Insecticidal activity of essential oils to the tobacco cutworm, Spodoptera litura

Twenty-one essential oils were tested for insecticidal activity via topical administration to third instar larvae of the tobacco cutworm, Spodoptera litura. Oils of Satureia hortensis, Thymus serpyllum and Origanum creticum produced >90% larval mortality at 24 h at a dose of 100 microg per larva. The LD(50) value for S. hortensis (48.4 microg) was comparable to that for Thymus vulgaris (46.9 microg). The monoterpenoid phenols thymol and carvacrol, major constituents of the oils of Thymus and Satureia species, likely account for the insecticidal action of the species.     

Chemical composition of the Lippia origanoides essential oils and their antigenotoxicity against bleomycin-induced DNA damage

The present work evaluated the chemical composition of the essential oils (EO) obtained from Lippia origanoides and their DNA protective effect against bleomycin-induced genotoxicity. L. origanoides EO chemical composition was determined by gas chromatography–mass spectrometry (GC–MS). The major compounds of the L. origanoides EOs were thymol (34–58%) and carvacrol (26%). The antigenotoxic effects of the EOs, major compounds and standard compound (epigallocatechin gallate) were assayed in co-incubation procedures using the SOS chromotest in Escherichia coli. Both EOs and their major compounds protected bacterial cells against bleomycin-induced genotoxicity indicating that these two compounds were principally responsible for the antigenotoxicity detected in the oils. Thymol and carvacrol antigenotoxicity was lower than those observed with epigallocatechin gallate. The results were discussed in relation to the chemopreventive potential of L. origanoides EOs and their major components, carvacrol and thymol.     

Influence of saponin plants on the volatile fraction of thyme in herbal teas

Combinations of thyme, cowslip and liquorice roots are often used in the treatment of upper respiratory tract infections. Therefore the volatile fraction of herbal teas prepared from thyme (Thymus vulgaris) and the effect of combining with cowslip (Primula veris/P. elatior) and liquorice roots (Glycyrrhiza glabra) on the volatiles were analyzed. Volatile compounds were isolated by hydrodistillation and solid phase extraction and analyzed by GC-MS. Thymol was also quantified by HPLC. The total amount of volatiles as well the thymol content was decreased with increasing proportions of cowslip or liquorice in the infusion extracts whereas the proportion of monoterpene hydrocarbons increased.     

Thymol attenuates allergic airway inflammation in ovalbumin (OVA)-induced mouse asthma

Thymol, a naturally occurring monocyclic phenolic compound derived from Thymus vulgaris (Lamiaceae), has been reported to exhibit anti-inflammatory property in vivo and vitro. However, the mechanism of thymol is not clear. The aim of the present study was to investigate the effects of thymol on allergic inflammation in OVA-induced mice asthma and explore its mechanism. The model of mouse asthma was established by the induction of OVA. Thymol was orally administered at a dose of 4, 8, and 16 mg/kg body weight 1 h before OVA challenge. At 24 h after the last challenge, mice were sacrificed, and the data were collected by various experimental methods. The results revealed that pretreatment with thymol reduced the level of OVA-specific IgE, inhibited recruitment of inflammatory cells into airway, and decreased the levels of IL-4, IL-5, and IL-13 in BALF. Moreover, the pathologic changes of lung tissues were obviously ameliorated and goblet cell hyperplasia was effectively inhibited by the pretreatment of thymol. In addition, thymol reduced the development of airway hyperresponsiveness and blocked the activation of NF-κB pathway. All data suggested that thymol ameliorated airway inflammation in OVA-induced mouse asthma, possibly through inhibiting NF-κB activation. These findings indicated that thymol may be used as an alternative agent for treating allergic asthma.     

Chemical composition,insecticidal and biochemical effects of essential oils of different plant species from Northern Egypt on the rice weevil,Sitophilus oryzae L.

