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1.
The present study is the first investigation of the volatile‐oil variability and insecticidal properties of the endemic Moroccan mint Mentha suaveolens subsp. timija (mint timija). The yield of essential oils (EOs) obtained from different wild mint timija populations ranged from 0.20±0.02 to 1.17±0.25% (v/w). GC/MS Analysis revealed the presence of 44 oil constituents, comprising 97.3–99.9% of the total oil compositions. The main constituents were found to be menthone (1.2–62.6%), pulegone (0.8–26.6%), cis‐piperitone epoxide (2.9–25.5%), piperitone (0.3–35.5%), trans‐piperitone epoxide (8.1–15.7%), piperitenone (0.2–9.6%), piperitenone oxide (0.5–28.6%), (E)‐caryophyllene (1.5–11.0%), germacrene D (1.0–15.7%), isomenthone (0.3–7.7%), and borneol (0.2–7.3%). Hierarchical‐cluster analysis allowed the classification of the EOs of the different mint timija populations into four main groups according to the contents of their major components. This variability within the species showed to be linked to the altitude variation of the mint timija growing sites. The results of the insecticidal tests showed that all samples exhibited interesting activity against adults of Tribolium castaneum, but with different degrees. The highest toxicity was observed for the EOs belonging to Group IV, which were rich in menthone and pulegone, with LC50 and LC90 values of 19.0–23.4 and 54.9–58.0 μl/l air in the fumigation assay and LC50 and LC90 values of 0.17–0.18 and 0.40–0.52 μl/cm2 in the contact assay.  相似文献   

2.
The aim of the present study was to contribute to the knowledge of the essential‐oil composition of the Calamintha officinalisnepeta complex in Greece and to clarify the main patterns of its variation. The oils obtained from 22 wild‐growing populations of C. glandulosa, C. nepeta, and C. menthifolia were studied. They could be classified into two different chemotypes, which correspond to the main biosynthetic routes of the C(3)‐oxygenated p‐menthane compounds. Chemotype I includes oils rich in trans‐piperitone oxide, cis‐piperitone oxide, and piperitenone oxide, while Chemotype II comprises oils rich in pulegone and menthone or menthone and isomenthone. Within both chemotypes, quantitative fluctuations of the main components were observed. Comparison with published data showed that the presence of Chemotype II has not been observed before in C. menthifolia, while Chemotype I has been reported in C. nepeta plants from Greece for the first time.  相似文献   

3.
Essential oils from Greek Mentha species showed different chemical compositions for two populations of Mpulegium, characterized by piperitone and pulegone. Mentha spicata essential oil was characterized by endocyclic piperitenone epoxide, piperitone epoxide, and carvone. The bioactivities of these essential oils and their components have been tested against insect pests (Leptinotarsa decemlineata, Spodoptera littoralis and Myzus persicae), root‐knot nematodes (Meloydogine javanica) and plants (Lactuca sativa, Lolium perenne, Solanum lycopersicum). The structure–activity relationships of these compounds have been studied including semi‐synthetic endocyclic trans‐carvone epoxide, exocyclic carvone epoxide, a new exocyclic piperitenone epoxide and trans‐pulegone epoxide. Leptinotarsa decemlineata feeding was affected by piperitenone and piperitone epoxide. Spodoptera littoralis was affected by piperitone epoxide and pulegone. The strongest nematicidal agent was piperitenone epoxide, followed by piperitone epoxide, piperitenone and carvone. Germination of Slycopersicum and Lperenne was significantly affected by piperitenone epoxide. This compound and carvone epoxide inhibited Lperenne root and leaf growth. Piperitenone epoxide also inhibited the root growth of Slycopersicum. The presence of a C(1) epoxide resulted in strong antifeedant, nematicidal and phytotoxic compounds regardless of the C(4) substituent. New natural crop protectants could be developed through appropriate structural modifications in the p‐menthane skeleton.  相似文献   

