Chemical composition and in vitro antimicrobial activity of the essential oil of Origanum minutiflorum O Schwarz & PH Davis

The essential oil obtained by hydrodistillation from the aerial parts of Origanum minutiflorum O Schwarz & PH Davis, an endemic species in Turkey, was analysed for its antimicrobial activity in vitro. Gas chromatography/mass spectrometry analysis of the essential oil resulted in the identification of 34 constituents accounting for 961.5 mL L^?1 of the oil, the major compounds present being carvacrol (793.4 mL L^?1), p‐cymene (32.6 mL L^?1) and γ‐terpinene (21.4 mL L^?1). The in vitro antimicrobial activity of the essential oil was investigated in order to evaluate its efficacy against 16 bacteria and two yeasts, using disc diffusion and minimum inhibitory concentration methods. The essential oil showed strong antimicrobial activity against all test micro‐organisms except Pseudomonas aeruginosa. Its main components carvacrol and p‐cymene were also assayed for their antimicrobial activities. Carvacrol exhibited comparable activity to the crude oil, proving it to be the main component responsible for the biological activity observed. This study demonstrates the in vitro antimicrobial activity of the essential oil of this endemic remedy against a wide spectrum of clinically important micro‐organisms, including pathogenic yeasts, being the first report on the anticandidal properties of the essential oil of O. minutiflorum. Copyright © 2006 Society of Chemical Industry     

Antibacterial and antioxidant activities of the essential oil and methanol extracts of Bidens frondosa Linn

Antibacterial and antioxidant potential of essential oil, extract and its fractions of Bidens frondosa Linn were evaluated. Sixty‐one components representing 95.41% of the total oil were identified. The essential oil (7.5 μL disc^?1), methanol extract and its different organic subfractions (0.5 μg disc^?1) of B. frondosa displayed a great potential of antibacterial activity against Staphylococcus aureus (ATCC 6538 and KCTC 1916), Listeria monocytogenes ATCC 19116, Bacillus subtilis ATCC 6633, Pseudomonas aeruginosa KCTC 2004, Salmonella enteritidis KCTC 12021 and Enterobacter aerogenes KCTC 2190. Antioxidant activity was evaluated by using 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) assay. The free radical scavenging activity of ethyl acetate (EtOAc) fraction was superior to all other fractions (IC₅₀ = 11.96 μg mL^?1), which was higher than synthetic antioxidant butylated hydroxyanisole, (IC₅₀ = 18.27 μg mL^?1). Furthermore, the amount of total phenolic compounds was determined and its content in EtOAc fraction was the highest as compared to methanol extract or other fractions. The results indicate that the oil and extracts of B. frondosa could serve as an important bio‐resource of antimicrobial agents and antioxidants for using in the food industries.     

GC/MS analysis and antimicrobial and antioxidant activities of essential oil of Eucalyptus radiata

BACKGROUND: The essential oil from Eucalyptus radiata leaves collected in Tunisia was extracted by steam distillation and analysed by gas chromatography/flame ionisation detection and gas chromatography/mass spectrometry. Its antioxidant and antiradical properties were evaluated by the 1,1‐diphenyl‐2‐picrylhydrazyl (DPPH) and 2,2′‐azinobis(3‐ethylbenzothiazoline‐6‐sulfonic acid) (ABTS) assays. The antimicrobial activity of the oil was examined in vitro against two plant‐pathogenic bacteria (four strains each of Agrobacterium tumefaciens and Pseudomonas savastanoi pv. savastanoi) and two plant‐pathogenic fungi (Fusarium solani and Rhizoctonia solani). RESULTS: Thirty‐five compounds were identified and quantified in the essential oil, the major ones being 1,8‐cineole (69.53%), α‐pinene (11.94%) and trans‐pinocarveol (4.81%). Medium antioxidant activity was found in the ABTS assay (IC₅₀ = 484.3 ± 17.3 mg L^?1), whereas no significant free radical‐scavenging activity was detected in the DPPH assay (IC₅₀ > 10 000 mg L^?1). The antimicrobial assays showed that the oil exhibited a high level of activity against A. tumefaciens and R. solani, with minimum inhibitory concentrations ranging between 750 and 1000 µL L^?1. However, it was less efficient against P. savastanoi pv. savastanoi and F. solani. CONCLUSION: The results indicate that the essential oil of E. radiata, with a high content of terpenic compounds, exhibits significant antimicrobial activity against strains of A. tumefaciens and the fungus R. solani and may therefore be useful for their control. Copyright © 2009 Society of Chemical Industry     

