Essential oil composition of Coriandrumsativum seed cultivated in Algeria as food grains protectant

A laboratory study was conducted to determine the efficiency of Coriandrum sativum seed essential oil for Sitophilus granarius control. The bioactivity of the essential oil extracted by hydrodistillation from the seed of C. sativum was assessed under laboratory conditions for it’s biological activity against S. granarius in chickpea grains. The components of the essential oil were identified through GC, and GC–MS. The identity of 17 constituent compounds of the essential oil was confirmed and their relative proportion was determined. Linalool has the highest percentage composition in the C. sativum seed essential oil (73.11%). All essential oil dosages showed a significant level of toxicity to the insect after 5 days.     

Chemical composition and antimicrobial activity of the essential oil of Lippia grandis Schauer (Verbenaceae) from the western Amazon

Lippia grandis Schauer is an aromatic plant that has been used as a spice in Brazilian culinary and in traditional medicine to treat liver disease, disorders of the stomach and throat infections. We determined the chemical composition of the essential oil of L. grandis and evaluated its potential for the treatment of clinically-important pathogenic micro-organisms. The essential oil was obtained by hydrodistillation and analyzed by gas chromatography-mass spectrometry (GC-MS), giving carvacrol (37.12%), ρ-cymene (11.64%), and thymol (7.83%) as the main components. The agar disk diffusion method of the essential oil was effective against 75% of the micro-organisms analyzed, in particular, Staphylococcus aureus, Enterococcus faecalis, and Escherichia coli. The minimum inhibitory concentration was 0.57 mg/ml for E. faecalis and 1.15 mg/ml for all the other strains. The results indicate that the essential oil of L. grandis contains chemical compounds with good potential for the treatment of infections.     

Chemical composition and antimicrobial properties of essential oils of three Australian Eucalyptus species

The chemical composition and antimicrobial properties of the essential oils of three common Australian Eucalyptus species, namely E. olida, E. staigeriana and E. dives were determined by gas chromatography/mass spectrometry and the agar disc diffusion method, respectively. A total of 24 compounds were identified from the essential oil of E. dives, with the dominant compounds being piperitone (40.5%), α-phellandrene (17.4%), p-cymene (8.5%) and terpin-4-ol (4.7%). For E. staigeriana, 29 compounds were identified with 1,8-cineole (34.8%), neral (10.8%), geranial (10.8%), α-phellandrene (8.8%) and methyl geranate (5.2%) being the dominant ones. In contrast, a single compound, (E)-methyl cinnamate, accounted for 99.4% of the essential oils of E. oilda, although 20 compounds were identified. The essential oils displayed a variable degree of antimicrobial activity with E. staigeriana oil showing the highest activity. In general, Gram-positive bacteria were found to be more sensitive to the essential oils than Gram-negative bacteria. Staphylococcus aureus was the most sensitive strain while Pseudomonas aeruginosa was the most resistant.     

Chemical composition and antifungal activity of essential oils from three Himalayan Erigeron species

Three Himalayan Erigeron (Asteraceae) species viz Erigeron mucronatus, Erigeron annuus and Erigeron karwinskianus growing in sub-alpine region revealed occurrence of isomeric polyacetylenic constituents viz., matricaria and lachnophyllum esters which accounted for 83.3%, 69.3% and 30.1% of the essential oils from these species, respectively, in addition to mono- and sesquiterpenoids as minor constituents. The antifungal activity tested by poisoned food (PF) techniques against Fusarium oxysporum, Helminthosporium maydis, Rhizoctonia solani, Alternaria solani and Sclerotinia sclerotiorum demonstrated significant inhibition of the mycelial growth of all strains (p < 0.05). The oils (500 μg/mL) showed significant antifungal effect against tested fungi in the growth inhibition range of 37.6–85.5% with respective IC₅₀ values ranging from 88.8 to 660.0 μg/mL as compared to standard fungicides (100% inhibition) with IC₅₀ value in the range of 32.2–129.4 μg/mL. Significant inhibition of spore germination was noticed for F. oxysporum, Curvularia lunata and Albugo candida which were highly susceptible to E. annuus oil with their IC₅₀ values 120.7, 253.5 and 300.4 μg/mL, respectively. Thus, the results obtained in this study demonstrate the potential of essential oils from Himalayan Erigeron species as non-toxic, eco-friendly and biodegradable natural fungicides.     

