Antifungal activity of essential oils of Croton species from the Brazilian Caatinga biome

Aims: To find new antifungal agents among essential oils from Brazilian Croton species. Methods and Results: Plant leaves were steam distilled and the obtained essential oils were analyzed by gas chromatography/mass spectroscopy. The main constituents were estragole and anethole for Croton zehntneri, methyl-eugenol and bicyclogermacrene for Croton nepetaefolius and spathulenol and bicyclogermacrene for Croton argyrophylloides. The antifungal activity of essential oils was evaluated against Candida albicans, Candida tropicalis and Microsporum canis by the agar-well diffusion method and the minimum inhibitory concentration (MIC) by the broth microdilution method. Essential oils of Croton species demonstrated better activity against M. canis. Among the three plants C. argyrophylloides showed the best results, with MIC ranging from 9 to 19 μg ml⁻¹. The acute administration of the essential oil up to 3 g kg⁻¹ by the oral route to mice was devoid of overt toxicity. Conclusions: The studied essential oils are active in vitro against the dermatophyte M. canis and present relative lack of acute toxicity in vivo. Significance and Impact of the Study: Because of its antifungal activity and low toxicity, the essential oils of studied Croton species are promising sources for new phytotherapeutic agents to treat dermatophytosis.     

Antimicrobial Browning-Inhibitory Effect of Flavor Compounds in Seaweeds

Since ancient times, the antimicrobial properties of seaweeds have been recognized. However, antimicrobial activities of volatile compounds in seaweeds have not been explored so far. Here, essential oils from seaweeds including green, brown and red algae such as Laminaria japonica, Kjellmaniella crassifolia, Gracilaria verrucosa and Ulva pertusa were prepared by using SDE (simultaneous distillation and extraction) apparatus. Volatile compounds in the essential oils were identified as aldehydes, ketones, carboxylic acids, alcohols and hydrocarbons by comparison of GC-retention times and MS data with those of authentic specimens. Flavor compounds such as (3Z)-hexenal, (2E)-hexenal and (2E)-nonenal in some essential oils showed strong antimicrobial activities against Escherichia coli TG-1, and Erwinia carotovora. Inhibition of browning can be achieved during either of two stages, namely, oxidation reaction by tyrosinase or subsequent non-enzymatic polymerization. Tyrosinase activity was measured by monitoring absorbance at 475 nm originating from dopachrome formed from L-DOPA. Many kinds of aliphatic carboxylic acids, aldehydes and alcohols were used as inhibitors for PPO activity. The results indicated that the α,β-unsaturated carbonyl compounds strongly inhibit tyrosinase activity. When seaweeds are damaged or macerated, the α,β-unsaturated aldehydes such as (2E)-hexenal and (2E)-nonenal are biosynthesized via the corresponding (3Z)-unsaturated aldehydes from linolenic acid and arachidonic acid. The flavor compounds that are formed could be valuable as safe antimicrobial browning-inhibitory agents of edible seaweed origin.     

Antifungal activities of essential oils and their constituents from indigenous cinnamon (Cinnamomum osmophloeum) leaves against wood decay fungi

Cinnamomum osmophloeum Kaneh is one of the hardwood species indigenous to Taiwan that possesses significant antifungal activity. To examine the antifungal activity of leaf essential oils and dominant constituents from C. osmophloeum, the essential oils of leaves from three clones (A, B, and C) collected from Haw-Lin experimental forest were extracted and their components analyzed by gas chromatography. Results from the antifungal tests demonstrated that the essential oils of both B and C leaves had strong inhibitory effects. The antifungal indices of these two leaf oils at 100 ppm against five strains of white rot fungi and four strains of brown rot fungi were all 100%. Cinnamaldehyde, the major compound in C. osmophloeum leaf essential oils, possessed the strongest antifungal activities compared with the other components. Its antifungal indices against both Coriolus versicolor and Laetiporus sulphureus were 100%. The MIC (minimum inhibitory concentration) of cinnamaldehyde against C. versicolor and L. sulphureus was 50 and 75 ppm, respectively. In addition, comparisons of the antifungal indices of cinnamaldehyde's congeners proved that cinnamaldehyde exhibited the strongest antifungal activities.     

