high mortality rates. Natural products are often used when DEET cannot be afforded or accessed and when consumers choose not to use a synthetic repellent. The essential oils from two newly bred Nepeta cataria (catnip) plants representing two different chemotypes and their respective isolated nepetalactone isomers were evaluated as mosquito repellents against Aedes aegypti mosquitoes that transmit the Zika and Dengue virus in a one choice landing rate inhibition assay. A dose response curve was generated for each treatment and a time course analysis of repellency was performed over 24 hours with a N. cataria essential oil sample. The results indicate that all essential oil samples and their respective purified nepetalactone isomers were able to achieve greater than 95% repellency. Between two and four hours, the ability to repel more than 95% of the mosquitoes diminished. At the lowest concentrations tested, the nepetalactones and crude essential oil samples were more effective than DEET at reducing the number of mosquito landings.


Subject(s)
Aedes/physiology , Cyclopentane Monoterpenes/pharmacology , Insect Repellents/pharmacology , Nepeta/chemistry , Oils, Volatile/pharmacology , Plant Oils/pharmacology , Pyrones/pharmacology , Aedes/drug effects , Animals , Cyclopentane Monoterpenes/isolation & purification , Female , Insect Repellents/isolation & purification , Oils, Volatile/isolation & purification , Plant Oils/isolation & purification , Pyrones/isolation & purification
10.
Ecotoxicol Environ Saf ; 169: 807-813, 2019 Mar.
Article in English | MEDLINE | ID: mdl-30597779

ABSTRACT

In this work, the essential oils (EO) were extracted from seven typical Chinese herbs, and their repellent and contact toxicities against Tribolium castaneum adults (red flour beetles) were evaluated. The experimental results showed that the above EOs presented the various levels of repellent and contact toxicities. The EOs extracted from A. lancea and A argyi of the Compositae (Asteraceae) family presented obvious repellent effects (Repellency Percentage > 90% at 3.15 nL/cm2 after 4 h exposure) and strong contact toxicity with LD50 values of 5.78 and 3.09 µg/adult respectively. Based on literature researches and screening results, the EO from A. lancea was analyzed by GC-MS and chosen for further identification of bioactive components. Altogether 59 chemical components were identified and 17 of them were recognized as sesquiterpene compounds, accounting for 57.8% of the total weight of the EO. From the identified sesquiterpenes, three individual compounds (ß-eudesmol, hinesol, valencene) were selected for the laboratory bioassays of the toxicity against red flour beetles. It was found that all the three compounds expressed some repellent effects. Although ß-eudesmol (31.2%) and hinesol (5.1%) were identified as main constituents and had been considered to be symbolic characteristics of high medicinal value, valencene (0.3%) showed strong repellent property which could be comparable to that of DEET (N, N­diethyl­3­methylbenzamide), a powerful commercial pesticides, and it had best toxicity with LD50 values of 3.25 (µg/adult) in the contact test. This work may provide toxicity evidence of seven common herbs against red flour beetles, add the information for the development and comprehensive utilization of A. lancea, and will contribute to the application of grain preservation.


Subject(s)
Atractylodes/chemistry , Drugs, Chinese Herbal/chemistry , Insecticides , Tribolium , Animals , Gas Chromatography-Mass Spectrometry , Insect Repellents/chemistry , Insect Repellents/isolation & purification , Insecticides/chemistry , Insecticides/isolation & purification , Oils, Volatile , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification
11.
Chem Biodivers ; 16(2): e1800498, 2019 Feb.
Article in English | MEDLINE | ID: mdl-30512233