The effect of wheat grain composition, cuticular lipids and kernel surface microstructure on feeding, egg-laying, and the development of the granary weevil, Sitophilus granarius (L.)

Adult feeding intensity, oviposition, and larval development of Sitophilus granarius (Coleoptera: Curculionidae) were observed on grain from three Polish wheat varieties (Begra, Korweta, and LGR 896/64a) washed with petroleum ether to remove cuticular lipids. Extraction of lipids did not cause any statistically significant changes in the physicochemical, biochemical and technological (milling, rheological and baking) properties of the wheat grain studied. Wheat grain washed with petroleum ether did not show any visible changes in the surface and morphology of the outer layer of the wheat grain. However, differences were noted in the microstructure of the kernel surface. Grain with a thicker seed coat (LGR 896/64a) was infested at a lower rate than the other varieties. Of the 18 hydrocarbons extracted from the grain surface, three compounds - n-heptacosane (C₂₇), n-nonacosane (C₂₉) and n-hentriacontane (C₃₁) - were found in significant amounts. In general, beetles produced 64-95% less dust and laid 7-16% fewer eggs in kernels from which cuticular lipids had been removed. This implies that these compounds have a major role in food selection and the search for an oviposition site prior to grain infestation.     

Chemical and biological characteristics of Cuminum cyminum and Rosmarinus officinalis essential oils

Essential oils extracted by hydrodistillation from Cuminum cyminum and Rosmarinus officinalis were characterized by means of GC and GC–MS. C. cyminum and R. officinalis contained α-pinene (29.1%, 14.9%), 1,8-cineole (17.9%, 7.43%) and linalool (10.4%, 14.9%), respectively, as the major compounds. C. cyminum oil exhibited stronger antimicrobial activity than did R. officinalis oil against E. coli, S. aureus and L. monocytogenes. Complete death time on exposure to Cuminum cyminum L. and Rosmarinus officinalis L. oils were 20 and 25 min 180 and 240 min and 90 and 120 min for E. coli, S. aureus and L. monocytogenes, respectively. Radical-scavenging and antioxidant properties were tested by means of 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay and the β-carotene bleaching test. These properties were compared to those of Thymus x-porlock essential oil, used as a reference ingredient. The radical scavenging performance of the rosemary oil was better than that of C. cyminum. Results from the antioxidant test were better than those provided by the radical-scavenging activity. C. cyminum and R. officinalis essential oils may be considered as potent agents in food preservation.     

Chemical composition and antimicrobial activity of the essential oils from four Ruta species growing in Algeria

Antimicrobial properties of plants essential oils have been investigated in order to suggest them as potential tools to overcome the microbial drug resistance and the increasing incidence of food borne diseases problems. The aim of this research is to study the antibacterial and antifungal effects of four traditional plants essential oils, Ruta angustifolia, Ruta chalepensis, Ruta graveolens and Ruta tuberculata, against standard bacterial and fungal strains. The chemical compounds of the oils were examined by GC/MS. Results revealed a powerful antifungal activity against filamentous fungi. Aspergillus fumigatus and Cladosporium herbarum are the most sensitive strains to these oils with MIC values less than 3.5 μg ml⁻¹ for certain oils, reaching 7.8 μg ml⁻¹ for other. GC/MS essay exhibited ketones as the most abundant constituent of these oils except for R. tuberculata essential oil which has a completely different composition, monoterpenes alcohols being the most abundant. These compositions explain their potential antifungal activity.     

