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1.
Molecules ; 28(11)2023 May 30.
Article in English | MEDLINE | ID: mdl-37298915

ABSTRACT

The chemical compositions of eleven wild species of aromatic and medicinal plants indigenous to Algeria, including Thymus, Mentha, Rosmarinus, Lavandula, and Eucalyptus, were analyzed. The identification of the chemical composition of each oil was conducted using GC-FID and GC-MS capillary gas chromatography. The study investigated the chemical variability of the essential oils based on several parameters. These included the impact of the vegetative cycle on oil composition, variations among subspecies of the same species, variations among species within the same genus, the influence of environmental factors on composition variations within a species, chemo typing, and the genetic factors (such as hybridization) contributing to chemical variability. The concepts of chemotaxonomy, chemotype, and chemical markers were examined to understand their limitations and emphasize the importance of regulating the use of essential oils derived from wild plants. The study advocates for an approach that involves the domestication of wild plants and screening their chemical compositions according to more specific standards for each commercially available oil. Lastly, the nutritional implications and the variability of nutritional impact based on the chemical composition of the essential oils will be discussed.


Subject(s)
Oils, Volatile , Plants, Medicinal , Oils, Volatile/chemistry , Plant Oils/chemistry , Gas Chromatography-Mass Spectrometry , Chromatography, Gas
2.
J Biomol Struct Dyn ; 40(8): 3462-3480, 2022 05.
Article in English | MEDLINE | ID: mdl-33228462

ABSTRACT

Angiogenes is therefore appears to be a complex phenomenon, finely regulated by various activators (pro-angiogenic factors) and inhibitors (anti-angiogenic factors). Among the pro-angiogenic factors, VEGF (Vascular Endothelial Growth Factor) seems to be one of the main players in tumor angiogenesis. It exerts its pro-angiogenic activity by attaching to the surface of receptors with tyrosine kinase activity (VEGFR). The aim of this research was the bioinformatical study of VEGFR inhibition by essential oils of the Inula viscosa.Analyses of essential oils obtained by hydrodistillation from the aerial parts of the plant were performed using GC and GC/MS analysis. We used molecular modeling approaches as molecular mechanics to theoretical investigation VEGF receptors by natural inhibitors.Nineteen compounds were identified, constituting 90.1-98.8% of the total essential oils. The main components of the plants were (E)-nerolidol (15.5-20.2 %), caryophyllene oxide (10.6-18.1%), (E)-Z-farnesyl acetone (13.2-25.1%) and (E)-ß-farnesene (1.5-5.6%). Essential oil samples were clustered into two groups according to their chemical compositions. The molecular dynamics study was conducted for the best inhibitors. A few key residues were identified at the binding site of VEGFR. The Pharmacokinetics was justified by means of lipophilicity and high coefficient of skin permeability. The in silico evaluation of ADME revealed that L19 has high absorption. The essential oil of I. viscosa presents a significant variability. This study revealed that (E)-Z-Farnesylacetone is a functional inhibitor of VEGF activities and subsequently can be the best inhibitors candidate to be scrutinized in vivo and in vitro.Communicated by Ramaswamy H. Sarma.


Subject(s)
Oils, Volatile , Algeria , Antioxidants/chemistry , Gas Chromatography-Mass Spectrometry , Oils, Volatile/analysis , Oils, Volatile/chemistry , Oils, Volatile/pharmacology , Vascular Endothelial Growth Factor A
3.
J Biomol Struct Dyn ; 40(23): 12439-12460, 2022.
Article in English | MEDLINE | ID: mdl-34472418

ABSTRACT

The accumulation of free radicals in the body develops chronic and degenerative diseases such as cancer, autoimmune diseases, rheumatoid arthritis, cardiovascular and neurodegenerative diseases. The first aim of this work was to study the chemical composition of Inula Montana essential oil using GC-FID and GC/MS analysis and the antioxidant activities using radical scavenging (DPPH) and the Ferric -Reducing Antioxidant Power (FRAP) tests. The second aim was to describe the assess the antioxidant activity and computational study of Superoxide Dismutase (SODs) and ctDNA inhibition. Sixty-nine compounds were identified in the essential oil of the aerial part of Inula montana. Shyobunol and α-Cadinol were the major compounds in the essential oil. The antioxidant power of the essential oil showed an important antioxidant effect compared to ascorbic acid and the methionine co-crystallized inhibitor. The results of the docking simulation revealed that E, E-Farnesyl acetate has an affinity to interact with binding models and the antioxidant activities of the ctDNA sequence and Superoxide Dismutase target. The penetration through the Blood-Brain Barrier came out to be best for E, E-Farnesyl acetate and E-Nerolidolacetate and was significantly higher than the control molecule and Lref. Finally, the application of ADMET filters gives us positive information on the compound E, E-Farnesyl acetate, which appears as a new inhibitor potentially more active towards ctDNA and SODs target. The active compounds, E,E-Farnesyl acetate can be used as templates for further development of more potent antioxidative agents.Communicated by Ramaswamy H. Sarma.