4.
R. Chizzola 《Plant biosystems》2013,147(2):206-210
Abstract

The composition of the volatile fraction in selected aromatic plants of the Lamiaceae from garrigue sites in southern France is described. Calamintha nepeta appeared heterogeneous. The oil was dominated by piperitone oxide, and piperitenone oxide or by pulegone and menthone. In Nepeta nepetella, nepetalactone, almost exclusively the (4a-α, 7α, 7a-β)-isomer, made up more than 85% of the essential oil. Dichloromethane extracts from Teucrium polium contained germacrene D or sabinene as main components, α-pinene, β-pinene and β-caryophyllene in varying proportions as further important constituents, and various minor components depending on the origin.  相似文献   

5.
The essential oils of 13 Greek populations of Micromeria dalmatica, a Balkan endemic species and member of the section Pseudomelissa, were examined for the first time. Among the studied populations, two main oil types could be distinguished. Type I was found to be rich in β‐pinene, limonene, and germacrene D (accounting for 55.6–70.2% of the total oil), and Type II was characterized by the preponderance of p‐menthane compounds (accounting for 64.2–89.9% of the oil). The latter oil type could be further divided into two subtypes, one comprising oils with predominance of piperitenone and piperitenone oxide and another composed of oils containing high proportions of pulegone, menthone, and isomenthone. The abundance of p‐menthane compounds is a common feature of the oils of all members of the section Pseudomelissa studied to date. However, the existence of oils of Type I has not been previously reported for M. dalmatica, neither for other members of the section Pseudomelissa.  相似文献   

6.
Analysis by GC and GC/MS of the essential‐oil samples obtained from dry above‐ground parts of Hypericum rumeliacum Boiss . (collected in the flowering and fruit‐forming vegetative stages) allowed the identification of 212 components in total, comprising ≥97.8% of the total oil composition. In the flowering phase, the major identified volatile compounds were undecane (6.6%), dodecanal (10.8%), and germacrene D (14.1%), whereas α‐pinene (7.3%), β‐pinene (26.1%), (Z)‐β‐ocimene (8.5%), (E)‐β‐ocimene (10.2%), bicyclogermacrene (7.7%), and germacrene D (15.1%) were dominant in the fruit‐forming phase. Some of the minor constituents found in the studied oil samples (e.g., a homologous series of four 6‐alkyl‐5,6‐dihydro‐2H‐pyran‐2‐ones, i.e., massoia dodeca‐, trideca‐, tetradeca‐, and hexadecalactones) have a restricted occurrence in the Plant Kingdom, and their presence in Hypericum L. spp. has not been previously reported. The chemical compositions of the herein studied additional 34 oils obtained from selected Hypericum taxa were compared using multivariate statistical analysis (agglomerative hierarchical cluster analysis and principal component analysis). The results of these statistical analyses could not be used to either confirm or discard the existence of different H. rumeliacum chemotypes. However, they have implied that the volatile profile of this plant species is determined by the stage of its phenological development.  相似文献   

7.
The phytochemical composition and the antioxidant activities of the essential oil, as well as methanol and hot water extracts of endemic Satureja subspicata Vis . growing in Bosnia and Herzegovina (BiH), were described. β‐Caryophyllene, cisβ‐ocimene, and α‐pinene, identified by GC/MS and GC‐FID, were the dominant oil components. The major compound of both of extracts, identified by HPLC‐DAD, was rosmarinic acid. The analyzed essential oil showed moderate antioxidant activity. In this first report on the extracts of S. subspicata growing in BiH, the obtained results showed a high content of rosmarinic acid, as well as considerable amount of total phenols and flavonoids. Compared to the hot water extract, the methanol extract exhibits higher antioxidant potential, measured by DPPH and FRAP assay (IC50 = 0.45 g/l and 1879.43 equiv. Fe2+ μm ), while the hot water extract showed higher potential in inhibition of linoleic acid oxidation (51.7% and 61.5% for 1 and 10 g/l). A good antioxidant potential of the tested extracts indicates their potential use as antioxidants, particularly for lipid protection, and partly explains the justification of the use of this plant in traditional medicine of BiH.  相似文献   