七叶鬼灯檠挥发油及不同提取物抑菌活性的研究

研究了七叶鬼灯檠根状茎的挥发油及不同提取物的体外抑菌活性,为七叶鬼灯檠资源开发利用提供科学依据。采用滤纸片法和牛津杯法对七叶鬼灯檠根状茎挥发油及其甲醇、丙酮和乙酸乙酯提取物体外抑菌能力进行评价。结果表明,七叶鬼灯檠根状茎挥发油表现出较强的抑菌活性,对肺炎克雷伯氏菌抑制作用最强,其次为巨大芽孢杆菌和粘红酵母,抑菌圈直径分别为(29.11±0.31)、(26.77±0.35)、(26.20±0.62)mm。在不同溶剂提取物中,丙酮提取物和甲醇提取物均有明显的抑菌效果,解脂假丝酵母对提取物最敏感。七叶鬼灯檠的挥发油及提取物含有天然抑菌活性物质,具有光谱的抑菌效果,值得进一步开发利用。      

Phenological and seasonal influences on essential oil of a cultivated clone of Origanum vulgare L

By harvesting at different dates and frequencies, we have shown the influence of flowering on the essential oil of a clone of oregano grown under cultivation. Flowering increased the essential oil content. In non-flowering plants the highest level of essential oil was obtained in June. The proportion of thymol and γ-terpinene (1-methy1–4-(1-methylethyl)-1,4-cyclohexadiene) in the essential oil varied during different months in non-flowering plants as well as in different stages of flowering at the same date of harvest. Increase in the content of one of the two components was accompanied by decrease in the other one and vice versa. Flowering and season had no influence on the content of the other two main components in the essential oil (p-cymene and carvacrol).     

蒌叶挥发油的提取及抗氧化和抑菌活性研究

采用水蒸气提取法对蒌叶挥发油进行提取,在单因素实验的基础上,以正交实验筛选最佳的提取工艺条件;同时考察蒌叶挥发油抗氧化和抑菌活性。结果表明,蒌叶挥发油提取的最佳工艺条件为:料液比m_干蒌叶粉∶V_水=50∶1000（g/m L）,超声时间为30 min,超声温度70℃,超声功率192 W,加热回流提取4 h,蒌叶挥发油的得率为2.96%。蒌叶挥发油清除DPPH·和·OH的IC₅₀分别为33.19、71.11μg/m L;挥发油对金黄色葡萄球菌、枯草杆菌、大肠杆菌、蜡状芽孢杆菌、四联球菌、藤黄八叠球菌、白色葡萄球菌、黑曲霉、毛霉、青霉均有明显的抗菌活性,其MIC分别为0.625、1.25、0.625、0.625、0.625、2.50、1.25、0.313、0.625、0.313 mg/m L,故蒌叶挥发油具有较强的抗氧化和抑菌活性。      

In vitro antioxidant activities of the methanol extracts of four Helichrysum species from Turkey

This study was designed to examine the in vitro antioxidant activities of the methanol extracts of four Helichrysum species (Helichrysum noeanum Boiss., H. chionophilum Boiss. & Bal., H. plicatum DC. subsp. plicatum, H. arenarium (L.) Moench. subsp. aucheri (Boiss.) Davis & Kuphicha). The extracts were screened for their possible antioxidant activitiy by two complementary test systems, namely DPPH free radical-scavenging and β-carotene/linoleic acid systems. In the first case, non-polar subfractions of the methanol extracts of Helichrysum species studied did not show any antioxidant activity, while the most active one was H. chionophilum (IC₅₀ =40.5 μg/ml) among the polar subfractions. In the β-carotene/linoleic acid test system, inhibition rates of the oxidation of linoleic acid of H. noeanum and H. arenarium were very close to each other. The inhibition rate of the synthetic antioxidant BHT was determined to be 96%. Since the polar extracts of Helichrysum species dealt with here exhibited interesting antioxidant activities when compared to BHT, we believe that it would be useful to take the results into consideration as an alternative for food processing industries.     