Subject(s)
Inula , Oils, Volatile , Antioxidants/pharmacology , Antioxidants/chemistry , Inula/chemistry , Molecular Docking Simulation , Montana , Pharmacophore , Superoxide Dismutase , Oils, Volatile/pharmacology , Oils, Volatile/chemistry , Plant Components, Aerial
4.
Antibiotics (Basel) ; 10(6)2021 May 26.
Article in English | MEDLINE | ID: mdl-34073295

ABSTRACT

Chemical composition and herbicidal, antifungal, antibacterial and molluscicidal activities of essential oils from Choukzerk, Eryngium triquetrum, and Alexander, Smyrnium olusatrum, from western Algeria were characterized. Capillary GC-FID and GC/MS were used to investigate chemical composition of both essential oils, and the antifungal, antibacterial, molluscicidal and herbicidal activities were determined by % inhibition. Collective essential oil of E. triquetrum was dominated by falcarinol (74.8%) and octane (5.6%). The collective essential oil of S. olusatrum was dominated by furanoeremophilone (31.5%), furanodiene+curzurene (19.3%) and (E)-ß-caryophyllene (11%). The E. triquetrum oil was tested and a pure falcarinol (99%) showed virtuous herbicidal and antibacterial activities against potato blackleg disease, Pectobacterium atrosepticum, and Gram-negative soil bacterium, Pseudomonas cichorii (85 and 100% inhibition, respectively), and high ecotoxic activity against brine shrimp, Artemia salina, and the freshwater snail, Biomphalaria glabrata, with an IC50 of 0.35 µg/mL and 0.61 µg/mL, respectively. Essential oil of S. olusatrum showed interesting antibacterial and ecotoxic activity and good herbicidal activity against watercress seeds, Lepidium sativum (74% inhibition of photosynthesis, 80% mortality on growth test on model watercress), while the furanoeremophilone isolated from the oil (99% pure) showed moderate herbicidal activity. Both oils showed excellent antifungal activity against Fusarium. Both oils and especially falcarinol demonstrated good potential as new biocontrol agents in organic crop protection.

5.
Parasit Vectors ; 13(1): 486, 2020 Sep 23.
Article in English | MEDLINE | ID: mdl-32967724

ABSTRACT

BACKGROUND: Freshwater snails are the intermediate hosts of a large variety of trematode flukes such as Schistosoma mansoni responsible for one of the most important parasitic diseases caused by helminths, affecting 67 million people worldwide. Recently, the WHO Global Vector Control Response 2017-2030 (GVCR) programme reinforced its message for safer molluscicides as part of required strategies to strengthen vector control worldwide. Here, we present the essential oil from Eryngium triquetrum as a powerful product with molluscicide and parasiticide effect against S. mansoni and the snail intermediate host Biomphalaria glabrata. METHODS: In the present study, we describe using several experimental approaches, the chemical composition of E. triquetrum essential oil extract and its biological effects against the snail B. glabrata and its parasite S. mansoni. Vector and the free-swimming larval stages of the parasite were exposed to different oil concentrations to determine the lethal concentration required to produce a mortality of 50% (LC50) and 90% (LC90). In addition, toxic activity of this essential oil was analyzed against embryos of B. glabrata snails by monitoring egg hatching and snail development. Also, short-time exposure to sublethal molluscicide concentrations on S. mansoni miracidia was performed to test a potential effect on parasite infectivity on snails. Mortality of miracidia and cercariae of S. mansoni is complete for 5, 1 and 0.5 ppm of oil extract after 1 and 4 h exposure. RESULTS: The major chemical component found in E. triquetrum oil determined by GC-FID and GC/MS analyses is an aliphatic polyacetylene molecule, the falcarinol with 86.9-93.1% of the total composition. The LC50 and LC90 values for uninfected snails were 0.61 and 1.02 ppm respectively for 24 h exposure. At 0.5 ppm, the essential oil was two times more toxic to parasitized snails with a mortality rate of 88.8 ± 4.8%. Moderate embryonic lethal effects were observed at the concentration of 1 ppm. Severe surface damage in miracidia was observed with a general loss of cilia that probably cause their immobility. Miracidia exposed 30 min to low concentration of plant extract (0.1 ppm) were less infective with 3.3% of prevalence compare to untreated with a prevalence of 44%. CONCLUSIONS: Essential oil extracted from E. triquetrum and falcarinol must be considered as a promising product for the development of new interventions for schistosomiasis control and could proceed to be tested on Phase II according to the WHO requirements.