Use of some essential oils as post-harvest botanical fungicides in the management of grey mould of grapes caused by Botrytis cinerea

During screening of twenty six essential oils against Botrytis cinerea, the essential oils of the ten plants viz. Chenopodium ambrosioides, Eucalyptus citriodora, Eupatorium cannabinum, Lawsonia inermis, Ocimum canum, O. gratissimum, O. sanctum, Prunus persica, Zingiber cassumunar and Z. officinale were found to exhibit absolute fungitoxic activity (100% growth inhibition). The essential oils of O. sanctum, P. persica and Z. officinale were selected for further investigation because these oils showed lower Minimum Inhibitory Concentration (MIC) as compared to the other fungitoxic oils. The selected oils were subsequently standardized through physico-chemical and fungitoxic properties. The MIC values of O. sanctum, P. persica and Z. officinale were found to be 200, 100 and 100 ppm (mg/l) respectively. The oils showed fungistatic nature at their respective MIC. The oils were thermostable, and exhibited a wide range of fungitoxicity against 15 other post-harvest fungal pathogens. The oils had the potency to withstand high inoculum density. The antifungal potency of oils was found to be greater in comparison to some prevalent synthetic fungicides. Practical applicability of the essential oils was observed in control of grey mould of grapes caused by B. cinerea during storage. The O. sanctum- and P. persica-oil-treated grapes showed enhancement of storage life up to 5 and 4 days respectively. The storage life of Z. officinale-oil-treated grapes was found to be enhanced up to 6 days. The oils did not exhibit any phytotoxic effect on the fruit peel. Therefore, the oils could be recommended as a potential source of ecofriendly botanical fungicide, after long term and wide ranging trials.     

Effect of the antifungal activity of oxygenated aromatic essential oil compounds on the white-rot Trametes versicolor and the brown-rot Coniophora puteana

Essential oils and their constituents have a long history of applications as antimicrobial agents, but their use as wood preservatives has not yet been reported. In this study, 22 essential oil phenols, phenol ethers, and aromatic aldehydes have been tested for their antifungal activity against the wood-decaying fungi Trametes versicolor and Coniophora puteana. Minimal inhibitory concentrations of the selected compounds added to potato dextrose agar (PDA) in defined concentrations were determined by a screening test with the agar dilution method. A significant difference in the tolerance of the tested fungi towards the selected compounds was discovered and attributed to the differences in their metabolic characteristics. The influence of the chemical structure of the tested essential oil compounds on their antifungal activity is also discussed.     

几种典型植物精油的化学成分与其抗菌活性

【目的】植物精油萃取自天然植物, 因具有抗菌活性, 近年来受到广泛关注。论文的目的是分析植物精油的化学成分, 测试其抗菌活性, 并研究其化学成分与抗菌活性之间的联系。【方法】实验选取了肉桂、山苍子、丁香、香茅、迷迭香和大蒜精油等6种典型植物精油, 通过气质联用分析方法研究了其化学组分, 并通过污染食物技术研究了其对黑曲霉和绳状青霉的抗真菌活性, 以及对大肠杆菌和金黄色葡萄球菌的抗细菌活性。【结果】气质联用分析结果表明, 肉桂、山苍子、香茅和迷迭香等4种植物精油的化学成分主要是醛类和醇类, 丁香精油的主要化学成分是丁香油酚, 大蒜精油化学成分基本上都是含硫的醚类, 其中二烯丙基三硫醚(大蒜素)含量最高。抗菌活性结果显示, 不同植物精油的抗菌活性不同, 6种植物精油的抗真菌活性由强到弱依次为: 肉桂>大蒜>丁香>山苍子=香茅>迷迭香, 抗细菌活性由强到弱依次为: 肉桂>山苍子>丁香>香茅=迷迭香>大蒜。【结论】植物精油的抗真菌、细菌活性与其化学组分密切相关, 肉桂、山苍子、香茅和迷迭香等4种精油的抗菌活性可能主要与其化学成分中的醛类和醇类有关, 丁香精油较高的抗菌活性可能主要源于丁香油酚; 大蒜精油具有高效的抗真菌活性主要源于其化学成分中的含硫醚。不同植物精油化学成分不同, 抗真菌、细菌活性也不同, 表明其可能有不同的抗真菌与抗细菌机制。     