8.
Using spectrophotometric methods, a H2O‐soluble Potentilla alba L. rhizome extract was evaluated phytochemically, i.e., the total phenol, flavonoid, flavonol, flavanone, and proanthocyanidin contents were determined, and its antioxidant and pro‐oxidant properties, i.e., the FeIII reductive and the FeII chelating properties, the 1,1‐diphenyl‐2‐picrylhydrazyl radical (DPPH.), N,N‐dimethyl‐p‐phenylenediamine (DMPD.+), and superoxide anion radical (O$\rm{{_{2}^{{^\cdot} -}}}$ )‐scavenging activities, the capacity to inhibit hydroxyl radical (HO.)‐mediated deoxy‐D ‐ribose and phospholipid degradation, and the interaction with the Cu‐catalyzed HO.‐mediated DNA degradation, were determined. The extract was found to contain a range of phenolic compounds recognized to possess strong antioxidant‐like properties. Moreover, the extract demonstrated dose‐dependent activities in all the antioxidant assays with the exception of the DNA‐degradation assay, where the components within the extract interfered with the assay components at concentrations ≥1.00 mg/ml. Potentilla species are known for their curative properties, with aerial/subterranean parts being prescribed for numerous indications. The data presented here suggests, though does not conclude, that the rhizomes contain compounds possessing a range of antioxidant‐related properties, which may underpin the therapeutic, viz., anti‐inflammatory and adaptogenic effects, ascribed to species of this genus.  相似文献   

9.
This work aimed to investigate, for the first time, the chemical composition, antioxidant, antiparasitic, cytotoxicity, and antimicrobial activities of the aromatic plant Limonium oleifolium Mill. essential oil (EO) and organic extracts. L. oleifolium aerial parts essential oil was analyzed by GC-FID and GC-MS, and 46 constituents representing 98.25±1.12 % of the oil were identified. γ-Muurolene (10.81±0.07 %), cis-caryophyllene (7.71±0.06 %), o-cymene (7.07±0.01 %) and α-copaene (5.02±0.05 %) were the essential oil main compounds. The antioxidant activity of L. oleifolium EO and organic extracts (MeOH, CHCl3, AcOEt, BuOH) was explored using 2,2-diphenyl-1-picrylhydrazyl (DPPH), ABTS, β-carotene/linoleic acid, cupric reducing antioxidant capacity (CUPRAC), and ferric reducing power assays. The results showed that L. oleifolium EO exhibit antioxidant capacity (IC50=17.40±1.32 μg/mL for DPPH assay, IC50=29.82±1.08 μg/mL for β-carotene assay, IC50=25.23±1.01 μg/mL for ABTS assay, IC50=9.11±0.08 μg/mL for CUPRAC assay and IC50=19.41±2.06 mg/mL for reducing power assay). Additionally, the EO showed significant activity against trophozoite form of Acanthamoeba castellanii (IC50=7.48±0.41 μg/mL) and promastigote form of Leishmania amazonensis (IC50=19.36±1.06 μg/mL) and low cytotoxicity on murine macrophages (LC50 90.23±1.09 μg/mL), as well as good antimicrobial activity against Staphylococcus aureus, Escherichia coli, Klebsiella oxytoca, and Pseudomonas aeruginosa. These results suggest that L. oleifolium essential oil is a valuable source of bioactive compounds presenting antioxidant, antiparasitic, and antimicrobial activities. Furthermore, it is considered nontoxic.  相似文献   

10.
Erodium cicutarium is known for its total polyphenolic content, but this work reveals the first highly detailed profile of E. cicutarium, obtained with UHPLC‐LTQ OrbiTrap MS4 and UHPLC‐QqQ‐MS/MS techniques. A total of 85 phenolic compounds were identified and 17 constituents were quantified. Overall, 25 new compounds were found, which have not yet been reported for the Erodium genera, or the family Geraniaceae. Along with methanolic extracts, the so far poorly investigated water extracts exhibited in vitro antioxidant activity according to all performed assays, including the ferric reducing/antioxidant power assay (FRAP), 2,2‐diphenyl‐1‐picrylhydrazyl assay (DPPH), 2,2′‐azinobis(3‐ethylbenzthiazoline‐6‐sulfonic acid) assay (ABTS) and cupric ion reducing antioxidant capacity assay (CUPRAC). Elemental composition analysis performed with inductively coupled plasma atomic emission spectrometry (ICP‐AES) and, additionally, hydride generation atomic absorption spectrometry (HydrEA‐ETAAS) showed six most abundant elements to be decreasing as follows: Mg>Ca>K>S>P>Na, and gave first data regarding inorganic arsenic content (109.3–248.4 ng g?1). These results suggest E. cicutarium to be a valuable source of various phenolic compounds with substantial potential for further bioactivity testing.  相似文献   

