Composition, quality control and antimicrobial activity of the essential oil of cumin (Cuminum cyminum L.) seeds from Bulgaria that had been stored for up to 36 years

The essential oil of seeds of cumin (Cuminum cyminum L.) from Bulgaria stored for more than 35 years was analyzed by physicochemical methods, GC, GC‐MS and olfactometry and its antimicrobial activity tested using different strains of microorganisms. More than sixty constituents of this cumin oil could be identified as essential volatiles, responsible for the pleasant fresh, clean, spicy (typical cumin‐like) odour of a high quality product. Cumin aldehyde (36%), β‐pinene (19.3%), p‐cymene (18.4%) and γ‐terpinene (15.3%) were the principal compounds found. Antimicrobial testing showed high activity of the essential C. cyminum oil against the mold Aspergillus niger, the Gram (+) bacteria Bacillus subtilis and Staphylococcus epidermidis as well as the yeast Saccharomyces cerevisiae and Candida albicans.     

Chemical Composition and Antioxidative Activity of Echinophora platyloba DC. Essential Oil,and Its Interaction with Natural Antimicrobials against Food‐Borne Pathogens and Spoilage Organisms

Abstract: This study was undertaken to determine the chemical composition and antioxidative capacity of Echinophora platyloba DC. essential oil, and its antimicrobial potency against Listeria monocytogenes, Bacillus cereus, Bacillus subtilis, Staphylococcus aureus, Salmonella typhimurium, Escherichia coli O157:H7, Pseudomonas aeruginosa, Candida albicans, Candida tropicalis, Rhodotorula rubra, and Rhodotorula mucilaginosa. The essential oil was analyzed by GC and GC‐MS; and evaluated for its antioxidative and antimicrobial (singly or in combination with chitosan, nisin, monolaurin, or amphotericin B) activity. Thirty‐three components were characterized representing 95.69% of the total oil composition in which thymol, trans‐ocimene, carvacrol, and (E)‐sesqui‐lavandulol were the major constituents. The oil exhibited high scavenging (IC₅₀: 49.7 ± 2.3 μg/mL) and relative antioxidative activity (RAA%: 85.21 ± 0.4) in 1,1‐diphenyl‐2‐picrylhydrazyl radicals and β‐carotene/linoleic acid bleaching assays, respectively. The oil showed antimicrobial activity against L. monocytogenes, B. cereus, B. subtilis, S. aureus, S. typhimurium, E. coli O157:H7, P. aeruginosa, C. albicans, C. tropicalis, R. Rubra, and R. mucilaginosa. Moreover, R. mucilaginosa and P. aeruginosa were the most susceptible and most resistant organisms, respectively. Regarding the checkerboard data, 47 fractional inhibitory concentration index (FICIs) (≤0.5) indicated synergistic, whereas 7 FICIs (>0.5 to 1) indicated additive effect. Consequently, E. platyloba DC. essential oil could be used as a recommended natural antioxidant and antimicrobial substance for food preservation.     

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     

Antioxidant and antimicrobial activity of Satureja montana L. extracts

BACKGROUND: This study aimed to evaluate the antioxidant and antimicrobial activity of extracts (aqueous, ethanolic and essential oil) from Satureja montana and to characterise the chemical composition of its essential oil. RESULTS: Satureja montana L. essential oil had relatively high antimicrobial activities against the seven species of bacteria tested. In contrast, aqueous extracts did not reveal antibacterial activity, and the ethanol extract was not effective against Salmonella typhimurium. The major volatile constituents of the essential oil were carvacrol (306 g L^?1), thymol (141 g L^?1), and carvacrol methyl ether (63 g L^?1). The strongest antioxidant capacity was obtained with the hot water extracts of S. montana, whereas the plant essential oil revealed the highest phenolic content. CONCLUSION: The findings indicate that the bioactive extracts of S. montana have strong potential for use as natural antimicrobials and antioxidants in the preservation of processed food. Copyright © 2011 Society of Chemical Industry     

Chemical composition and antimicrobial activity of the essential oil of Amomum tsao‐ko