Antifungal activities of essential oils applied by dip-treatment on areca palm (Areca catechu) leaf sheath and persistence of their potency upon storage

The antifungal activities of cinnamon oil, clove oil, anise oil, and peppermint oil, and their main components (cinnamaldehyde, eugenol, trans-anethole, and menthol, respectively) against molds identified from areca palm leaf sheath (Mucor dimorphosporus, Penicillium sp., Aspergillus niger, and Rhizopus sp.) were investigated. An agar dilution method was employed to determine the minimum inhibitory concentration (MIC) of essential oils and their main components. Zone inhibition tests and the inhibitory effect of the leaf sheath dip-treated with essential oils against those molds were examined. Major components of essential oils on the leaf sheath during storage were quantified by gas chromatography analysis. The MIC values of essential oils on agar and on the leaf sheath were identical. With an MIC of 50 ??g ml⁻¹, cinnamon oil had the strongest inhibitory effect. At their MICs the oils were capable of providing protection against mold growth on the leaf sheath for at least 12 weeks during storage at 25 °C and 100% RH. Scanning electron microscope examination showed that essential oils prevented spore germination. Except for menthol in peppermint oil, the main components of the essential oils, which were fairly stable over the storage period, largely contributed to the antifungal activity.     

The Effect of Some Natural Essential Oils Against Bovine Mastitis Caused by <Emphasis Type="Italic">Prototheca zopfii</Emphasis> Isolates In Vitro

The aim of the study was to evaluate the effect of essential oils obtained from Thymus vulgaris L., Origanum vulgare L., Origanum majerana L., Mentha × piperita L. and Allium ursinum L. against Prototheca zopfii strains that cause inflammation of the udder (mastitis) in cows. The study was conducted on ten strains derived from milk samples. The microdilution method was used to determine the sensitivity of P. zopfii strains to the studied essential oils, and the disk diffusion method was used to determine the sensitivity to antifungal chemotherapeutics. The plates were incubated for 48 h at 37 °C under aerobic conditions. All strains of algae were sensitive to the essential oils marjoram, thyme and oregano and resistant to mint and garlic oils. MIC values ranged from 0.25 to 1 μl/ml. Marjoram oil demonstrated the greatest activity, and oregano oil the weakest. Among the antifungal agents tested, 90% of strains showed sensitivity to nystatin. One of the tested strains (71/IV) was resistant to all investigated antifungal agents. The tested essential oils are known to have anti-algae activity and can be used as natural agents for prophylaxis in animals, particularly in mastitis-affected cows.     

Essential oils against multidrug resistant gram-negative bacteria

Multi-drug resistant uropathogens are responsible for urinary tract infections. The antibacterial activity of seven essential oils, oregano, thyme, clove, arborvitae, cassia, lemongrass, tea tree) was investigated by agar diffusion method, followed by determination of minimum inhibitory (MIC) and bactericidal (MBC) concentrations against five multidrug resistant isolates namely Pseudomonas aeruginosa, Escherichia coli, Enterobacter cloaceae, Morganella morganii, Proteus mirabilis. Oregano, thyme, cassia had antibacterial activity with inhibition zones ranging 25–39 mm; clove, arborvitae, tea tree and lemongrass 12–15 mm. The essential oils showed antibacterial activities with MICs ranged from 0.005% (w/v) to 0.5% (w/v). Thyme had the same MIC and MBC on all strains. The effects of the vapors of the essential oils were also tested by placing the oils on the underside of the Petri dish lid. Thyme, oregano and cassia essential oils strongly inhibited the growth of the clinical strains of bacteria tested in vapor phase. This study demonstrates the potential of investigated essential oils as natural alternatives for further application in hospital therapies in order to retard or inhibit the bacterial growth. For the first time antibacterial effects of essential oils (clove, arborvitae, tea tree, lemongrass, and cassia) were evaluated against Enterobacter cloaceae and Morganella morganii clinical isolates.     