Phytochemical composition,anti-inflammatory and antitumour activities of four Teucrium essential oils from Greece

The essential oils of four Teucrium species were studied and 150 components, in all, were identified. All oils were rich in sesquiterpenes (50.1–55.8%). Spathulenol and δ-cadinene were the main compounds of Teucrium brevifolium oil; caryophyllene and 4-vinyl guaiacol predominated in Teucrium flavum. Carvacrol and caryophyllene oxide predominated in Teucrium montbretii ssp. heliotropiifolium, while carvacrol and caryophyllene were the most abundant components in Teucrium polium ssp. capitatum. The oil which most effectively inhibited LPS-induced NO production in macrophage cell line RAW 264.7 was that from T. brevifolium (IC₅₀ = 7.1 μg/ml), followed by T. montbretii ssp. heliotropiifolium and T. polium ssp. capitatum (IC₅₀ = 16.5 and 29.4 μg/ml, respectively). The in vitro cytotoxic assay on three human cancer cell lines showed that the most antiproliferative oils were those from T. polium ssp. capitatum and T. montbretii ssp. heliotropiifolium on CACO-2 cell lines (IC₅₀ = 52.7 and 92.2 μg/ml, respectively). The T. brevifolium oil showed a selective cytotoxicity on COR-L23 while significant activity was exerted by T. polium oil on C32.     

Phytochemical composition of the essential oils from three Apiaceae species and their antibacterial effects on food-borne pathogens

Essential oils (EOs) of three Apiaceae species, including Bunium persicum, Cuminum cyminum and Carum copticum, extracted by hydrodistillation, were analyzed by gas chromatography (GC) and GC/mass spectrometry. The main components of EOs of B. persicum were γ-terpinene (44.2%), cuminaldehyde (16.9%), γ-terpinen-7-al (10.5%), and ρ-cymene (8%). The major constituents of Cu. cyminum were cuminaldehyde (30.2%), ρ-cymene (14.1%), γ-terpinene (12.8%), and safranal (9.4%), while those of Ca. copticum were thymol (48.4%), ρ-cymene (21.8%) and γ-terpinene (21.3%). The antibacterial effects of the EOs were assessed on several food-borne pathogens, namely Staphylococcus aureus, Bacillus cereus, Escherichia coli O157:H7, Salmonella enteritidis, and Listeria monocytogenes. The ranges of minimum inhibitory concentration (MIC) of the oils were 0.03–0.5, 0.18–3.0, and 0.37–3.0 mg/ml, respectively, for Ca. copticum, B. persicum and Cu. cyminum. Moreover, the combination of B. persicum and Cu. cyminum EOs confirmed synergistic and additive activities against the pathogens.     

Chemical composition and insecticidal properties of Origanum glandulosum (Desf.) essential oil from Algeria

BACKGROUND: To find natural compounds with insecticidal properties which could be an alternative to synthetic insecticides, oregano essential oil was tested against the insect Rhizopertha dominica devastating stored cereals. RESULTS: Oregano oils were isolated by steam distillation, analysed by gas chromatography and gas chromatography–mass spectrometry and investigated for their insecticidal activities against Rhizopertha dominica. Contact and fumigant toxicities of global oil and three of its fractions recovered respectively after 2 h and after 0–2.5, 2.5–5 and 5–10 min of extraction were tested using the filter paper method. Eighteen components, representing 92.6% of the oil, were identified. The major components were thymol (38.8%), carvacrol (32.9%), p‐cymene (7.9%) and γ‐terpinene (5.1%). Toxicity tests showed that insect mortality increases with the concentration used (0.39%, 0.78%, 1.56%, 3.12% and 6.24%V). For all concentrations, the contact effect of global oil and fraction F₂ was better than the fumigant effect. Whereas fractions F₁ and F₃ were more toxic by fumigation for concentrations lower or equal to 1.56%, their contact effect was more significant for concentrations higher than 1.56%. CONCLUSION: These results suggest that oregano oil has important insecticidal properties and may be useful as a natural grain protectant against Rhizopertha dominica to replace synthetic insecticides. Copyright © 2008 Society of Chemical Industry     

Progress towards a lure to attract three stored product weevils, Sitophilus zeamais Motschulsky, S. oryzae (L.) and S. granarius (L.) (Coleoptera: Curculionidae)