Antioxidant and antimicrobial activities of essential oil and various oleoresins of Elettaria cardamomum (seeds and pods)

BACKGROUND: This paper describes the chemical analysis of the essential oil and various oleoresins of Elettaria cardamomum (seeds and pods) by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS) techniques. It also compares the effects of the different extraction solvents used (chloroform, methanol, ethanol and diethyl ether) on the antioxidant and antimicrobial activities of the essential oil and oleoresins. RESULTS: The essential oil was found to contain 71 compounds. The major components were α‐terpinyl acetate (44.3%), 1,8‐cineole (10.7%), α‐terpineol (9.8%) and linalool (8.6%). The chloroform and methanol oleoresins both contained α‐terpinyl acetate (21.8 and 25.9% respectively) as the main component, while 5‐hydroxymethylfurfural (28.9%) was the most abundant compound in the ethanol oleoresin. However, very few components (total 0.61%) were found in the diethyl ether oleoresin. The antioxidant activities of the essential oil and oleoresins, studied in mustard oil by monitoring the peroxide value of the oil substrate, were comparable to those of the synthetic antioxidants butylated hydroxyanisole (BHA) and butylated hydroxytoluene (BHT) at 0.02% concentration. The essential oil exhibited strong antibacterial activity against the micro‐organisms Staphylococcus aureus, Bacillus cereus, Escherichia coli and Salmonella typhi at 3000 ppm by the agar well diffusion method. Antifungal activity was tested against the food‐borne fungi Aspergillus terreus, Penicillium purpurogenum, Fusarium graminearum and Penicillium madriti. The methanol and ethanol oleoresins gave the best results against A. terreus at 3000 ppm by the poison food method. CONCLUSION: This study provides important information about the chemistry and antioxidant and antimicrobial properties of E. cardamomum. Copyright © 2007 Society of Chemical Industry     

The influence of harvest time on essential oil composition,phenolic constituents and antioxidant properties of Turkish oregano (Origanum onites L.)

BACKGROUND: The aim of this research was to determine essential oil composition, phenolic constituents and antioxidant properties of Turkish oregano (Origanum onites L.) leaves harvested during the months of June to September. RESULT: The maximum essential oil yield in the leaves appeared in the middle of July. The main components of oregano oil were carvacrol, thymol, γ‐terpinene, p‐cymene, α‐terpinene and α‐pinene. Carvacrol was highest in the July harvest. The maximum extract yield was found in September. Oil distilled from early‐season (June) harvested leaves had the highest antioxidant ability, expressed as low concentration providing 50% inhibition of free radical scavenging activity and high levels of reducing/antioxidant capacity. Twelve phenolic compounds of oregano extract were identified and the main components were found to be rosmarinic acid and acecetin. The maximum rosmarinic acid and acecetin were found in harvests of July and June, respectively. Total phenolic contents, free radical scavenging activities and reducing/antioxidant capacities were found to be highest in the July harvest. DISCUSSION: All yields, chemical compositions, free radical scavenging activities and reducing/antioxidant capacities of extracts and essential oils of Turkish oregano changed importantly depending on vegetative periods of growing season. Copyright © 2009 Society of Chemical Industry     

Chemical composition and antioxidant and antimicrobial activities of essential oil of Allium sphaerocephalon L. subsp. sphaerocephalon (Liliaceae) inflorescences

BACKGROUND: Allium sphaerocephalon is a wild‐growing plant commonly used as an onion substitute. In this study the essential oil obtained from A. sphaerocephalon subsp. sphaerocephalon inflorescences was analysed by gas chromatography and gas chromatography/mass spectrometry and also evaluated for in vitro antioxidant and antimicrobial activities. The obtained results are reported for the first time and discussed with respect to the sulfur compounds detected in the essential oil. RESULTS: Ninty‐one compounds were identified, representing 91.6% (w/w) of the total oil. Major constituents of the analysed sample were shyobunol (15.3%), β‐caryophyllene (8.1%), α‐cadinol (7.8%), 3,5‐diethyl‐1,2,4‐trithiolane (isomer II, 5.9%) and δ‐cadinene (5.2%). The diluted oil had an antioxidant capacity of 160 000 ± 111 µmol α‐tocopherol acetate equivalents g^?1. Its antimicrobial activity was evaluated against five bacterial and two fungal strains using the broth microdilution assay. Among the micro‐organisms tested, the most susceptible strains were Pseudomonas aeruginosa (minimal inhibitory/bactericidal concentration = 0.08/2.5 mg mL^?1) and Aspergillus niger (minimal inhibitory/fungicidal concentration = 0.31/0.63 mg mL^?1). CONCLUSION: The results showed that the examined species had strong antioxidant and antimicrobial properties and are in accordance with the popular use of plants belonging to the genus Allium in traditional medicine, emphasising the necessity of further detailed study of the active principles in Allium species. Copyright © 2010 Society of Chemical Industry     