Chemical Composition and Biological Activity of the Essential Oil of Origanum vulgare ssp. hirtum from Different Areas in the Southern Apennines (Italy)

The chemical composition of the essential oils of Origanum vulgare ssp. hirtum, growing wild in three different localities in the Southern Apennines, was studied by GC‐FID and GC/MS analyses. In total, 103 compounds were identified. The oils were mainly composed of phenolic compounds and all oils belonged to the chemotype carvacrol/thymol. The three essential oils were evaluated for their in vitro phytotoxic activity by determining their influence on the germination and initial radicle elongation of Sinapis arvensis L., Phalaris canariensis L., Lepidium sativum L., and Raphanus sativus L. The seed germination and radicle growth were affected in various degrees. Moreover, the antifungal activity of the three essential oils was assayed against three species causing pre‐ and postharvest fruit decay (Monilinia laxa, M. fructigena, and M. fructicola). At 1000 ppm, the three oils completely inhibited fungal growth. The hemolytic activity of the oils was assayed and showed no effect on the cell membranes of bovine erythrocytes.     

Contact toxicity of Azadirachta indica (Adr. Juss.), Eucalyptus camaldulensis (Dehn.) and Laurus nobilis (L.) essential oils on mortality cotton aphids,Aphis gossypii Glover (Hem.: Aphididae)

Essential oils from three species of plants comprising three plant families were obtained by Clevenger-type water distillation. The major compounds in these essential oils were identified with GC-MS and their insecticidal activity against adult cotton aphid, Aphis gossypii Glover tested with dosage-mortality bioassays. We examined mortality only for viviparous adults because sizeable aphid populations on cucumber (Cucurbitaceae) hosts are largely produced by these wingless, parthenogenic females. Three of the oils were directly applied to aphid females in randomised blocks at 25?±?2?°C and 60?±?5% R.H. and under a L16:D8 photoperiod. Essential oils were mixed with a non-toxic emulsifying agent, Tween 80. Results show adverse contact effects of essential oils studied in the control of cotton aphid. Probit analysis and LC₅₀ at concentrations at different exposures showed aphids were incapacitated and killed by aliphatic aldehydes, phenols and monocyclic terpenes contained in Azadirachta indica, Eucalyptus camaldulensis and Laurus nobilis. LC₅₀ on cotton aphid, for azadirachtin eucalyptus and laurel essential oils were respectively 5389, 9515 and 13730?ppm. In the current study, efficacy in respect to the contact toxicity (LC₅₀) followed the order: A. indica?>?E. camaldulensis?>?L. nobilis after 24?h treatment. Our results show quantitative and qualitative differences in the chemical composition and insecticidal activities of our essential oils. All oils became insect toxic as concentration increased. According to the results, essential oils of all the three plants have the potential to be employed in the pest management programmes that can be used in protection of greenhouse conditions against cotton aphid.     

In vitro efficacy of plant essential oils against Phomopsis azadirachtae – the causative agent of die-back disease of neem

Seven essential oils – Rosemary, Wintergreen, Teatree, Patchouli, Palmarosa, Geranium and Eucalyptus were used to determine the in vitro antifungal activity on Phomopsis azadirachtae. This organism is responsible for the destructive die-back disease of neem. The oils mentioned above were screened using the food poisoning technique. All the seven oils showed considerable antifungal activity against P. azadirachtae. After the conduction of the tests using the oils, the results were such that Wintergreen, Geranium and Palmarosa showed complete or 100% inhibition of mycelial growth at a concentration of 2500 ppm. Among the oils tried, Palmarosa proved to be most potent showing complete inhibition of mycelia at 500 ppm. This really suggests that plant sources possess antifungal activity and can be effectively used to treat and manage plant diseases thereby circumventing the fungal spread in our environment.     