The extensive use of synthetic insecticides and fumigants for control stored-product insects has led to the development of resistance. Essential oils from aromatic plants may provide proper alternatives to currently used insect control agents. Essential oils from 20 Egyptian plants were obtained by hydrodistillation. The chemical composition of the oils was identified by gas chromatograph/mass spectrometer. Fumigant and contact toxicities of the essential oils were evaluated against Sitophilus oryzae. The inhibitory effects of the essential oils on acetylcholinesterase and adenosine triphosphatases activities were examined. The oils were composed of monoterpene hydrocarbons (i.e., limonene, sabinene, β-pinene and γ-terpinene) and oxygenated monoterpenes (i.e., terpinen-4-ol, β–thujone, 4-terpineol, α-citral and 1,8-cineole) with the exception of the oil of Schinus terebinthifolius which was contained sesquiterpenes, and the oil of Vitex agnus-castus which contained similar amounts of monoterpenes and sesquiterpenes. In the fumigation assay, the oils of Origanum vulgare (LC₅₀ = 1.64 mg/L air), Citrus lemon (LC₅₀ = 9.89 mg/L air), Callistemon viminals (LC₅₀ = 16.17 mg/L air), Cupressus sempervirens (LC₅₀ = 17.16 mg/L air), and Citrus sinensis (LC₅₀ = 19.65 mg/L air) showed high toxicity to S. oryzae. In the contact assay, the oils of Artemisia judaica, C. viminals, and O. vulgare caused the highest toxicity to S. oryzae with LC₅₀ values of 0.08, 0.09, and 0.11 mg/cm², respectively. The oil of A. judaica (I₅₀ = 16.1 mg/L) invoked the highest inhibitory effect on AChE activity, while the oils of C. viminals and O. vulgare were the most potent inhibitors to ATPases activity with I₅₀ values of 4.69 and 6.07 mg/L, respectively. The results indicate that the essential oils of A. Judaica, O. vulgare, C. limon, C. viminals, and C. sempervirens could be applicable to the management of populations of S. oryzae.     

Attractiveness of three weed species to polyphagous predators and their influence on aphid populations in adjacent lettuce cultivations

The utilization of olfactory responses of predators and ­parasitoids to the allelochemicals emitted by phytophagous arthropods and their host plants is becoming more important in biological pest control. The effects of three weed ­species, i.?e. wormwood Artemisia vulgaris L., tansy Tanacetum vulgare L. and stinging nettle Urtica dioica L., which were planted as accompanying vegetations into a lettuce field, were examined for the predatory species Coccinella septempunctata L., Adalia bipunctata (L.), Propylea quatuordecimpunctata (L.) (Coleoptera, Coccinellidae) and Chrysoperla carnea (Steph.) (Neuroptera, Chrysopidae), as well as for aphids during the summer of 2000. The presence of weeds significantly increased the density of adults and larvae of the predators on the lettuce plants in relation to the control (lettuce field without weeds). However, the differences remained smaller for eggs and pupae. C. septempunctata tended to be the most abundant species, followed by P. quatuordecimpunctata. Remarkable differences among the attractiveness levels of the weeds in the 3 treatments were not observed. The increased populations of predators were accompanied by significantly reduced infestation rates with aphids in the treatments in relation to the control. Myzus persicae Sulzer was in general the most abundant aphid species followed by Nasonovia ribisnigri Mosley and Macrosiphum euphorbiae Thomas. The results of the present study are discussed with respect to the management of agroecosystems and the use of weeds in biological control.     

Toxicity of essential oil compounds against diamondback moth,Plutella xylostella,and their impact on detoxification enzyme activities

Essential oils are by-products of plant metabolism that are now known to interfere with basic metabolic, physiological and behavioral functions of insects, thereby having promise for use as pest control agents. Accordingly, four essential oil compounds, thymol, 1,8-cineole, linalool and pulegone, were evaluated against the diamondback moth, Plutella xylostella (Linnaeus) (Lepidoptera: Yponomeutidae), to determine their acute toxicity. Thymol and 1,8-cineole were highly toxic to third instars with a LD₅₀ of 0.22 and 0.41 μg/larva, respectively. Linalool and pulegone were moderately active against this insect species, exhibiting <45 % mortality in up to 15 μg/larva. However, in biorational mixtures pulegone was synergistic to both thymol and 1,8-cineole where the increase in activity was almost twofold. Thymol and 1,8-cineole, though active individually against P. xylostella larvae, were antagonistic as biorational mixtures. Linalool was antagonistic in all combinations. In various assays with detoxification enzymes in treated conditions, there was a significant increase in enzyme levels both in vivo and in vitro. Thymol and 1,8-cineole were the active toxicants against P. xylostella, with significant potential to control this pest as biorational mixtures in a synergistic combination with pulegone. Induction in enzyme levels by these compounds suggests possibilities of resistance, which at present remains a speculation, but cannot be summarily ignored because the induction of enzymes due to involvement of detoxification enzymes in the metabolism of a broad range of xenobiotics and secondary metabolites in plants is well known.     