ABSTRACT

Zanthoxylum limoncello is a native plant from southern Mexico which is used as a timber source, condiment and as a traditional medicine. Herein, we report on the volatile content of the leaf essential oil and its biological activities. The annual essential oils (2015-2018) contained volatile organic compounds which exhibited a moderate growth inhibitory activity against H. pylori ATCC 53504 (MIC 121.4-139.7 µg mL-1 ), 26695 (MIC 85.5-94.9 µg mL-1 ) and J99 (MIC 94.7-110.4 µg mL-1 ). These hydrodistillates contained 2-undecanone (31.6-36.8 %; MIC 185.3-199.2 µg mL-1 ) and 2-undecenal (25.1-35.7 %; MIC 144.8-111.3 µg mL-1 ) as the most abundant compounds which were partially involved in the anti-H. pylori activity. The human ornithine decarboxylase enzyme (ODC1), which shows increased activity in several cancer types, was non-competitively inhibited (Vmax 2.7>0.8 Kcat s-1 ) by the essential oil of Z. limoncello as well as by 2-undecanone and 2-undecenal in accordance to in vitro kinetic studies. In silico calculations strongly suggest that the carbonyl group of these oxygenated hydrocarbons interacts with both Asn319 and Ala39 at the subunit A of ODC1. Considering that Ala39 is located close to Asn44, a crucial amino acid of the ODC's allosteric site, the non-competitive inhibition of the enzyme by 2-undecanone and 2-undecenal is endorsed. Finally, the essential oil of Z. limoncello and its main volatiles showed a significant (p<0.01) and prolonged repellent effect against Aedes aegypti.


Subject(s)
Oils, Volatile/chemistry , Zanthoxylum/chemistry , Aedes/drug effects , Animals , Binding Sites , Fatty Alcohols/metabolism , Fatty Alcohols/pharmacology , Helicobacter pylori/drug effects , Humans , Insect Repellents/isolation & purification , Insect Repellents/pharmacology , Ketones/metabolism , Ketones/pharmacology , Mexico , Microbial Sensitivity Tests , Oils, Volatile/pharmacology , Ornithine Decarboxylase/drug effects , Plant Leaves/chemistry
12.
Sci Rep ; 8(1): 17857, 2018 12 14.
Article in English | MEDLINE | ID: mdl-30552358

ABSTRACT

Repellents are a main tool to prevent the outbreak of mosquito-borne diseases that represents a threat for millions of people worldwide. Plant-based products are very promising, low-toxic and eco-friendly alternative to synthetic repellents. Here, we performed an olfactory screening of the essential oils (EOs) of Artemisia verlotiorum Lamotte (Asteraceae), Lavandula dentata L. (Lamiaceae), and Ruta chalepensis L. (Rutaceae) for their possible use as ingredients in topical repellents. The EOs smell profiles were then matched with their repellence against the mosquito Aedes albopictus (Skuse) (Diptera Culicidae). To obtain a more complete bioactivity description, we also tested the EOs oviposition deterrence and the larvicidal activity. The best smell profile was associated with A. verlotiorum EO, while R. chalepensis EO showed the lowest overall pleasantness. All the EOs had a significant activity as skin repellent against Ae. albopictus, deterred the oviposition in the field, and exerted a clear larvicidal activity. Beside the best smell profile, A. verlotiorum EO showed also the longest lasting repellent effect, assuring the complete protection of the treated skin against Ae. albopictus for a time 60% longer than the synthetic repellent DEET.


Subject(s)
Aedes/drug effects , Artemisia/chemistry , Behavior, Animal/drug effects , Insect Repellents/pharmacology , Lavandula/chemistry , Oils, Volatile/pharmacology , Rutaceae/chemistry , Animals , Insect Repellents/isolation & purification , Oils, Volatile/isolation & purification , Oviposition/drug effects , Survival Analysis
13.
Molecules ; 23(3)2018 Mar 04.
Article in English | MEDLINE | ID: mdl-29510531