Subject(s)
Anthelmintics/pharmacology , Biomphalaria/drug effects , Eryngium/chemistry , Molluscacides/pharmacology , Oils, Volatile/pharmacology , Plant Oils/pharmacology , Schistosoma mansoni/drug effects , Animals , Biomphalaria/parasitology , Disease Vectors , Humans , Lethal Dose 50 , Plant Extracts/pharmacology , Schistosoma mansoni/growth & development , Schistosomiasis mansoni/parasitology
6.
Molecules ; 24(14)2019 Jul 15.
Article in English | MEDLINE | ID: mdl-31311207

ABSTRACT

The chemical composition of essential oils extracted from aerial parts of Eryngium campestre collected in 37 localities from Western Algeria was characterized using GC-FID and GC/MS analyses. Altogether, 52 components, which accounted for 70.1 to 86.8% of the total composition oils were identified. The main compounds were Germacrene D (0.4-53.4%), Campestrolide (1.6-35.3%), Germacrene B (0.2-21.5%), Myrcene (0.1-8.4%), α-Cadinol (0.2-7.6%), Spathulenol (0.1-7.6%), Eudesma-4(15)-7-dien-1-ß-ol (0.1-7.6%) and τ-Cadinol (0.3-5.5%). The chemical compositions of essential oils obtained from separate organs and during the complete vegetative cycle of the plant were also studied. With the uncommon 17-membered ring lactone named Campestrolide as the main component, Algerian E. campestre essential oils exhibited a remarkable chemical composition. A study of the chemical variability using statistical analysis allowed the discrimination of two main clusters according to the geographical position of samples. The study contributes to the better understanding of the relationship between the plant and its environment. Moreover, the antimicrobial activity of the essential oil was assessed against twelve strains bacteria and two yeasts involved in foodborne and nosocomial infections using paper disc diffusion and dilution agar assays. The in vitro study demonstrated a strong activity against Gram-positive strains such as S. aureus, B. cereus, and E. faecalis. The cytotoxicity and antiparasitic activities (on Lmm and Tbb) of the collective essential oil and one sample rich in campestrolide, as well as some enriched fractions or fractions containing other terpenic compounds, were also analyzed. Campestrolide seems to be one compound responsible for the cytotoxic and antileishmanial effect, while myrcene or/and trans-ß-farnesene have a more selective antitrypanosomal activity.


Subject(s)
Anti-Infective Agents/chemistry , Eryngium/chemistry , Oils, Volatile/chemistry , Algeria , Anti-Infective Agents/pharmacology , Bacteria/drug effects , Cluster Analysis , Cross Infection/drug therapy , Foodborne Diseases/drug therapy , Fungi/drug effects , Gas Chromatography-Mass Spectrometry , Humans , Oils, Volatile/pharmacology , Plant Components, Aerial/chemistry , Plant Oils/chemistry , Plant Oils/pharmacology
7.
Molecules ; 23(12)2018 Dec 08.
Article in English | MEDLINE | ID: mdl-30544816