11.
A detailed analysis of two essential oils from individual plants of Mentha suaveolens ssp. suaveolens growing wild in Corsica was carried out by combination of GC(RI), GC/MS, and 13C‐NMR analyses. One oil sample is characterized by the pre‐eminence of piperitenone oxide, and the second is dominated by piperitenone. In contrast, it was reported that the essential oil of M. suaveolens ssp. insularis, an endemic species to Corsica and Sardinia, contained pulegone and cis‐cis‐p‐menthenolide as main components. A principal‐component analysis (PCA) carried out on the composition of the essential oil of 59 individual plants of M. suaveolens sp. allowed the classification into three well‐defined groups. All the oil samples from Mentha suaveolens ssp. insularis belonged to the same group, while the oils from M. suaveolens ssp. suaveolens were distributed in the two other groups. The composition of the essential oil isolated from aerial parts of M. suaveolens ssp. has been shown to be an additional tool to differentiate the botanically close subspecies suaveolens and insularis.  相似文献   

12.
We analyzed the spontaneous volatile emission of different aerial parts of the caper (Capparis spinosa L.) by HS‐SPME‐GC/MS. We identified 178 different compounds of which, in different proportions based on the sample type, the main ones were (E)‐β‐ocimene, methyl benzoate, linalool, β‐caryophyllene, α‐guaiene, germacrene D, bicyclogermacrene, germacrene B, (E)‐nerolidol, isopropyl tetradecanoate, and hexahydrofarnesyl acetone. The multivariate statistical analyses seem to point out that the parameter leading the emission patterns is the function of the analyzed sample; the flower samples showed differences in the emission profile between their fertile and sterile portions and between the other parts of the plant. The green parts emission profiles group together in a cluster and are different from those of seeds and fruits. We also hydrodistilled fully bloomed caper flowers, whose volatile oil showed significant differences in the composition from those of other parts of the plant reported.  相似文献   

13.
The chemical composition of 48 leaf oil samples isolated from individual plants of Cleistopholis patens (Benth .) Engl. et Diels harvested in four Ivoirian forests was investigated by GC‐FID (determination of retention indices), GC/MS, and 13C‐NMR analyses. The main components identified were β‐pinene (traces–59.1%), sabinene (traces–54.2%), (E)‐β‐caryophyllene (0.3–39.3%), linalool (0.1–38.5%), (E)‐β‐ocimene (0.1–33.2%), germacrene D (0.0–33.1%), α‐pinene (0.1–32.3%), and germacrene B (0–21.2%). The 48 oil compositions were submitted to hierarchical clustering and principal components analyses, which allowed the distinction of three groups within the oil samples. The oil composition of the major group (Group I, 33 samples) was dominated by (E)‐β‐caryophyllene and linalool. The oils of Group II (eight samples) contained mainly β‐pinene and α‐pinene, while those of Group III (seven samples) were dominated by sabinene, limonene, and β‐phellandrene. Moreover, the compositions of the Ivoirian C. patens leaf oils differed from those of Nigerian and Cameroonian origins.  相似文献   