ABSTRACT

Dendranthema indicum var. aromaticum, which is an aromatic plant with a strong and special fragrance throughout the whole plant, is used for the treatment of colds and headaches, and as a mosquito repellant in Shennongjia, Hubei province, China. To analyze the composition of the essential oil from this medicinal herb, we developed a gas chromatography-mass Spectrometry (GC-MS) method including microwave-assisted extraction, hydrodistillation and direct headspace analysis in two different stationary phase columns. In total, 115 volatile compounds were identified, of which 90 compounds were identified using Rxi-5MS and 78 using HP-INNOWAX. Our results revealed that the oil was mainly composed of five categories of compound: oxygenated monoterpenes (28.76-78.10%), oxygenated sesquiterpenes (4.27-38.06%), sesquiterpenes (3.22-11.57%), fatty hydrocarbons (1.65-9.81%) and monoterpenes (0-3.32%). The major constituents are α-thujone, ß-thujone, cis-sabinol, sabinyl acetate and (-)-neointermedeol.However, the essential oil composition in the published literature differs significantly. Therefore, a cluster analysis was carried out using the top ten compositions in the reported literature as well as this study, using Minitab software. To provide detailed information on plant origin, the ITS1-5.8s-ITS2 region was amplified and sequenced (Accession No. MF668250). Besides, in order to provide a macroscopic view of the chemical composition, the biosynthetic pathway of the main components was summarized according to the Kyoto Encyclopedia of Genes and Genomes (KEGG) database and the published literatures.


Subject(s)
Analgesics/isolation & purification , Chrysanthemum/chemistry , DNA, Intergenic/genetics , Insect Repellents/isolation & purification , Liquid-Liquid Extraction/methods , Oils, Volatile/isolation & purification , Analgesics/chemistry , Bicyclic Monoterpenes , Chrysanthemum/classification , Chrysanthemum/genetics , Chrysanthemum/metabolism , DNA, Plant/genetics , Gas Chromatography-Mass Spectrometry , Humans , Insect Repellents/chemistry , Microwaves , Monoterpenes/chemistry , Monoterpenes/isolation & purification , Oils, Volatile/chemistry , Plant Extracts/chemistry , Plants, Medicinal , Sequence Analysis, DNA , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification , Terpenes/chemistry , Terpenes/isolation & purification
14.
Sci Rep ; 7(1): 16643, 2017 11 30.
Article in English | MEDLINE | ID: mdl-29192195

ABSTRACT

The compounds 1,8-cineole and zerumbone (ZER) from the Cyperus rotundus rhizome along with another 11 previously identified rhizome essential oil constituents and α-humulene, which lacks the only carbonyl group present in ZER, as well as binary mixtures of ZER and seven active compounds were tested for repellency to male B. germanica. The results were compared to N,N-diethyl-3-methylbenzamide (deet). In filter-paper choice tests, ZER was the most repellent compound, and α-humulene was ineffective, which indicates that the α,ß-unsaturated carbonyl group of ZER is a prerequisite component for repellency. At 81.5 µg cm-2, enhanced repellency was produced by binary mixtures of ZER and 1,8-cineole, (+)-dihydrocarvone or (R)-(+)-limonene (70:30, 50:50 and 30:70 ratios by weight). These mixtures were very effective against male B. germanica within 24 h and were more repellent than a single compound or deet alone. The optimum ZER content was determined to be more than 50%. In Ebeling choice box tests at 652.4 µg cm-2, these compounds and deet resulted in complete repellency to intact male B. germanica, while they exhibited 35-47% repellency to antennectomized male one. Mixtures formulated from the active constituents of the C. rotundus rhizome could be useful as potential repellents for controlling B. germanica.


Subject(s)
Blattellidae/drug effects , Cyperus/chemistry , Insect Repellents/pharmacology , Rhizome/chemistry , Sesquiterpenes/pharmacology , Animals , Behavior, Animal/drug effects , Chemical Fractionation , Insect Repellents/chemistry , Insect Repellents/isolation & purification , Male , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Extracts/pharmacology , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification
15.
Exp Appl Acarol ; 72(3): 291-302, 2017 Jul.
Article in English | MEDLINE | ID: mdl-28589297

ABSTRACT

Compounds with tick (Ixodes ricinus) repellent properties were isolated from sulfate turpentine consisting of Norway spruce (80%) and Scots pine (20%) from southern Sweden. The turpentine was divided into two fractions by distillation under reduced pressure resulting in one monoterpene hydrocarbon fraction and a residual containing higher boiling terpenoids. The monoterpene fraction was further oxidized with SeO2 to obtain oxygenated monoterpenes with potential tick repellent properties. The oxidized fraction and the high boiling distillation residual were each separated by medium pressure liquid chromatography. The fractions were tested for tick repellency and the compounds in those with highest tick repellency were identified by GC-MS. The fractions with highest repellency contained, mainly (-)-borneol, and mixtures of (+)- and (-)-1-terpineol and terpinen-4-ol. The enantiomers of borneol showed similar tick repellent properties.