Contact,fumigant, and cytotoxic activities of thyme and lemongrass essential oils against larvae and an ovarian cell line of the cabbage looper,Trichoplusia ni

The chemical composition of a plant essential oil can be affected by many environmental and biological factors. Understanding the role of individual constituents as well as their interactions to the overall insecticidal bioactivity is prerequisite to the use of essential oils as an alternative to conventional insecticides. In the present study, the chemical compositions of plant essential oils obtained from Thymus vulgaris (thyme) and Cymbopogon citratus (lemongrass) were analyzed by gas chromatography/mass spectrometry, and the insecticidal and cytotoxic activities of individual constituents were evaluated against third instar larvae and an ovarian cell line of Trichoplusia ni. Thymol was the most abundant compound in thyme oil and the primary active constituent in contact and cytotoxicity tests, whereas p-cymene was the most effective compound for fumigant toxicity. In lemongrass oil, citral was identified as the major active and most abundant constituent. A weak correlation between insecticidal activity and cytotoxicity was observed, indicating limitation of the latter as a screening tool for novel insecticides. Although the evaporation of thymol was enhanced at higher temperatures, its contribution to fumigant activity was limited.     

Antibacterial and antifungal activities of (beta)-carboline alkaloids of Peganum harmala (L) seeds and their combination effects

The β-carboline alkaloids of Peganum harmala L were extracted through a bioassay-guided fractionation and their antimicrobial activities were investigated. Results revealed significant differences (P > 0.05) between compounds depending on the microorganism tested and the application method. When examined individually, harmine was the most effective against Proteus vulgaris, Bacillus subtilis and Candida albicans where inhibition zones ranged between 21.2 and 24.7 mm. Potentiality of the alkaloids was increased when applied as binary mixtures suggesting a kind of synergistic interaction with inhibition zones reaching 31.5 mm with the total alkaloidal extract. We recommended the use of such compounds as new antimicrobial biorationals.     

First report on Meloidogyne chitwoodi hatching inhibition activity of essential oils and essential oils fractions

The Columbia root-knot nematode (CRKN), Meloidogyne chitwoodi, is an EPPO A2 type quarantine pest since 1998. This nematode causes severe damage in economically important crops such as potato and tomato, making agricultural products unacceptable for the fresh market and food processing. Commonly used nematicidal synthetic chemicals are often environmentally unsafe. Essential oils (EOs) may constitute safer alternatives against RKN. EOs, isolated from 56 plant samples, were tested against CRKN hatching, in direct contact bioassays. Some of the most successful EOs were fractionated and the hydrocarbon molecules (HM) and oxygen-containing molecules (OCM) fractions tested separately. 24 EOs displayed very strong hatching inhibitions (≥90 %) at 2 µL mL^?1 and were further tested at lower concentrations. Dysphaniaambrosioides, Filipendula ulmaria, Ruta graveolens, Satureja montana and Thymbra capitata EOs revealed the lowest EC₅₀ values (<0.15 µL mL^?1). The main compounds of these EOs, namely 2-undecanone, ascaridol, carvacrol, isoascaridol, methyl salicylate, p-cymene and/or γ-terpinene, were putatively considered responsible for CRKN hatching inhibition. S. montana and T. capitata OCM fractions showed hatching inhibitions higher than HM fractions. The comparison of EO and corresponding fractions EC₅₀ values suggests interactions between OCM and HM fractions against CRKN hatching. These species EOs showed to be potential environmentally friendly CRKN hatching inhibitors; nonetheless, bioactivity should be considered globally, since its HM and OCM fractions may contribute, diversely, to the full anti-hatching activity.     