14.
Comparison of the effectiveness of antioxidant activity of three thiol compounds, D ‐penicillamine, reduced L ‐glutathione, and 1,4‐dithioerythritol, expressed as a radical‐scavenging capacity based on the two independent methods, namely a decolorization 2,2′‐azinobis[3‐ethylbenzothiazoline‐6‐sulfonic acid] assay and a rotational viscometry, is reported. Particular concern was focused on the testing of potential free‐radical scavenging effects of thiols against hyaluronan degradation, induced by hydroxyl radicals. A promising, solvent‐independent, antioxidative function of 1,4‐dithioerythritol, comparable to that of a standard compound, Trolox®, was confirmed by the 2,2′‐azinobis[3‐ethylbenzothiazoline‐6‐sulfonic acid] assay. The new potential antioxidant 1,4‐dithioerythritol exhibited very good solubility in a variety of solvents (e.g., H2O, EtOH, and DMSO) and could be widely accepted and used as an effective antioxidant standard instead of a routinely used Trolox® on 2,2′‐azinobis[3‐ethylbenzothiazoline‐6‐sulfonic acid] assay.  相似文献   

15.
The essential oil of Mentha japonica Makino (Japanese name, Himehakka) was found to consist mainly from l-menthone (50.8%), d-isomenthone (18.6%) and d-pulegone (12.6%) besides smaller amounts of α-pinene (0.4%), β-pinene (0.3%), limonene (0.3%), 3-octanone (3.6%), 1,8-cineole (0.8%), p-cymene (0.1%) 3-octyl acetate (0.8%), 3-octanol and a ketone (1.9%), 3-methylcyclohexanone (0.1%), 1-octen-3-ol (0.9%), menthyl acetate (1.8%), l-isopulegone (0.6%), menthol (0.4%), piperitone (2.6%), trans-pulegone oxide (0.4%), isopiperitenone (0.4%), cis-pulegone oxide (0.4%), piperitenone (0.2%) and other compounds.

Some considerations to the relationships among M. Pulegium, M. Gattefossei and M. japonica have been done from viewpoint of the chemical systematics.  相似文献   

16.
The essential oil obtained from hydrodistillation of flowering aerial parts of Athanasia brownii (Asteraceae) was studied for its chemical composition by GC/FID and GC/MS, and for biological activity, namely, antioxidant, antimicrobial, and chemopreventive potential, by DPPH (=2,2‐diphenyl‐1‐picrylhydrazyl), ABTS (=2,2′‐azinobis[3‐ethylbenzothioline‐6‐sulfonic acid), and FRAP (=ferric reducing antioxidant power), disk diffusion test, and MTT (=3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide) assay, respectively. The oil was characterized by a high content of oxygenated sesquiterpenes (71.2%), with selin‐11‐en‐4α‐ol (24.6%), caryophyllene oxide (8.7%), humulene epoxide II (5.1%), and (E)‐nerolidol (4.9%) as the predominant compounds. The oil showed a moderate activity against streptococci as well as radical‐scavenging potential, while the inhibitory effects against human cancer cells examined such as A375 (malignant melanoma) and HCT 116 (colon carcinoma) were significant, with IC50 values of 19.85 and 29.53 μg/ml, respectively.  相似文献   

17.
Essential oil (EO) extracts coming from two representative populations of Mentha suaveolens Ehrh . subesp. suaveolens in Eastern Iberian Peninsula were analyzed by gas chromatography coupled with mass spectrometry and flame ion detector. Plant sampling was carried out in the morning and evening in order to study diurnal variation in EO profiles. Likewise, leaves and inflorescences were analyzed separately. Two chemotypes corresponding to each one of the populations were identified, with piperitenone oxide (35.2 – 74.3%) and piperitone oxide (83.9 – 91.3%), respectively, as major compounds. Once different chemotypes were identified, canonical correspondence analysis was employed to evaluate the effect of the bioclimatic and edaphic factors recorded in each location on the observed differences. Statistical analysis suggested that these chemotypes were closely related to specific environmental factors, mainly the bioclimatic ones. Concretely, piperitenone oxide chemotype can be associated to supramediterranean bioclimatic conditions and soils with major salinity and water field capacity. On the other hand, the most volatile fraction (hydrocarbon monoterpenes) reached its higher level in the morning; specifically, a noticeable amount of limonene was found in morning samples of flowers (4.8 – 10.6%). This fact can be related to ecological role of volatile compounds in order to attract pollinator insects.  相似文献   