Salt effects on Origanum majorana fatty acid and essential oil composition

BACKGROUND: The effects of salt on the essential oil yield and fatty acid composition of aerial parts of two marjoram varieties were investigated. Plants with 6 leaves were treated with NaCl (75mM). RESULTS: Salt treatment led to a reduction in aerial part growth. Salinity increased the fatty acid content more significantly in Tunisian variety (TV) than in Canadian variety (CV). CV showed an increase in double‐bond index (DBI) and a decrease in malondialdehyde content under salt stress, while the opposite was observed in TV. The DBI was mainly affected by a strong reduction in oleic and linoleic acids in TV, whereas a strong stimulation of linoleic acid in CV was observed. Salt decreased and increased the essential oil yield in TV and CV respectively. The main constituents of the essential oil of TV were trans‐hydrate sabinene and terpinen‐4‐ol, which showed a significant decrease under salt stress. In contrast, the main constituents of the essential oil of CV were sabinene and trans‐hydrate sabinene, which showed a significant decrease and increase respectively under salt stress. CONCLUSION: Marjoram oil is a rich source of many compounds such as essential oils and fatty acids, but the distribution of these compounds differed significantly between the two varieties studied. Copyright © 2011 Society of Chemical Industry     

The influence of organ,season and drying method on chemical composition and antioxidant and antimicrobial activities of Juniperus phoenicea L. essential oils

BACKGROUND: Juniperus phoenicea is an important medicinal plant. In the present study, essential oils (18 samples) from leaves and berries of Juniperus phoenicea L. (Cupressaceae), obtained by various drying methods and in different collection months, were analysed by gas chromatography–mass spectrometry and also evaluated for in vitro antimicrobial and antioxidant activities. Correlations were studied between antimicrobial activity and the chemical composition of essential oils. RESULTS: Sixty‐seven compounds were identified in essential oils, representing 97.7–100%. Essential oils were dominated by monoterpenes and sesquiterpenes, which presented 35.0–93.3% and 6.7–62.0%, respectively, depending of organ, season and drying method. Antimicrobial tests showed that essential oils strongly inhibited the growth of Gram‐positive microorganisms and Mucor ramamnianus, but was inactive against Gram‐negative strains. Antioxidant activity was tested using the ABTS radical‐scavenging assay. Most samples showed good activity (the best IC₅₀ = 41.7 ± 1.5 mg L^?1). CONCLUSIONS: It could be concluded that drying of leaves of J. phoenicea in the sun and berries in oven‐drying was more suitable and was recommended for obtaining higher essential oil yield, but for a higher percentage of some special components such as α‐pinene and δ‐3‐carene shade‐drying was more suitable. Copyright © 2009 Society of Chemical Industry     

Development of PLA films containing oregano essential oil (Origanum vulgare L. virens) intended for use in food packaging

Consumers’ concerns about the environment and health have led to the development of new food packaging materials avoiding petroleum-based matrices and synthetic additives. The present study has developed polylactic acid (PLA) films containing different concentrations of essential oil from Origanum vulgare L. virens (OEO). The effectiveness of this new active packaging was checked for use in ready-to-eat salads. A plasticising effect was observed when OEO was incorporated in PLA films. The rest of the mechanical and physical properties of developed films did not show much change when OEO was included in the film. An antioxidant effect was recorded only for films containing the highest percentages of the active agent (5% and 10%). In addition, films exhibited in vitro antibacterial activity against Staphylococcus aureus, Yersinia enterocolitica, Listeria monocytogenes, Enterococcus faecalis and Staphylococcus carnosus. Moreover, in ready-to-eat salads, antimicrobial activity was only observed against yeast and moulds, where 5% and 10% of OEO was the most effective.     

Chemical composition, antioxidant, and antimicrobial activities of essential oil from pine needle (Cedrus deodara)

The chemical composition of essential oil from pine needles (Cedrus deodara) was determined, and its antioxidant and antimicrobial activities were evaluated. Twenty-three components, representing 95.79% of the oil, were identified by gas chromatography mass spectrometry. The main components include α-terpineol (30.2%), linalool (24.47%), limonene (17.01%), anethole (14.57%), caryophyllene (3.14%), and eugenol (2.14%). Pine needle essential oil showed remarkable antioxidant activity in scavenging free radicals, in lipid peroxidation, and in reducing power assays. Moreover, the essential oil revealed strong antimicrobial activity against typical food-borne microorganisms, with minimum inhibitory concentration and minimum bactericidal concentration values of 0.2 to 1.56 and 0.39 to 6.25 μg/mL, respectively. Transmission electron microscope observation ascertained that the bactericidal mechanism of pine needle essential oil may be the induction of cytoplasmic outflow and plasmolysis. These results suggest that the essential oil from pine needles has potential to be used as a natural antioxidant and antimicrobial agent in food processing. PRACTICAL APPLICATION: The present study provides a theoretical basis for the potential application of essential oil from pine needles (C. deodara) to be used as a natural resource of antioxidant and antimicrobial agents in food industry.     