A comparative study of monoterpenoids and phenylpropanoids from essential oils against stored grain insects: acute toxins or feeding deterrents

The relationship between the acute toxicity and feeding deterrent activity of ten compounds occurring commonly in essential oils was explored in order to determine whether they are acute toxins or antifeedants against stored-grain pests. Simultaneously, the objective was also to demonstrate the comparative efficacy against three post-harvest stored-grain pests. Thymol, carvacrol, eugenol and trans-anethole were specifically toxic, and linalool was a generalist feeding deterrent against all three species studied. Thymol was most toxic to Tribolium castaneum and Rhyzopertha dominica compared to carvacrol and eugenol but was least toxic to Sitophilus oryzae. Similarly, linalool deterred feeding of S. oryzae (FI₅₀ = 0.025 mg/g of the wafer diet), T. castaneum (FI₅₀ = 0.207 mg/g of the wafer diet) and R. dominica (FI₅₀ = 0.482 mg/g of the wafer diet) at different concentrations; R. dominica beetles required about 20 times the concentration to deter feeding compared to S. oryzae and more than twice compared to T. castaneum. Comparison of toxicity and deterrent activity with respective artificial blends as binary mixtures revealed that synergism was not a generalized phenomenon, and the variations were both species as well as blend specific. Individual compound efficacy correlations were not ascertained, which suggests that artificial blends could be prepared to obtain potential mixtures for substantial control of stored-grain insect pests. The present study also implies that the compounds are mostly acute toxins, and whatever inhibition in feeding was obtained could be due to physiological toxicity rather than any interaction with gustatory receptors.     

Penialidins A–C with strong antibacterial activities from Penicillium sp., an endophytic fungus harboring leaves of Garcinia nobilis

Three new polyketides named penialidins A–C (1–3), along with one known compound, citromycetin (4), were isolated from an endophytic fungus, Penicillium sp., harbored in the leaves of the Cameroonian medicinal plant Garcinia nobilis. Their structures were elucidated by means of spectroscopic and spectrometric methods (NMR and HRMSⁿ). The antibacterial efficacies of the new compounds (1–3) were tested against the clinically-important risk group 2 (RG2) bacterial strains of Staphylococcus aureus and Escherichia coli. The ecologically imposing strains of E. coli (RG1), Bacillus subtilis and Acinetobacter sp. BD4 were also included in the assay. Compound 3 exhibited pronounced activity against the clinically-relevant S. aureus as well as against B. subtilis comparable to that of the reference standard (streptomycin). Compound 2 was also highly-active against S. aureus. By comparing the structures of the three new compounds (1–3), it was revealed that altering the substitutions at C-10 and C-2 can significantly increase the antibacterial activity of 1.     

Insecticidal activity of some essential oils against larvae of Spodoptera littoralis

Thirty-four essential oils were tested for insecticidal activity (fumigation or topical application) against larvae Spodoptera littoralis. Twenty essential oils applied by fumigation were highly toxic to the third instar of S. littoralis larvae. Two essential oils Nepeta cataria and Thuja occidentalis were highly toxic, with LC50< or =10.0 ml/m3. Five essential oils Salvia sclarea, Thymus mastichina, Origanum majorana, Pogostemon cablin and Mentha pulegium were toxic with LC50 between 10.1 and 20.0 l ml/m3. Twenty-three essential oils were highly toxic to the third instar of S. littoralis larvae after topical application. Eight essential oils Mentha citrata, N. cataria, S. sclarea, O. vulgare, O. compactum, Melissa officinalis, T. mastichina, and Lavandula angustifolia were highly toxic with LD50 < or =0.05 microl/larvae.     

Effects and mode of action of some plant extracts on certain plant parasitic nematodes