ABSTRACT

The chemical composition of a hexanic extract of Eryngium campestre, obtained from its aerial parts, was investigated by GC-FID, GC/MS, HRMS, NMR and VCD analyses. The main compounds were germacrene D (23.6%), eudesma-4(15)-7-dien-1-ß-ol (8.2%) and falcarindiol (9.4%), which are associated with a new uncommon and naturally found 17-membered ring lactone. This 17-membered ring features conjugated acetylenic bonds, named campestrolide (23.0%). The crude extract showed moderate antitrypanosomal (Trypanosoma brucei brucei), antileishmanial (Leishmania mexicana mexicana) and anticancer (cancerous macrophage-like murine cells) activities, and also displayed cytotoxicity, (human normal fibroblasts) in similar concentration ranges (IC50 = 3.0, 3.9, 4.0 and 4.4 µg/mL respectively). Likewise, campestrolide displayed low activity on all tested cells (IC50: 12.5⁻19.5 µM) except on Trypanosoma, on which it was very active and moderately selective (IC50 = 2.2 µM. SI= 8.9). In conclusion, the new compound that has been described, displaying a singular structure, possesses interesting antitrypanosomal activity that should be further investigated and improved.


Subject(s)
Eryngium/chemistry , Lactones/chemistry , Lactones/pharmacology , Animals , Antiprotozoal Agents/pharmacology , Carbon-13 Magnetic Resonance Spectroscopy , Cell Death/drug effects , Cell Line , Humans , Inhibitory Concentration 50 , Leishmania/drug effects , Mass Spectrometry , Mice , Plant Extracts/chemistry , Trypanocidal Agents/pharmacology
8.
Environ Sci Pollut Res Int ; 25(30): 29889-29900, 2018 Oct.
Article in English | MEDLINE | ID: mdl-28866759

ABSTRACT

Chemical composition and antifungal activity of essential oils of Algerian Mentha species were studied. Chemical compositions of different Mentha species oils (Mentha rotundifolia, M. spicata, M. pulegium, and M. piperita) were investigated by capillary GC and GC/MS, and their antifungal activities were evaluated by means of paper disc diffusion method and minimum inhibitory concentration (MIC) assays. In total, 98 components from all Mentha species were identified. All oils were rich in monoterpene-oxygenated components. In addition, we reported fumigant antifungal activity of Algerian Mentha essential oils against four fungi: Botrytis cinerea, Penicillium expansum, Monilinia laxa, and M. fructigena. All oils demonstrated very good inhibition especially against B. cinerea, M. laxa, and M. fructigena. Both Monilinia fungi were extremely sensitive to all Algerian Mentha oils, which suggests that Mentha essential oils have the potential to be used as bio-pesticides to protect fruit trees, such as apple and pear trees, and provides an alternative to chemical pesticides.


Subject(s)
Botrytis/drug effects , Fungicides, Industrial/pharmacology , Mentha/chemistry , Oils, Volatile/pharmacology , Penicillium/drug effects , Plant Diseases/microbiology , Plant Oils/pharmacology , Algeria , Botrytis/growth & development , Fruit/microbiology , Fungicides, Industrial/chemistry , Gas Chromatography-Mass Spectrometry , Malus/microbiology , Microbial Sensitivity Tests , Monoterpenes/chemistry , Monoterpenes/pharmacology , Oils, Volatile/chemistry , Penicillium/growth & development , Plant Diseases/prevention & control , Plant Oils/chemistry , Pyrus/microbiology
9.
Chem Biodivers ; 15(1)2018 Jan.
Article in English | MEDLINE | ID: mdl-29083533

ABSTRACT

The chemical composition, antibacterial and antioxidant activities of the essential oil obtained from Eryngium triquetrum from Algeria were studied. The chemical composition of sample oils from 25 locations was investigated using GC-FID and GC/MS. Twenty-four components representing always more than 87% were identified in essential oils from total aerial parts of plants, stems, flowers and roots. Falcarinol is highly dominant in the essential oil from the roots (95.5%). The relative abundance of falcarinol in the aerial parts correlates with the phenological stages of the plant. Aerial parts of E. triquetrum produce an essential oil dominated by falcarinol during the early flowering stage, and then there is a decrease in falcarinol and rebalancing of octanal during the flowering stage. To our knowledge, the present study is the first report of the chemical composition of E. triquetrum essential oil. Evaluation of the antibacterial activity by means of the paper disc diffusion method and minimum inhibitory concentration assays, showed a moderate efficiency of E. triquetrum essential oil. Using the DPPH method, the interesting antioxidant activity of E. triquetrum essential oil was established. These activities could be attributed to the dominance of falcarinol. The outcome of our literature search on the occurrence of falcarinol in essential oils suggests that E. triquetrum from Algeria could be considered as a possible source of natural falcarinol.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antioxidants/pharmacology , Eryngium/chemistry , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Oils, Volatile/pharmacology , Algeria , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antioxidants/chemistry , Antioxidants/isolation & purification , Biphenyl Compounds/antagonists & inhibitors , Dose-Response Relationship, Drug , Microbial Sensitivity Tests , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Picrates/antagonists & inhibitors , Plant Components, Aerial/chemistry , Structure-Activity Relationship
10.
Chem Biodivers ; 14(7)2017 Jul.
Article in English | MEDLINE | ID: mdl-28422413

ABSTRACT

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.