Subject(s)
Insect Repellents/pharmacology , Ixodes/drug effects , Plant Extracts/pharmacology , Turpentine/chemistry , Animals , Insect Repellents/isolation & purification , Norway , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Oils/chemistry , Plant Oils/isolation & purification , Plant Oils/pharmacology , Sulfates , Terpenes
16.
J Agric Food Chem ; 64(44): 8352-8358, 2016 Nov 09.
Article in English | MEDLINE | ID: mdl-27744691

ABSTRACT

Hierochloë odorata (L.) P. Beauv. (Poaceae), commonly known as sweetgrass, has documented use as an insect repellent by the Flatheads of Montana and Blackfoot of Alberta. Both the Flatheads of Montana and Blackfoot of Alberta would use braided plant material in a sachet in clothing or burn them from one end as incense, air/clothing freshener, and insect repellent. This study evaluated the insect-repellent properties of this plant using an in vitro mosquito Aedes aegypti feeding bioassay-directed approach to identify the compound(s) responsible for the observed activities. Evaluation of crude extracts produced from H. odorata revealed that the hydrodistillate had the highest level of mosquito biting deterrence. Fractionation of this extract, followed by re-evaluation for mosquito biting deterrence, produced many active fractions, which were evaluated by spectroscopic techniques and determined to contain phytol, coumarin, and 2-methoxy-4-vinylphenol. Phytol and coumarin were both determined to be responsible for the Ae. aegypti biting deterrency. Scientific evidence reported here validates its traditional use as a biting-insect deterrent.


Subject(s)
Aedes/drug effects , Insect Repellents/isolation & purification , Insect Repellents/pharmacology , Poaceae/chemistry , Animals , Coumarins/isolation & purification , Coumarins/pharmacology , Drug Evaluation, Preclinical/methods , Ethnobotany , Female , Guaiacol/analogs & derivatives , Guaiacol/isolation & purification , Guaiacol/pharmacology , Humans , Indians, North American , Oils, Volatile/analysis , Oils, Volatile/chemistry , Phytol/isolation & purification , Phytol/pharmacology , Plant Extracts/chemistry , Plant Extracts/pharmacology , Vinyl Compounds/isolation & purification , Vinyl Compounds/pharmacology
17.
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
18.
Environ Sci Pollut Res Int ; 23(11): 11257-11266, 2016 Jun.
Article in English | MEDLINE | ID: mdl-26924698

ABSTRACT

Mosquitoes are rapidly developing resistance to insecticides that millions of people relied on to protect themselves from the diseases they carry, thereby creating a need to develop new insecticides. Clausena anisata is used traditionally as an insect repellent by various communities in Africa and Asia. For this study, the repellency and adulticidal activities of leaf extracts and compounds isolated from this plant species were evaluated against the yellow fever mosquito, Aedes aegypti. In the topical application assays, using total bites as an indicator, repellency was dose dependent, with the acetone crude extract (15 %) having 93 % repellence and the hexane fraction (7.5 %) 67 % repellence after 3 h. Fractionation resulted in a loss of total repellence. As mosquito-net treating agents, the acetone and hexane extracts of C. anisata, both at 15 %, had average repellences of 46.89 ± 2.95 and 50.13 ± 2.02 %, respectively, 3 h after exposure. The C. anisata acetone extract and its hexane fraction caused mosquito knockdown and eventually death when nebulised into the testing chamber, with an EC50 of 78.9 mg/ml (7.89 %) and 71.6 mg/ml (7.16 %) in the first 15 min after spraying. C. anisata leaf extracts have potential to be included in protection products against mosquitoes due to the repellent and cidal compounds contained therein.