Exposure to standard solution S extract ofPunica granatum, Thymus vulgaris andArtemisia absinthium for 72 h reduced the numbers of active nematodes by 100% forMeloidogyne incognita and by 95.7%, 71.4% and 42.9% forHelicotylenchus dihystera, respectively. Exposure to S/2 dilutions for 72 h reduced nematode motility by 100%, 77.3 and 72.7% forM. incognita, and by 92.9%, 37,1%, and 37,1% forH. dihystera, respectively. As exposure to S and S/2 extracts ofCitrullus colosynthis andRicinus communis reduced nematode motility by less than 32% forM. incognita and by less than 30% forH. dihystera. WhenM. incognita andH. dihystera were transfered to water for 72h, more than 85% of the individuals resumed normal movement at all extract dilutions except S ofA. absinthium andT. vulgaris and S and S/2 ofP. granatum. However, recovery ofM. incognita was more less than that ofH. dihystera. Exposure to S extracts ofP. granatum andT. vulgaris for 30 days reduced egg-hatching ofM. incognita by 100% and by 98.7% for S/2 dilutions. Also, 98.7% reduction in the egg-hatching was obtained by S ofA. absinthium. Extracts ofC. colosynthsis andR. communis gave less egg-hatching inhibition. Acetylcholinesterase (AChE) activity was suppressed by more than 75% inH. dihystera treated with S of each ofP. granatum, T. vulgaris andA. absinthium. However, the former extract gave the highest AChE inhibition (98.7%). When nematodes were treated with oxamyl (Vydate 24%), AChE activity was suppressed by 53.3%. The other extract dilutions suppressed AChE activity by less than 50%.     

NorA efflux pump inhibitory activity of coumarins from Mesua ferrea

The purpose of this investigation was to study the modulator and efflux pump inhibitor activity of coumarins isolated from Mesua ferrea against clinical strains as well as NorA-over expressed strain of Staphylococcus aureus 1199B. Seven coumarins were tested for modulator activity using ethidium bromide (EtBr) as a substrate. Compounds 1, 4–7 modulated the MIC of EtBr by ≥ 2 fold against wild type clinical strains of S. aureus 1199 and S. aureus 1199B, whereas compounds 4–7 modulated the MIC of EtBr by ≥ 16 fold against MRSA 831. Compounds 1, 4–7 also reduced the MIC of norfloxacin by ≥ 8 fold against S. aureus 1199B, and 4–6 reduced the MIC of norfloxacin by ≥ 8 fold against MRSA 831 at half of their MICs. Inhibition of EtBr efflux by NorA-overproducing S. aureus 1199B and MRSA 831 confirmed the role of compounds 4–6 as NorA efflux pump inhibitors (EPI). Dose-dependent activity at sub-inhibitory concentration (6.25 μg/mL) suggested that compounds 4 and 5 are promising EPI compared to verapamil against 1199B and MRSA 831 strains.     

Monoterpenes with antibacterial activities from a Cameroonian medicinal plant Canthium Multiflorum (Rubiaceae)

Investigation of the crude extract obtained from the aerial parts of Canthium multiflorum led to the isolation of a new iridoid (1) together with twelve known compounds. The structures of these compounds were elucidated by interpretation of 1D and 2D NMR spectroscopic data, accurate mass measurements and comparison with analytical data of previously known analogues. Most of the isolated compounds have been reported for the first time from C. multiflorium. The antimicrobial activities of the isolated compounds were evaluated on five different bacterial strains using agar diffusion technique. The Gram-positive bacterium Staphylococcus aureus subsp. aureus (DSM 799), and the Gram-negative bacteria Actinobacter calco-aceticus (DSM 30006), Serratia plymuthica (DSM 4540), Pseudomonas stutzeri (DSM 4166) and Escherichia coli (DSM 1116) were employed for this purpose. The new iridoid, named 6-oxo-genipin (1), demonstrated significant inhibitory activity against all microbial strains tested, especially the pathogen Staphylococcus aureus. In addition, the compounds 3, 4 and 9 exhibited antiplasmodial activity against Plasmodium falciparum strain K1 and weak cytotoxicity against L6 cell lines.     

Studies on diets and population dynamics of the cigarette beetle <Emphasis Type="Italic">Lasioderma serricorne</Emphasis> F. (Col., Anobiidae)

Aromatic spice crops such as coriander, Coriandrum sativum L., and fennel, Foeniculum vulgare L., are among the major seeds exported to the international market. Observations on the stores of these crops revealed differences in their susceptibility to the cigarette beetle, Lasioderma serricorne (F.) (Col., Anobiidae). Coriander seeds proved to be the most appropriate diet for the beetle. The population dynamics of L. serricorne (F.) was determined, showing 3 generations during the period from May to October.     