Subject(s)
Antifungal Agents/isolation & purification , Disinfectants/chemistry , Insecticides/isolation & purification , Moths/drug effects , Mycoses/prevention & control , Oils, Volatile/pharmacology , Solanum lycopersicum/microbiology , Animals , Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Bicyclic Monoterpenes , Cymenes , Disinfectants/pharmacology , Insecticides/chemistry , Insecticides/pharmacology , Larva/drug effects , Monoterpenes/pharmacology
11.
Chem Biodivers ; 14(6)2017 Jun.
Article in English | MEDLINE | ID: mdl-28212458

ABSTRACT

The chemical compositions of 20 Algerian Daucus gracilis essential oils were investigated using GC-FID, GC/MS, and NMR analyses. Altogether, 47 compounds were identified, accounting for 90 - 99% of the total oil compositions. The main components were linalool (18; 12.5 - 22.6%), 2-methylbutyl 2-methylbutyrate (20; 9.2 - 20.2%), 2-methylbutyl isobutyrate (10; 4.2 - 12.2%), ammimajane (47; 2.6 - 37.1%), (E)-ß-ocimene (15; 0.2 - 12.8%) and 3-methylbutyl isovalerate (19; 3.3 - 9.6%). The chemical composition of the essential oils obtained from separate organs was also studied. GC and GC/MS analysis of D. gracilis leaves and flowers allowed identifying 47 compounds, amounting to 92.3% and 94.1% of total oil composition, respectively. GC and GC/MS analysis of D. gracilis leaf and flower oils allowed identifying linalool (22.7%), 2-methylbutyl 2-methylbutyrate (18.9%), 2-methylbutyl isovalerate (13.6%), ammimajane (10.4%), 3-methylbutyl isovalerate (10.3%), (E)-ß-ocimene (8.4%) and isopentyl 2-methylbutyrate (8.1%) as main components. The chemical variability of the Algerian oil samples was studied using statistical analysis, which allowed the discrimination of three main Groups. A direct correlation between the altitudes, nature of soils and the chemical compositions of the D. gracilis essential oils was evidenced.


Subject(s)
Apiaceae/chemistry , Environment , Oils, Volatile/chemistry , Algeria , Flowers/chemistry , Gas Chromatography-Mass Spectrometry , Magnetic Resonance Spectroscopy , Plant Leaves/chemistry
12.
Chem Biodivers ; 14(5)2017 May.
Article in English | MEDLINE | ID: mdl-28109063

ABSTRACT

The chemical composition of the essential oils and hydrosol extract from aerial parts of Calendula arvensis L. was investigated using GC-FID and GC/MS. Intra-species variations of the chemical compositions of essential oils from 18 Algerian sample locations were investigated using statistical analysis. Chemical analysis allowed the identification of 53 compounds amounting to 92.3 - 98.5% with yields varied of 0.09 - 0.36% and the main compounds were zingiberenol 1 (8.7 - 29.8%), eremoligenol (4.2 - 12.5%), ß-curcumene (2.1 - 12.5%), zingiberenol 2 (4.6 - 19.8%) and (E,Z)-farnesol (3.5 - 23.4%). The study of the chemical variability of essential oils allowed the discrimination of two main clusters confirming that there is a relation between the essential oil compositions and the harvest locations. Different concentrations of essential oil and hydrosol extract were prepared and their antioxidant activity were assessed using three methods (2,2-diphenyl-1-picrylhydrazyl, Ferric-Reducing Antioxidant Power Assay and ß-carotene). The results showed that hydrosol extract presented an interesting antioxidant activity. The in vitro antifungal activity of hydrosol extract produced the best antifungal inhibition against Penicillium expansum and Aspergillus niger, while, essential oil was inhibitory at relatively higher concentrations. Results showed that the treatments of pear fruits with essential oil and hydrosol extract presented a very interesting protective activity on disease severity of pears caused by P. expansum.