18.
The chemical composition of 42 essential‐oil samples isolated from the leaves of Xylopia quintasii harvested in three Ivoirian forests was investigated by GC‐FID, including the determination of retention indices (RIs), and by 13C‐NMR analyses. In total, 36 components accounting for 91.9–92.6% of the oil composition were identified. The content of the main components varied drastically from sample to sample: (E)‐β‐caryophyllene (0.9–56.9%), (Z)‐β‐ocimene (0.3–54.6%), β‐pinene (0.8–27.9%), α‐pinene (0.1–22.8%), and furanoguaia‐1,4‐diene (0.0–17.6%). The 42 oil compositions were submitted to hierarchical cluster and principal components analysis, which allowed the distinction of three groups within the oil samples. The composition of the oils of the major group (22 samples) was dominated by (E)‐β‐caryophyllene. The oils of the second group (12 samples) contained β‐pinene and α‐pinene as the principal compounds, while the oils of the third group (8 samples) were dominated by (Z)‐β‐ocimene, germacrene D, (E)‐β‐ocimene, and furanoguaia‐1,4‐diene. The oil samples of Group I and II came from clay‐soil forests, while the oil samples belonging to Group III were isolated from leaves harvested in a sandy‐soil forest.  相似文献   

19.
Herbal medicines are widely used for the treatment of different types of diseases like skin and throat infections and other diseases in developing countries. Syzygium cumini (L.) Skeels fruit, leaves and bark were used for the remedies of different diseases anciently. The aim of the present study was to evaluate the chemical profile of Syzygium cumini leaves essential oil (EO) from Punjab, Pakistan. The essential oil was isolated using hydrodistillation technique and analyzed by gas chromatography (GC) and gas chromatography‐mass spectrometry (GC/MS). Free radical scavenging capacity and antioxidant activity were assessed by using DPPH radical scavenging ability, inhibition of linoleic acid peroxidation, bleaching of β‐carotene in linoleic acid system and reducing power assays. Antimicrobial potential was assessed by disc diffusion assay and measurement of minimum inhibitory concentration (MIC) using resazurin microtiter‐plate assay. The anti‐heme biocrystallization activity of EO was also assessed. The major components (>3%) found in Syzygium cumini leaves EO were β‐farnesene (3.42 %), caryophyllenol (3.46 %), terpinen‐4‐ol (3.61 %), β‐myrcene (3.90 %), γ‐cadinene (4.09 %), fenchol (4.22 %), cis‐β‐ocimene (4.40 %) and 5‐methyl‐1,3,6‐heptatriene (4.90 %). Excellent antioxidant, antimicrobial and weak antimalarial potential was observed. It can be concluded that Syzygium cumini leaves EO has potential application for food and pharmaceutical industries.  相似文献   

20.
The essential oils (EOs) from leaves, stems, and whole plant of Piper boehmeriifolium were analyzed using GC/FID and GC/MS. The main constituents of P. boehmeriifolium EOs were β‐caryophyllene, caryophyllene oxide, β‐elemene, spathulenol, germacrene D, β‐selinene, and neointermedeol. The antioxidant potential of the EOs were determined using DPPH?, ABTS?+ and FRAP assays. In ABTS?+ assay, the leaf oil exhibited a remarkable activity with an IC50 value of 7.36 μg/mL almost similar to BHT (4.06 μg/mL). Furthermore, the antibacterial activity of the oils as well as their synergistic potential with conventional antibiotics were evaluated using microdilution and Checkerboard assays. The results revealed that the oils from different parts of P. boehmeriifolium inhibited the growth of all tested bacteria and the minimum inhibitory concentrations were determined to be 0.078 – 1.250 mg/mL. In combination with chloramphenicol or streptomycin, the oils showed significant synergistic antibacterial effects in most cases. Besides, the results of MTT assay indicated that the oil of the whole plant exhibited significant cytotoxic activities on human hepatocellular carcinoma cells (HepG2) and human breast cancer cells (MCF‐7). In summary, the P. boehmeriifolium oils could be regarded as a prospective source for pharmacologically active compounds.  相似文献   

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