Secondary Metabolites Generated from Saussurea lappa and Ligusticum sinensis Essential Oils by Microwave-Assisted Hydrodistillation: in Silico Molecular Docking and in Vitro Antibacterial Efficacy

In the current study, both the essential oil composition and biological activity of Saussurea lappa and Ligusticum sinensis were investigated by means of microwave-assisted hydrodistillation (MAHD) and characterized by Gas chromatography/mass spectrometry (GC/MS), whereas the antimicrobial efficiency of MAHD essential oils was examined against four pathogens: Staphylococcus aureus, Escherichia coli, Aspergillus niger, and Candida albicans responsible for microbial infections. The goal was to spot synergy and a favorable method that gives essential oils to possibly use as alternatives to common antimicrobial agents for the treatment of bacterial infections using a microdilution assay. S. lappa's 21 compounds were characterized by MAHD extraction. Sesquiterpene lactones (39.7 % MAHD) represented the major components, followed by sesquiterpene dialdehyde (25.50 % MAHD), while L. sinensis's 14 compounds were identified by MAHD extraction. Tetrahydroisobenzofurans (72.94 % MAHD) was the predominant compound class. S. lappa essential oil collection showed the strongest antimicrobial activity with MIC values of 16 μg/ml against all pathogens tested, while L. sinensis showed strong antibacterial activity and moderate antifungal activity with MIC values of 32 μg/ml and 500 μg/ml, respectively. The principal components of both oils, (velleral, eremanthin and neocnidilide), were docked into the bacterial histidine kinase (HK) and the fungal heat shock protein 90 (Hsp90).     

Chemical Composition and Antifungal Activity of the Essential Oils of Lavandula pedunculata (Miller) Cav.

The chemical composition and antifungal activity of the essential oils of Lavandula pedunculata (Miller ) Cav. , harvested in North and Central Portugal, were investigated. The essential oils were isolated by hydrodistillation and analyzed by GC and GC/MS. The minimal‐inhibitory concentration (MIC) and the minimal‐lethal concentration (MLC) of the essential oils and of their major constituents were used to evaluate the antifungal activity against different strains of fungi involved in candidosis, dematophytosis, and aspergillosis. The oils were characterized by a high percentage of oxygenated monoterpenes, the main compounds being 1,8‐cineole (2.4–55.5%), fenchone (1.3–59.7%), and camphor (3.6–48.0%). Statistical analysis differentiated the essential oils into two main types, one characterized by the predominance of fenchone and the other one by the predominance of 1,8‐cineole. Within the 1,8‐cineole chemotype, two subgroups were well‐defined taking into account the percentages of camphor. A significant antifungal activity of the oils was found against dermatophyte strains. The essential oil with the highest content of camphor was the most active with MIC and MLC values ranging from 0.32–0.64 μl/ml.     

Volatile compounds of the green alga, Capsosiphon fulvescens

Essential oils extracted by static vacuum simultaneous distillation–extraction (V-SDE) and conventional SDE from a green alga, Capsosiphon fulvescens, were analyzed by gas chromatography (GC) and GC-mass spectrometry. The essential oil extracted with V-SDE and SDE has totals of 151 and 140 compounds, respectively. A combined total of 208 compounds were identified and 81 volatiles were common in both extracts. These included 8 acids, 28 alcohols, 34 aldehydes, 11 esters, 25 ketones, 19 aliphatic hydrocarbons, 43 branched hydrocarbons, 6 unsaturated hydrocarbons, 19 cyclic hydrocarbons, and 15 miscellaneous. The major volatile compounds of the oil extracted with V-SDE were (E)-β-ionone, octane, (E,E)-2,4-heptadienal, hexadecanoic acid, and β-cyclocitral, while those extracted with SDE were hexadecanoic acid, (Z,Z)-1,5-octadien-3-ol, tetradecanoic acid, (E,E)-2,4-heptadienal, and benzaldehyde. The characteristics of the flavor of the green alga might be contributed by the presence of a large number of aldehydes and ketones. Many of the compounds extracted with SDE might originate from thermal degradation and/or thermal interactions among the constituents in the alga during steam distillation.     