Subject(s)
Antifungal Agents/isolation & purification , Antioxidants/isolation & purification , Calendula/chemistry , Oils, Volatile/pharmacology , Algeria , Anti-Bacterial Agents/isolation & purification , Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antioxidants/pharmacology , Aspergillus niger/drug effects , Gas Chromatography-Mass Spectrometry , Mycoses/prevention & control , Oils, Volatile/analysis , Penicillium/drug effects
13.
Chem Biodivers ; 13(11): 1559-1572, 2016 Nov.
Article in English | MEDLINE | ID: mdl-27448034

ABSTRACT

The chemical composition of the essential oils isolated from the aerial parts of Micromeria inodora (Desf.) Benth. collected in 24 Algerian localities was investigated from the first time using GC-FID, GC/MS and 13 C-NMR. Altogether, 83 components which accounted for 94.7% of the total oil composition were identified. The main compounds were trans-sesquisabinene hydrate (1; 20.9%), α-terpinyl acetate (2; 19.8%), globulol (3; 4.9%), caryophyllene oxide (4; 4.3%), ß-bisabolol (5; 2.9%) and trans-7-epi-sesquisabinene hydrate (6; 2.6%). Comparison with the literature highlighted the originality of the Algerian M. inodora oil and indicated that 1 might be used as taxonomical marker. The study of the chemical variability allowed the discrimination of two main clusters confirming that there is a relation between the essential-oil compositions and the soil nature of the harvest locations. Biological activity of M. inodora essential oil was assessed against fourteen species of microorganisms involved in nosocomial infections using paper disc diffusion and dilution agar assays. The in vitro study demonstrated a good activity against Gram-positive strains such as Staphylococcus aureus, Bacillus cereus, Bacillus subtilis, and Enterococcus faecalis, and moderate activity against Candida albicans. These results might be useful for the future commercial valorization of M. inodora essential oil as a promising source of natural products with potential against various nosocomial community and toxinic infections.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Candida albicans/drug effects , Gram-Positive Bacteria/drug effects , Lamiaceae/chemistry , Oils, Volatile/pharmacology , Algeria , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antifungal Agents/chemistry , Antifungal Agents/isolation & purification , Dose-Response Relationship, Drug , Microbial Sensitivity Tests , Molecular Structure , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Structure-Activity Relationship
14.
Nat Prod Res ; 27(23): 2231-4, 2013.
Article in English | MEDLINE | ID: mdl-23803147

ABSTRACT

Essential oils from the aerial parts of Anacyclus pyrethrum L. were analysed at three developmental stages (vegetative, floral budding and flowering). Oil yield was found to vary depending on the stage of development, and the highest content of oil (0.019% w/w) was obtained at flowering stage. The chemical composition of essential oils studied by GC and GC-MS showed a total of 91 compounds. Whatever the analysed stage is, oxygenated sesquiterpenes were the most abundant group. Their level significantly increased during ripening and varied from 37.1% to 58.6%. The oil showed activity against Candida albicans and Staphylococcus aureus bacteria strains. Thus, they represent an inexpensive source of natural antibacterial substances that may potentially be used in pathogenic systems.


Subject(s)
Anti-Infective Agents/pharmacology , Asteraceae/chemistry , Oils, Volatile/chemistry , Algeria , Anti-Infective Agents/isolation & purification , Asteraceae/growth & development , Microbial Sensitivity Tests
15.
Phytochemistry ; 83: 51-62, 2012 Nov.
Article in English | MEDLINE | ID: mdl-22906882