BACKGROUND: The chemical composition of the essential oil obtained by hydrodistillation from the dried fruits of Amomum tsao‐ko was analysed by gas chromatography/mass spectroscopy (GC/MS). The antimicrobial activity of the oil was evaluated against 16 micro‐organisms using agar disc diffusion and broth microdilution methods. RESULTS: Seventy‐three compounds, constituting about 97.56% of the total oil, were identified. The main components were 1,8‐cineole (45.24%), ρ‐propylbenzaldehyde (6.04%), geraniol (5.11%), geranial (4.52%), α‐terpineol (3.59%) and α‐phellandrene (3.07%). The essential oil showed a broad spectrum of antimicrobial activity against all the tested micro‐organisms, including Gram‐positive and Gram‐negative bacteria, and fungi. The oil exerted the strongest bactericidal activity against Staphylococcus aureus CCTCC AB91118, with minimum inhibitory and bactericidal concentrations of 0.20 g L^?1. CONCLUSION: Our study suggests that the Amomum tsao‐ko essential oil could be one of new medicinal resources for antibacterial and antifungal agents. Copyright © 2008 Society of Chemical Industry     

Essential oils of Lavandula bipinnata and their antimicrobial activities

The essential oils from dried leaves of Lavandula bipinnata (Roth) Kuntze (Lamiaceae), obtained by soxhlet extraction was analysed by gas chromatography–mass spectrometry (GC–MS) and was evaluated for in vitro antimicrobial activity. The most common components usually found in lavender essential oils were present in the oil samples analysed, out of 43 peaks, 29 components, which constitute 72.38%, were identified in the essential oil. The major constituents were transcarveol (18.93%), pulegone (8.45%), camphor (7.09%) and menthol (5.89%). Other constituents present in fairly good amounts are pipertone (4.65%), caryophyllene oxide (3.68%), linalyl acetate (3.37%) and bicyclogermacrene (3.09%). The essential oil was screened for antimicrobial activity by disc diffusion assay and minimum inhibitory concentration (MIC) against bacteria and fungus. Results reveal that L. bipinnata essential oils are inhibitory against the tested bacteria and fungal strains.     

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     

Seasonal variation in content,chemical composition and antimicrobial and cytotoxic activities of essential oils from four Mentha species

BACKGROUND: The aim of the present study was to appraise variation in the chemical composition, and antimicrobial and cytotoxic activities of essential oils from the leaves of four Mentha species—M. arvensis, M. piperita, M. longifolia and M. spicata—as affected by harvesting season. Disc diffusion and broth microdilution susceptibility assays were used to evaluate the antimicrobial activity of Mentha essential oils against a panel of microorganisms. The cytotoxicity of essential oils was tested on breast cancer (MCF‐7) and prostate cancer (LNCaP) cell lines using the MTT assay. RESULTS: The essential oil contents of M. arvensis, M. piperita, M. longifolia and M. spicata were 17.0, 12.2, 10.8 and 12.0 g kg^?1 from the summer and 9.20, 10.5, 7.00 and 9.50 g kg^?1 from the winter crops, respectively. Gas chromatographic–mass spectrometric analysis revealed that mostly quantitative rather than qualitative variation was observed in the oil composition of each species. The principal chemical constituents determined in M. arvensis, M. piperita, M. longifolia and M. spicata essential oils from both seasons were menthol, menthone, piperitenone oxide and carvone, respectively. The tested essential oils and their major components exhibited notable antimicrobial activity against most of the plant and human pathogens tested. The tested essential oils also exhibited good cytotoxicity potential. CONCLUSION: Of the Mentha essential oils tested, M. arvensis essential oil showed relatively better antimicrobial and cytotoxic activities. A significant variation in the content of most of the chemical components and biological activities of seasonally collected samples was documented. Copyright © 2010 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     

In vitro antimicrobial effects and mechanism of action of selected plant essential oil combinations against four food-related microorganisms

The aim of this study was to evaluate the antimicrobial efficacy of selected plant essential oil (EO) combinations against four food-related microorganisms. Ten EOs were initially screened against Escherichia coli, Staphylococcus aureus, Bacillus subtilis and Saccharomyces cerevisiae using agar disk diffusion and broth dilution methods. The highest efficacy against all the tested strains was shown when testing the oregano EO. EOs of basil and bergamot were active against the Gram-positive bacteria (S. aureus and B. subtilis), while perilla EO strongly inhibited the growth of yeast (S. cerevisiae). The chemical components of selected EOs were also analyzed by GC/MS. Phenols and terpenes were the major antimicrobial compounds in oregano and basil EOs. The dominant active components of bergamot EO were alcohols, esters and terpenes. For perilla EO, the major active constituents were mainly ketones. The checkerboard method was then used to investigate the antimicrobial efficacy of EO combinations by means of the fractional inhibitory concentration index (FICI). Based on an overall consideration of antimicrobial activity, organoleptic impact and cost, four EO combinations were selected and their MIC values were listed as follows: oregano–basil (0.313–0.313 μl/ml) for E. coli, basil–bergamot (0.313–0.156 μl/ml) for S. aureus, oregano–bergamot (0.313–0.313 μl/ml) for B. subtilis and oregano–perilla (0.313–0.156 μl/ml) for S. cerevisiae. Furthermore, the mechanisms of the antimicrobial action of EO combinations to the tested organisms were studied by the electronic microscopy observations of the cells and the measurement of the release of cell constituents. The electron micrographs of damaged cells and the significant increase of the cell constituents' release demonstrated that all EO combinations affected the cell membrane integrity.     