The behavioural responses of Sitophilus granarius, S. oryzae and S. zeamais to synthetic 4S,5R-sitophinone alone and in combination with volatiles from kibbled carob have been investigated with a view to the development of a single lure to attract all three species. Sitophilus zeamais and S. oryzae were shown to respond to 4S,5R-sitophinone at amounts as low as 0.025 ng. Sitophilus granarius gave a significant response to 50 ng 4S,5R-sitophinone. Volatiles from kibbled carob were also shown to attract all three species. This is the first time that attraction of S. zeamais and S. oryzae to carob volatiles has been demonstrated. Fresh lures containing 4S,5R-sitophinone and carob volatiles attracted significantly more insects in pitfall bioassays for all three species than when either component was used alone. However, after 6 weeks a significant increase in response compared to the control was found only for S. oryzae and S. zeamais. The effect of insect age on response to the pheromone and carob volatiles was also studied for all three species. The response to carob volatiles decreased with increasing insect age for all three species. A significant response to 4S,5R-sitophinone was found only for 1-2-day-old adults of S. oryzae and S. zeamais but for all ages tested of S. granarius. The effect of the combination of pheromone and carob volatiles also decreased with increasing insect age.     

Comparative chemical composition,free radical-scavenging and cytotoxic properties of essential oils of six Stachys species from different regions of the Mediterranean Area

The chemical composition of essential oils of six Stachys species, S. cretica L. ssp. vacillans Rech. fil., S. germanica L., S. hydrophila Boiss., S. nivea Labill., S. palustris L. and S. spinosa L., obtained by hydrodistillation, was studied by GC and GC–MS. All the oils have in common a great percentage of fatty acids and esters (24.2–58.5%) and a high amount of sesquiterpenes (16–35.9%), with the exception of the oil from S. palustris, which consisted mainly of carbonylic compounds (25.4%). The antioxidant activity by DPPH test and the antiproliferative activity on a series of human cancer cell lines (C32, amelanotic melanoma and ACHN, renal cell adenocarcinoma) were investigated for all the oils. S. palustris,S. cretica and S. hydrophila showed the highest antiradical effect, with IC₅₀ values of 0.482, 0.652 and 0.664 mg/ml, respectively. The most antiproliferative essential oil against C32 cell line was the oil of S. germanica with a 77% of inhibition at a concentration of 100 μg/ml. S. germanica, S. palustris and S. spinosa showed the most antiproliferative activity on ACHN cell line, at a concentration of 100 μg/ml,with 81%, 77% and 73% inhibition, respectively.     

Acaricidal activity of fennel seed oils and their main components against Tyrophagus putrescentiae, a stored-food mite

The acaricidal activities of components derived from Foeniculum vulgare (fennel) seed oils against Tyrophagus putrescentiae adults were examined using direct contact application and compared with those of the compounds benzyl benzoate, dibutyl phthalate and N,N-diethyl-m-toluamide. The biologically active constituent of the F. vulgare seeds was characterized as (+)-carvone by spectroscopic analyses. On the basis of LD₅₀ values, the compound most toxic to T. putrescentiae was naphthalene (4.28 μg/cm²) followed by dihydrocarvone (4.32 μg/cm²), (+)-carvone (4.62 μg/cm²), (−)-carvone (5.23 μg/cm²), eugenol (10.62 μg/cm²), benzyl benzoate (11.24 μg/cm²), thymol (11.42 μg/cm²), dibutyl phthalate (13.11 μg/cm²), N,N-diethyl-m-toluamide (13.53 μg/cm²), methyl eugenol (39.52 μg/cm²), myrcene (39.88 μg/cm²) and acetyleugenol (72.24 μg/cm²). These results indicate that acaricidal activity of the F. vulgare seed oil could be caused by carvone and naphthalene of which the former is likely to be more important because it is 74.7 times more abundant than naphthalene. Carvone and naphthalene merit further study as potential stored-food mite control agents or as lead compounds.     