ABSTRACT

Chemical and genetic diversity of Teucrium polium L. subsp. polium from western Algeria and T. polium L. subsp. capitatum from Corsica were investigated. Diversity within and among the two populations of subspecies was assessed according to the chemical composition of their essential oils and the genetic diversity. Chemical analysis was performed using a combination of capillary GC-RI and GC/MS after fractionation using column chromatography. Genetic structures were mapped using three polymorphic genetic markers: two chloroplast markers (RPL32-TRNL and TRNL-F) and ribosomal nuclear markers (ITS region). The statistical analysis showed that both subspecies were clearly distinguished by these chemical and genetic markers. The oil chemical compositions differed qualitatively and quantitatively between the subspecies. Both collective oils were dominated by hydrocarbon compounds however the Algerian sample oils exhibited higher amounts of hydrocarbon sesquiterpenes than those of Corsica (31.2 g/100 g vs. 4.4 g/100 g) while the latter displayed higher amounts of hydrocarbon monoterpenes than the first (59.3 g/100 g vs. 34.3 g/100 g). Neighbor-joining, Maximum likelihood and Bayesian trees constructed from chloroplast markers and nuclear ITS region sequences showed the existence of two groups associated with taxonomic and chemical characteristics. The study indicated that variation in the essential oil composition within subspecies depends on genetic background. The samples of subsp. capitatum from Corsica are a homogeneous group, in contrast to samples of subsp. polium from Algeria which were clustered in two groups. Chemical and genetic diversity of Algerian populations could be explained by geographical isolation of the populations. In addition, the morphological polymorphism observed throughout the colour of flowers could be explained by environmental parameters as well as the soil pH.


Subject(s)
DNA, Chloroplast/genetics , DNA, Ribosomal/genetics , Oils, Volatile/chemistry , Teucrium/chemistry , Teucrium/genetics , France , Genetic Markers/genetics , Genetic Variation/genetics , Polymorphism, Genetic/genetics , Species Specificity
16.
Chem Cent J ; 6(1): 48, 2012 May 30.
Article in English | MEDLINE | ID: mdl-22647252

ABSTRACT

BACKGROUND: In order to find new bioactive natural products, the antimicrobial and antioxidant activities of essential oil components extracted from the separated organs of the Algerian medicinal and aromatic plant Daucus muricatus L. were studied. RESULTS: The chemical composition of essential oils obtained by hydrodistillation (HD) was investigated using Gas Chromatography-Retention Indices (GC-RI) and GC-Mass Spectrometry (GC-MS). Two types of essential oils were produced by D. muricatus: (i) The oil from roots is mainly composed by nonterpenic oxygenated compounds (59.8 g/100 g), and (ii) the aerial part oils (i.e., the leaves, stems, flowers, and umbels) was mainly composed by terpenic hydrocarbon compounds (62.3-72.2 g/100 g). The chemical composition of the volatile fraction isolated from different organs of Daucus muricatus were studied by HS-SPME/GC-RI and GC-MS after optimization of Solid Phase MicroExtraction parameters. For all organs studied, the main volatiles emitted by the plant were hydrocarbon compounds (60.7-82.2 g/100 g). Only quantitative differences between the volatiles of the separated organs studied were observed. In addition, the activity of the oil of D. muricatus against eight bacterial strains and one yeast was investigated. The oil from roots revealed active against S. aureus, while the essential oil obtained from the aerial parts was active against the yeast C. albicans. CONCLUSIONS: Daucus muricatus essential oil seems be a promising source of natural products with potential antimicrobial activity.

17.
Phytochemistry ; 74: 123-32, 2012 Feb.
Article in English | MEDLINE | ID: mdl-22119065

ABSTRACT

Chemical and genetic diversity of Teucrium scorodonia L. subsp. scorodonia from Corsica and T. scorodonia L. subsp. baeticum from western Algeria were investigated. Diversity within and among the two populations of subspecies was assessed according to the chemical composition of their essential oils, and genetic diversity was evaluated using three polymorphic genetic markers. Chemical analysis was performed using a combination of capillary GC-RI and GC/MS after fractionation using column chromatography. Genetic structures were mapped using two chloroplast markers (RPL32-TRNL and TRNL-F) and ribosomal nuclear markers (ITS region). The statistical analysis showed that the two subspecies were clearly distinguished by these chemical and genetic markers. The chemical composition of oil differed qualitatively and quantitatively between the subspecies. Corsican oil samples contained germacrene B (4.2-8.8%) and γ-elemene (2.6-5.7%), which were not detected in Algerian oil samples. The oils of the scorodonia and baeticum subspecies were dominated by sesquiterpene hydrocarbon compounds (75.6-82.9% and 69.6-79.4%, respectively), but they differed in oxygenated sesquiterpene content (3.1-8.9% and 8.4-20.3%, respectively). Neighbor-joining trees constructed from chloroplast DNA and ITS region sequences showed the existence of two groups associated with taxonomic and chemical characteristics. One group consisted of T. scorodonia subsp. scorodonia and the other of T. scorodonia subsp. baeticum, indicating that variation in the essential oil composition of T. scorodonia subspecies depends more on genetic background than environmental characteristics.