Essential Oils as Biocides for the Control of Fungal Infections and Devastating Pest (Tuta absoluta) of Tomato (Lycopersicon esculentum Mill.)

Thymus capitatus and Tetraclinis articulata essential oils as well their major components (carvacrol and α‐pinene) were evaluated for their antifungal and insecticidal activities. Both oils showed good in vitro antifungal activity against Fusarium oxysporum, Aspergillus niger, Penicillium sp., Alternaria alternata, and Botrytis cinerea, the fungi causing tomato rot. In vivo results indicate the efficacies of both essential oils and carvacrol of reduce postharvest fungal pathogens, such as B. cinerea and Al. alternata that are responsible of black and gray rot of tomato fruit. Disease incidence of Al. alternata and B. cinerea decreased on average from 55% to 80% with essential oil of Th. capitatus and pure carcvacrol, while Te. articulata essential oil exhibited inhibition of fungal growth of 55% and 25% against Al. alternata and B. cinerea, respectively, with concentration of 0.4 μl/l air. The insecticidal activity of Th. capitatus and Te. articulata essential oils exhibited also a good insecticidal activity. At the concentration of 0.2 μl/ml air, the oils caused mortality over 80% for all larval stages of Tuta absoluta and 100% mortality for the first‐instar after 1.5 h only of exposure. α‐Pinene presented lower insecticidal and antifungal activities compared to essential oils of Th. capitatus, Te. articulata and pure carvacrol. Thus, these essential oils can be used as a potential source to develop control agents to manage some of the main pests and fungal diseases of tomato crops.     

Screening for inhibitory activities of essential oils on the growth of Colletotrichum gloeosporioides (Penz.) Penz. & Sacc., the causal agent of leaf spot disease of Murraya koenigii L.

Seven essential oils namely clove, cedar wood, lemongrass, peppermint, eucalyptus, citronella and neem oils were tested for their inhibitory effect on spore germination, growth of germ tube and mycelial growth of Colletotrichum gloeosporioides isolated from diseased Murraya koenigii. All essential oils inhibited the germination and growth of germ tube at different concentrations. However, significant reduction in colony growth was observed with citrus, lemongrass and peppermint oils at 1000, 1500 and 2000 ppm concentrations, respectively. Citrus oil at 1360 ppm inhibited the maximum growth of the fungus followed by lemongrass oil at 1720 ppm and peppermint at 2260 ppm, respectively. The effect of essential oils on mycelial dry weight also showed antifungal activity on the growth of Colletotrichum gloeosporioides. The study revealed the possible utilisation of these essential oils for foliar spray for the management of leaf spot disease of Murraya koenigii.     

PHYTOCHEMICAL STUDIES IN THE FAMILY MALVACEAE. I. COMPARISON OF ESSENTIAL OILS OF SIX SPECIES BY GAS-LIQUID CHROMATOGRAPHY

When the chemical constitution of the essential oils of six species within three genera of the family Malvaceae were investigated, the essential oils of Gossypium hirsutum L. and Cienfuegosia rosei Fryxell were found to contain 67.0 % and 58.2 % hydrocarbons, respectively. Those of Hibiscus lasiocarpus (Cav.) and Callirhoe involucrata (Nutt.) Gray contained equal percentages of hydrocarbons (14 %), but that of Cienfuegosia drummondii (A. Gray) Lewt. contained only 2.9 % hydrocarbons. Beta-bisabolol was the major oxygenated component in G. hirsutum (13.7 %), Hibiscus militaris (Cav.) (55.0 %), and Hibiscus lasiocarpus (32.6 %), but the major constituents in the essential oil of C. involucrata were myrtenal (32.0 %) and trans-2-cis-6-nonadienal (12.0 %), and the major oxygenated component in C. rosei was an unknown sesquiterpene alcohol (17.4 %) with chemical and physical properties resembling those of beta-bisabolol. The concentration of total oil was 150.0 ppm in G. hirsutum; 50.0 ppm in H. militaris; 46.3 ppm in C. rosei; 41.0 ppm in H. lasiocarpus; 25. 4 ppm in C. drummondii; and 10.0 ppm in C. involucrata, all based on wet weight.     