Chemical composition and biological activities of Algerian Thymus oils

The compositions of essential oils isolated from nine samples of three Thymus species (Thymus algeriensis, Thymus pallescens and Thymus dréatensis) were analysed by GC and GC–MS, and a total of 114 components were identified. T. pallescens collected from various regions showed a great similarity in their compositions and were characterised by carvacrol (44.4–57.7%), p-cymene (10.3–17.3%) and γ-terpinene (10.8–14.2%) as the major components for four samples; only one sample was thymol-rich (49.3%) with a small amount of carvacrol (9.0%). On the other hand, T. algeriensis showed a chemical polymorphism, even for samples from the same location, and two new chemotypes for this species were proposed. Oxygen-containing monoterpenes were the predominant class (76.3%) in T. dreatensis oil, with linalool (30.4%), thymol (20.2%) and geraniol (19.6%) as the principal constituents. The oils were screened for their possible antioxidant activities by four complementary assays, namely DPPH free radical scavenging, hydroxyl radical scavenging, inhibition of lipid peroxidation and reducing power. The two new chemotypes of T. algeriensis exhibited strong hydroxyl radical scavenging (IC₅₀ = 2.2–3.3 μg/ml), but were not or only slightly active against the other radicals and exhibited a weak reducing power. Despite their chemical similarity, T. pallescens oils sometimes produced significant differences in their antioxidant activities. The essential oils were also screened for their antimicrobial activity against five bacteria (three Gram-positive and two Gram-negative) and one yeast (Candida albicans). The tested essential oils showed antimicrobial activity against the microorganisms used, in particular against two important pathogens, C. albicans and Helicobacter pylori.     

Chemical composition and physicochemical properties of tubera salep produced from some Orchidaceae species

Salep samples obtained from 10 different Orchidaceae spp., namely Dactylorhiza osmanica var. osmanica, Ophrys mammosa, Orchis anatolica, Orchis coriophora, Orchis italica, Orchis morio, Orchis palustris, Orchis simia, Orchis tridentata and Serapias vomeracea ssp. orientalis, in Anatolia, were analyzed for moisture, glucomannan, starch, protein, ash contents, pH and viscosity values. Depending on the species, the samples showed statistically significant differences in glucomannan, starch and viscosity values. It was observed that the salep samples obtained from the tubers of O. italica, O. morio, O. anatolica and O. tridentata and S. vomeracea ssp. orientalis, respectively, had higher glucomannan contents and viscosities. To ensure a supply of high-quality salep, the uncontrolled collection of tubers from the wild, especially the species O. italica, O. morio and O. anatolica, should be prevented, and research into methods of cultivation should be carried out.     

Chemical composition,antioxidant and antibacterial activities of the essential oils isolated from Tunisian Thymus capitatus Hoff. et Link.

The chemical composition, antioxidant and antibacterial activities of essential oils isolated by hydrodistillation from the aerial parts of Tunisian Thymus capitatus Hoff. et Link. during the different phases of the plant development, and from different locations, were evaluated. The chemical composition was analyzed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). The main components of the essential oils were carvacrol (62–83%), p-cymene (5–17%), γ-terpinene (2–14%) and β-caryophyllene (1–4%). The antioxidant activity of the oils (100–1000 mg l⁻¹) was assessed by measurement of metal chelating activity, the reductive potential, the free radical scavenging (DPPH) and by the TBARS assay. The antioxidant activity was compared with that of synthetic antioxidants: butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT). Both the essential oils and BHA and BHT showed no metal chelating activity. Although with the other methodologies, there was a general increase in the antioxidant activity, with increasing oil concentration, maxima being obtained in the range of 500 and 1000 mg l⁻¹ for flowering and post-flowering phase oils. Major differences were obtained according to the methodology of antioxidant capacity evaluation. Antibacterial ability of Th. capitatus essential oils was tested by disc agar diffusion against Bacillus cereus, Salmonella sp., Listeria innocua, four different strains of Staphylococus aureus (C15, ATCC25923, CFSA-2) and a multi-resistant form of S. aureus (MRSA-2). Antibacterial properties were compared to synthetic antibiotics. Higher antibacterial activity was observed with the flowering and the post-flowering phase essential oils.     