Subject(s)
DNA, Chloroplast , DNA, Ribosomal , Oils, Volatile/chemistry , Polymorphism, Genetic , Teucrium/genetics , Algeria , Base Sequence , Environment , France , Genetic Markers , Species Specificity , Teucrium/chemistry , Teucrium/classification
18.
Phytochemistry ; 72(11-12): 1390-9, 2011 Aug.
Article in English | MEDLINE | ID: mdl-21561632

ABSTRACT

Corsica Island exhibited the particularity to display Teucrium flavum subsp. glaucum and subsp. flavum on the same territory with the same bioclimatic conditions. For the first time, volatile components extracted from aerial parts and genetic diversity of both Corsican T. flavum L. subspecies have been investigated through (i) the characterization of the chemical composition of essential oils and (ii) the study of three polymorphic genetic markers. Chemical analysis were performed using combination of capillary GC/RI, GC-MS after fractionation on column chromatography and the definition of the genetic structure were carried out using two chlororoplast markers (RPL32-TRNL and TRNL-F) and ribosomal nuclear markers (ITS region). According to statistical analysis, both subspecies were clearly distinguished by the chemical and genetic studies. Chemical compositions of oils from both subspecies were qualitatively similar but they differed by the normalized% abundances of their major components; oils from subsp. flavum were dominated by large amounts of hydrocarbon monoterpenes while oils obtained from subsp. glaucum were characterized by higher amounts of oxygenated compounds. The genetic analysis divided T. flavum L. populations in two groups, the first displayed subsp. glaucum populations and the latter group exhibited subsp. flavum populations. The presence of two groups is weakly consistent with chemical differentiation. These data suggest that the differences in the volatile composition of the two T. flavum subspecies depends more on the genetic background and less on environmental factors.


Subject(s)
DNA, Chloroplast/genetics , Oils, Volatile/chemistry , Polymorphism, Genetic , Teucrium/chemistry , Chemical Fractionation/methods , Chloroplasts/genetics , DNA, Ribosomal Spacer/genetics , France , Gas Chromatography-Mass Spectrometry , Genetic Markers , Monoterpenes/analysis , Monoterpenes/chemistry , Oils, Volatile/analysis , Principal Component Analysis , Sequence Analysis, DNA , Sesquiterpenes/analysis , Sesquiterpenes/chemistry , Species Specificity , Teucrium/genetics , Volatile Organic Compounds/chemistry
19.
Chem Cent J ; 4: 16, 2010 Sep 21.
Article in English | MEDLINE | ID: mdl-20858266

ABSTRACT

BACKGROUND: Traditionally, the essential oil of aromatic herbs is obtained using hydrodistillation (HD). Because the emitted volatile fraction plays a fundamental role in a plant's life, various novel techniques have been developed for its extraction from plants. Among these, headspace solid phase microextraction (HS-SPME) can be used to obtain a rapid fingerprint of a plant's headspace. Daucus crinitus Desf. is a wild plant that grows along the west coast of Algeria. Only a single study has dealt with the chemical composition of the aerial part oils of Algerian D. crinitus, in which isochavicol isobutyrate (39.0%), octyl acetate (12.3%), and ß-caryophyllene (5.4%) were identified. Using GC-RI and GC-MS analysis, the essential oils and the volatiles extracted from separated organs of D. crinitus Desf. were studied using HS-SPME. RESULTS: GC-RI and GC-MS analysis identified 72 and 79 components in oils extracted using HD and in the volatile fractions extracted using SPME, respectively. Two types of essential oils were produced by the plant: the root oils had aliphatic compounds as the main component (87.0%-90.1%), and the aerial part oils had phenylpropanoids as the main component (43.1%-88.6%). HS-SPME analysis showed a more precise distribution of compounds in the organs studied: oxygenated aliphatic compounds were well represented in the roots (44.3%-84.0%), hydrocarbon aliphatic compounds were in the leaves and stems (22.2%-87.9%), and phenylpropanoids were in the flowers and umbels (47.9%-64.2%). Moreover, HS-SPME allowed the occurrence of isochavicol (29.6 - 34.7%) as main component in D. crinitus leaves, but it was not detected in the oils, probably because of its solubility in water. CONCLUSIONS: This study demonstrates that HD and HS-SPME modes could be complimentary extraction techniques in order to obtain the complete characterization of plant volatiles.

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