琼产艾纳香叶精油的抗氧化和抗菌活性

采用水蒸气蒸馏法收集琼产艾纳香叶精油,经过GC-MS分析,精油中45种化合物被定性检出,主要是单萜类(48.55%)和倍半萜类(39.91%),相对含量列前五位的组分分别是(-)-龙脑(28.45%)、石竹烯(22.98%)、樟脑(9.56%)、α-荜澄茄烯(8.32%)和β-蒎烯(4.32%)。经过DPPH自由基清除试验、β-胡萝卜素漂白试验和硫代巴比妥酸法试验发现精油具有较强的抗氧化活性。琼脂扩散法和琼脂稀释法证实精油对6种受试菌都有抑制活性,对金黄色葡萄球菌、假丝酵母和黄曲霉具有较好的抑制能力(MIC:625μg/mL),对大肠杆菌、李斯特氏菌和沙门氏菌也表现出了抑制能力(MIC:2 500μg/mL)。以上结果证实琼产艾纳香叶精油具有明显的抗氧化和抗菌活性,拥有成为食品和化妆品的天然抗氧化剂及抗菌剂的潜力。     

甜橙精油的化学成分、抑菌和抗氧化活性研究

采用气相色谱-质谱法（GC-MS）对甜橙精油的挥发性成分进行分析,通过抑菌圈实验和试管二倍稀释法对其抑菌效果、最低抑菌浓度（MIC值）进行测定,采用3种方法（DPPH、ABTS和FRAP）对甜橙精油的抗氧化活性进行体外评价。结果表明:甜橙精油含有101种组分,鉴定出50种成分,主要为脂肪族（5.96%）和萜类化合物（78.39%）;甜橙精油对6种供试菌均有较明显的抑制作用,其中对枯草芽孢杆菌的抑制作用最强（MIC值7.5μL/m L）,绿色木霉最弱（MIC值15μL/m L）;甜橙精油对DPPH自由基和ABTS+自由基有明显的清除作用,样品量与清除率间呈量效关系。      

Comparative essential oil composition of various parts of the turpentine tree (Pistacia terebinthus L) growing wild in Turkey

The essential oil contents (dry weight basis) of young shoots, flowers, unripe and ripe fruits of the turpentine tree (Pistacia terebinthus L) were determined as 0.74, 0.70, 0.54 and 0.73% respectively. The main components identified by GC/MS analysis (the identified components represents 90.7, 96.1, 98.0 and 99.0% of the respective oils) were limonene (3.0, 9.4, 34.2 and 32.8%), α‐pinene (5.3, 12.4, 15.6 and 5.3%), β‐pinene (1.4, 8.0, 11.5 and 22.5%) and germacrene D (trace, 19.9, 3.5 and 4.6%). Minor qualitative and major quantitative variations in some compounds of the analysed oils were determined with respect to the different parts of the turpentine tree. © 2002 Society of Chemical Industry     

Essential oils of Origanum vulgare L. subsp. glandulosum (Desf.) Ietswaart from Tunisia: chemical composition and antioxidant activity

BACKGROUND: Characterisation of the essential oils from O. glandulosum collected in three locations of Tunisia, chemical composition and the evaluation of their antioxidant activities were carried out. RESULTS: The essential oils from Origanum vulgare L. subsp. glandulosum (Desf.) Ietswaart collected from three localities of north Tunisia—Krib, Bargou and Nefza—were obtained in yields of 2.5, 3.0 and 4.6% (v/w), respectively. The essential oils were analysed by GC and GC/MS and assayed for their total phenolics content, by the Folin–Ciocalteu method, and antioxidant effectiveness, using the 2,2‐diphenyl‐1‐picrylhydrazil (DPPH) radical scavenging assay. The main components of these essential oils, from Nefza, Bargou and Krib, were p‐cymene (36%, 40% and 46%), thymol (32%, 39% and 18%), γ‐terpinene (24%, 12% and 16%) and carvacrol (2%, 2% and 15%), respectively). The ability to scavenge the DPPH radicals, expressed by IC₅₀, ranged from 59 to 80 mg L^?1. The total phenolic content, expressed in gallic acid equivalent (GAE) g kg^?1 dry weight, varied from 9.37 to 17.70 g kg^?1 dw. CONCLUSIONS: A correlation was identified between the total phenolic content of the essential oils and DPPH radical scavenger capacity. The occurrence of a p‐cymene chemotype of O. glandulosum in the northern region of Tunisia is demonstrated. Copyright © 2010 Society of Chemical Industry