Insecticidal activities of aromatic plant extracts and essential oils against Sitophilus oryzae and Callosobruchus chinensis

Methanol extracts from 30 aromatic medicinal plant species and five essential oils were tested for their insecticidal activities against adults of Sitophilus oryzae (L.) and Callosobruchus chinensis (L.), using direct contact application and fumigation methods. Responses varied with plant material, insect species, and exposure time. In a test with a filter paper diffusion method at 3.5 mg/cm², potent insecticidal activity against both species was produced by an extract from Cinnamomum cassia bark, cinnamon (C. cassia) oil, horseradish (Cocholeria aroracia) oil, and mustard (Brassica juncea) oil within 1 day after treatment. Over 90% mortality at 3 or 4 days after treatment was achieved using extracts of Acorus calamus var. angustatus rhizome, Acorus gramineus rhizome, Illicium verum fruit, and Foeniculum vulgare fruit. An extract from Cinnamomum sieboldii root bark gave 100% mortality at 2 days after treatment. At 0.7 mg/cm², extracts from C. cassia, C. sieboldii, and F. vulgare as well as cinnamon oil, horseradish oil and mustard oil were highly effective against both species. In a fumigation test with S. oryzae adults, the oils described were much more effective in closed containers than in open ones, indicating that the insecticidal activity of the oils was attributable to fumigant action. The plant extracts and essential oils described could be useful for managing field populations of S. oryzae and C. chinensis.     

Chemical composition and some biological activities of the volatile oils of a chemotype of Lippia chevalieri Moldenke

The volatile oils of a chemotype Lippia chevalieri collected in Burkina-Faso were obtained by hydrodistillation and analysed by GC and GC/MS. Most of the constituents identified in leaves and flowers oils were sesquiterpenoids. The dominant components in the oil from leaves were β-caryophyllene (27%), elemol (22%) and caryophyllene oxide (9%) whereas those found in the oil from flowers were β-caryophyllene (30%), germacrene d (15%) and elemol (12%). The latter compound and 1,8-cineole may be considered as metabolic markers of flowers differentiation taking into account the local environmental changes. The antibacterial and antifungal activities of both oils were tested against six microorganisms. While a strong inhibitory effect was shown regarding the growth of Staphylococcus aureus and Enterococcus hirae, a moderated effect was observed for Candida albicans and Saccharomyces cerevisiae. Elemol, 1,8-cineole, camphor and para-cymene can be considered as the principal antimicrobial components of these oils. No antioxidant capacity comparable to that of α-tocopherol was demonstrated from either oil.     

Repellent activity of essential oils from seven aromatic plants grown in Colombia against Sitophilus zeamais Motschulsky (Coleoptera)

Essential oils isolated from seven aromatic plants grown in Colombia were analyzed by gas chromatography–mass spectrometry (GC–MS) and evaluated for repellent activity against Sitophilus zeamais (Coleoptera: Curculionidae) using the area preference method. Most oil components were oxygenated monoterpenoids or phenolic compounds. Six oils were repellent, with Lippia origanoides the most active. Eucalyptus citriodora and Tagetes lucida were also repellant at doses between 0.063 and 0.503 μL/cm².     

Toxic compounds in essential oils of coriander, caraway and basil active against stored rice pests

Essential oils, distilled from seeds of Coriander sativum and Carum carvii and from leaves of five different varieties of Ocimum basilicum, were fractionated by column chromatography and tested in the laboratory for volatile toxicity against three stored rice pests (Sitophilus oryzae, Rhyzopertha dominica and Cryptolestes pusillus). The active fractions were analyzed by GC-MS. Coriander contained linalool (1617 ppm of the oil) as the main product active against the three pests. Camphor-rich fractions (over 400 ppm) were very toxic to R. dominica and C. pusillus. The caraway profile included carvone and limonene as expected but (E)-anethole, generally regarded as a minor product in the essential oil of this species, was also a major component, being present at 365 ppm. Carvone was the most effective (972 ppm) monoterpenoid against S. oryzae. In addition, (E)-anethole at 880 ppm was toxic to R. dominica while vapors of limonene (1416 ppm) and fenchone-rich (554 ppm) fractions killed adults of C. pusillus only. Three major essential oil profiles were present in the five varieties of O. basilicum analyzed: methyl eugenol/estragole, estragole and estragole/linalool chemotypes. The abundance of components had a strong influence on the outcome of the bioassays. Fractions, where combinations of products occurred with or without other minor compounds, were often more toxic than any one compound alone.