Plant-derived essential oils affecting settlement and oviposition of Bemisia tabaci (Genn.) biotype B on tomato

The silverleaf whitefly Bemisia tabaci (Genn.) biotype B (Hemiptera: Aleyrodidae) is an economically important pest of tomatoes Solanum lycopersicum (L.), causing irregular ripening on fruits and transmitting several plant pathogenic geminiviruses. The management of this pest is commonly based on repetitive spraying with synthetic pesticides, causing serious environmental damages and increase of resistance by insect population. In the present study, essential oils from the leaves of Artemisia camphorata Vill., Ageratum conyzoides L., Foeniculum vulgare Mill., Lippia alba (Mill.) N. E. Br., Plectranthus neochilus Schltr., and Tagetes erecta L. were investigated for their possible repellent and oviposition-deterrent effects against B. tabaci biotype B on tomato. In a multi-choice assay, P. neochilus essential oil was the most active repellent and oviposition deterrent. Essential oils of A. conyzoides and T. erecta significantly deterred the female B. tabaci biotype B from laying eggs on treated tomato leaflets compared with the control. (E)-Caryophyllene (30.67 %) and the monoterpenes α-pinene (15.02 %) and α-thujene (11.70 %) were identified as the major constituents of the essential oil of P. neochilus. Our findings demonstrated the potential of essential oil of P. neochilus and other oils in the reduction of settlement and oviposition of B. tabaci biotype B on tomato.     

Insecticidal activity of synthetic antioxidants,natural phytochemicals,and essential oils against an <Emphasis Type="Italic">Aspergillus</Emphasis> section <Emphasis Type="Italic">Flavi</Emphasis> vector (<Emphasis Type="Italic">Oryzaephilus surinamensis</Emphasis> L.) in microcosm

The purpose of this study is to investigate the insecticidal activity of two benzoic acids 2(3)-tert-butyl-4 hydroxyanisole (BHA) and 2,6-di(tert-butyl)-p-cresol (BHT); two phenolic acids 3-phenyl-2-propenoic acid (CA) and trans-4-hydroxy-3-methoxycinnamic acid (FA); and two essential oils of Eugenia caryophyllata (clove tree) and Thymus vulgaris (thyme) against Oryzaephilus surinamensis (L.) vector carrier of aflatoxigenic fungi on stored peanut. The weight loss of peanut, susceptibility of insects, Aspergillus isolation frequency from insects and peanut, and aflatoxin B₁ analyses from peanut were determined. BHA, BHT, and BHA/BHT mixture were highly effective against O. surinamensis, these chemical agents give 100% mortality at the doses assayed. Essential oil of thyme at 2,000 and 3,000 ppm were highly effective against O. surinamensis, these concentrations gave 100% mortality. No Aspergillus section Flavi contamination was observed in dead insects collected from peanut treated with BHA/BHT mixture. No differences were observed in the fresh weight of pods peanut among treatments with and without chemical agents. All samples of treated peanut pods showed complete inhibition of this toxin after 120 days of storage. Our results indicate that these substances could be evaluated further for the control of pest vectors of aflatoxigenic fungi of stored peanut.     

Chemical structures of p-menthane monoterpenes with special reference to their effect on seed germination and termite mortality

A series of p-menthane monoterpenes was investigated to confirm any correlation between their bioactivity (effect on seed germination and termite mortality) and chemical structure. The germination percentages of Brassica rapa seeds at a concentration of 0.1 mg/Petri dish of (+)-pulegone, isopulegol, piperitone, (?)-dihydrocarveol, terpinen-4-ol and (?)-menthol were found to be 21.6, 27.3, 27.3, 29.1, 42.9 and 43.4, respectively. The lethal concentration 50 values of carvacrol, (+)-pulegone, thymol, (?)-menthol and (?)-terpinen-4-ol for termites (Reticulitermes speratus) were 0.34, 0.50, 0.65, 0.92 and 1.26 (mg/Petri dish), respectively. Of all the compounds tested, phenols produced the highest levels of termite mortality, with ketones and alcohols also showing bioactivity. An assessment of the bioactivity revealed that the presence of a phenol group was effective for termite mortality, with a carbonyl group also showing strong bioactivity. The presence of an alcohol or isopropyl group in a ring also contributed to the bioactivity, whereas the presence of an isopropenyl group at the same position, however, exhibited an inhibitory effect on seed germination. In conclusion, the bioactivity of the p-menthane monoterpenoids was dependent upon the presence and position of certain functional groups and the degree of saturation in the functional group of the side chain.