Subject(s)
Aedes/drug effects , Clausena/chemistry , Insect Bites and Stings/prevention & control , Insect Repellents/pharmacology , Plant Extracts/pharmacology , Animals , Guinea Pigs , Insect Repellents/isolation & purification , Plant Extracts/isolation & purification , Plant Leaves/chemistry , South Africa
19.
Sci Rep ; 6: 22140, 2016 Feb 24.
Article in English | MEDLINE | ID: mdl-26907368

ABSTRACT

With the goal of finding a new way to reduce population densities of Bemisia tabaci biotype Q in greenhouses, seven repellent volatile chemicals and their combinations were screened. The mixture of DLCO (D-limonene, citral and olive oil (63:7:30)) had a better cost performance(SC50 = 22.59 mg/ml)to repel whiteflies from settling than the other mixtures or single chemicals. In the greenhouse, in both the choice test and the no-choice tests, the number of adult whiteflies that settled on 1% DLCO-treated tomato plants was significantly lower than those settling on the control plants for the different exposure periods (P < 0.01). In the choice test, the egg amount on the treated tomato plants was significantly lower (P < 0.01) than that on the control plants, but there was no significant difference (P > 0.05) between the number of eggs on treated and control plants in the no-choice test. Compared with the controls, 1% DLCO did not cause significantly statistic mortality rates (P > 0.05) out of different living stages of B. tabaci. The tests for evaluating the repellent efficacy, showed that a slow-releasing bottle containing the mixture had a period of efficacy of 29 days, and the application of this mixture plus a yellow board used as a push-pull strategy in the greenhouse was also effective.


Subject(s)
Hemiptera/drug effects , Insect Repellents/toxicity , Plants/chemistry , Solanum lycopersicum/parasitology , Volatile Organic Compounds/toxicity , Analysis of Variance , Animals , Cyclohexenes/isolation & purification , Cyclohexenes/toxicity , Environment, Controlled , Hemiptera/growth & development , Insect Control/methods , Insect Repellents/isolation & purification , Limonene , Linear Models , Oils, Volatile/isolation & purification , Oils, Volatile/toxicity , Olive Oil/isolation & purification , Olive Oil/toxicity , Parasite Egg Count , Plant Diseases/parasitology , Plant Oils/isolation & purification , Plant Oils/toxicity , Terpenes/isolation & purification , Terpenes/toxicity , Toxicity Tests/methods , Volatile Organic Compounds/isolation & purification
20.
Chem Biodivers ; 12(6): 980-6, 2015 Jun.
Article in English | MEDLINE | ID: mdl-26080743

ABSTRACT

During our screening program for new agrochemicals from traditional medicinal herbs, Dictamnus dasycarpus was found to possess contact toxicity and repellent activity against the cigarette beetle Lasioderma serricorne and the booklouse Liposcelis bostrychophila. The essential oil obtained by hydrodistillation of D. dasycarpus roots was characterized by GC-FID and GC/MS analyses, and the main components identified were syn-7-hydroxy-7-anisylnorbornene (1, 49.9%), 1,3,4,5,6,7-hexahydro-2H-inden-2-one (2, 11.6%), 5,6-diethenyl-1-methylcyclohexene (3, 7.4%), and 3,9-dimethyltricyclo[4.2.1.1(2,5)]dec-3-en-9-ol (4, 6.35%). The D. dasycarpus root oil exhibited strong contact toxicity against L. serricorne adults and L. bostrychophila, with LD50 values of 12.4 µg/adult and 27.2 µg/cm(2), respectively. Moreover, the essential oil also showed strong repellency against both stored-product insects tested.


Subject(s)
Coleoptera/drug effects , Dictamnus/chemistry , Insect Repellents/pharmacology , Insecticides/pharmacology , Oils, Volatile/pharmacology , Plant Roots/chemistry , Animals , China , Dose-Response Relationship, Drug , Insect Repellents/chemistry , Insect Repellents/isolation & purification , Insecticides/chemistry , Insecticides/isolation & purification , Molecular Structure , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Structure-Activity Relationship
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