Profiles of the Essential Oils and Headspace Analysis of Volatiles from Mandragora autumnalis Growing Wild in Tunisia

Mandragora autumnalis Bertol . (Solanaceae family), synonym of M. officinalis Mill ., occurs in North Africa and grows natively in Northern and Central Tunisia, in humid to sub‐arid climates. The ripe fruits of mandrake are odiferous with a particular, indescribable, specific odor, shared, to a lesser extent, by the leaves and roots. We carried out an investigation of the essential oils (EOs) and of the aromatic volatiles emitted by fresh leaves, roots and ripe fruits of M. autumnalis growing wild in Central Tunisia. The EOs were obtained from freshly collected plant material by hydrodistillation, while the volatile emissions from the powdered M. autumnalis tissues were sampled by headspace solid phase microextraction (HS‐SPME); both types of samples were analyzed by gas chromatography‐mass spectrometry (GC/MS). Fifty‐one compounds representing 96.2–98.6 % of the total oil compositions were identified in the three tissues and belonged to different chemical classes specifically in 16 esters, 12 alcohols, 12 hydrocarbons, 6 ketones, 3 aldehydes and 3 acids. The main constituents were pentadecanoic acid (34.2 %) and hexadecanol (26.3 %). A total of 78 volatile compounds emanating from M. autumnalis tissues, representing 94.1–96.4 % of the total volatile compositions, were identified: 22 esters, 11 alcohols, 9 aldehydes, 14 ketones, 7 nitrogen, 10 hydrocarbons, 2 lactones, 1 sulfur and 2 ethers. Ethyl hexanoate (12.3 %) and 1,3‐butanediol (12.3 %) were at the highest relative percentages. This study characterizes and distinguishes M. autumnalis from Tunisia and attributes the compounds responsible for the intoxicating and particular odor of fruits. Chemosystematic of Mandragora autumnalis based on the identification of essential oils and headspace volatiles of each of its organ can be used to characterize this species according to its geographic distribution.     

Larvicidal Activity of Essential Oils of Five Apiaceae Taxa and Some of Their Main Constituents Against Culex quinquefasciatus

Apiaceae are aromatic herbs producing essential oils which are used on an industrial scale for various purposes. Notably, Apiaceae essential oils may replace synthetic insecticides keeping most of their efficacy and avoiding environmental pollution and human poisoning. In the present work, we explored the insecticidal potential of the essential oils from five Apiaceae taxa, namely Sison amomum, Echinophora spinosa, Heracleum sphondylium subsp. sphondylium, Heracleum sphondylium subsp. ternatum, and Trachyspemum ammi, as well as their major constituents (sabinene, p‐cymene, terpinolene, myristicin, and thymol), against the filariasis vector Culex quinquefasciatus. For the purpose, the essential oils were obtained by hydrodistillation and their composition was achieved by gas chromatography/mass spectrometry (GC/MS). Their acute toxicity on third instar larvae of C. quinquefasciatus was determined. The two most active essential oils were those from T. ammi fruits and E. spinosa roots, showing LC₅₀ below 20 μl/l and LD₉₀ below 50 μl/l. These oils were dominated by the monoterpene phenol thymol and the phenylpropanoid myristicin, respectively, which showed the strongest larvicidal activity (LC₅₀ of 15.1 and 16.3 μl/l, respectively) among the pure compounds tested. These results showed that Apiaceae may be useful as source of larvicidal compounds to be used for the development of cheap, effective and eco‐friendly insecticidal formulations.