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     

Composition and antioxidant and antimicrobial activity of the essential oil and extracts of Stachys inflata Benth from Iran

Composition and antioxidant and antimicrobial activities of essential oil and methanol extract polar and nonpolar subfractions of Stachys inflata were determined. GC and GC/MS analyse of the essential oil showed 45 constituents representing 95.46% of the oil, the major components linalool (28.55%), α-terpineol (9.45%), spathulenol (8.37%) and (2E)-hexenal (4.62%) constituted 50.99% of it. Essential oil and extracts were also tested for their antioxidant activities using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and β-carotene/linoleic acid assays. In the DPPH test, IC₅₀ value for the polar subfraction was 89.50 μg/ml, indicating an antioxidant potency of about 22% of that of butylated hydroxytoluene (IC₅₀ = 19.72 μg/ml) for this extract. In β-carotene/linoleic acid assay, the best inhibition belonged to the nonpolar subfraction (77.08%). Total phenolic content of the polar and nonpolar extract subfractions was 5.4 and 2.8% (w/w), respectively. The plant also showed a week antimicrobial activity against three strains of tested microorganisms. Linalool and α-terpineol were also tested as major components of the oil and showed no antioxidant but considerable antimicrobial activities.     

Chemical composition and biological activity of the essential oil from the wood of Pinus heldreichii Christ. var. leucodermis

The chemical composition of the essential oil obtained by steam distillation from the wood of P. heldreichii, collected from north Greece area was determined by GC and GC/MS for the first time. Forty constituents (corresponding to 96.3% of the total weight) were identified. The main components were: limonene, cembrene, longifolene, α-pinene, methyl chavicol, kaurene and cembrene A. The antimicrobial activity of the oil was evaluated against six Gram positive and Gram negative bacteria and three human pathogenic fungi, using the agar dilution technique. Strong activities against most of the tested microorganisms were exhibited. Moreover, the oil showed a very promising antioxidant activity through Rancimat method.     

Assessment of Pelargonium graveolens oil as plant‐based antimicrobial and aflatoxin suppressor in food preservation

BACKGROUND: Contamination of stored food commodities by moulds and mycotoxins results in qualitative as well as quantitative losses. Most of the synthetic antimicrobials used for preservation of stored food items produce side effects in the form of residual and mammalian toxicity. Recently some higher plant products have been recommended as safe alternatives of such synthetic antimicrobials. In the present investigation antifungal efficacy of some essential oils was evaluated against two toxigenic strains of Aspergillus flavus with special reference to the oil of Pelargonium graveolens to investigate its potential to inhibit aflatoxin B₁ secretion. RESULTS: Essential oil of P. graveolens exhibited absolute fungitoxicity against both the toxigenic strains of A. flavus. The minimum inhibitory concentration of the oil was found to be 0.75 g L^?1 and exhibited a fungistatic nature. It was found superior over the synthetic fungicides tested and exhibited a broad fungitoxic spectrum. The oil showed excellent anti‐aflatoxigenic efficacy as it completely inhibited aflatoxin B₁ production even at 0.50 g L^?1. CONCLUSION: This is the first report on the aflatoxin B₁ inhibitory nature of P. graveolens oil. It may be recommended as a novel plant‐based antimicrobial as well as aflatoxin B₁ suppressor over synthetic preservatives in food protection. Copyright © 2008 Society of Chemical Industry     

Composition,cytotoxicity and antimicrobial activity of essential oil from Dictamnus dasycarpus

The composition of the essential oil from Dictamnus dasycarpus was analysed by GC–MS; 47 constituents (88.9% of the total oil) were identified. The main compounds were syn-7-hydroxy-7-anisylnorbornene (29.4%), pregeijerene (15.5%) and geijerene (11.4%). The antimicrobial activity of the essential oil was evaluated against nine microorganisms using disc diffusion and broth microdilution methods. The oil showed the strongest bactericidal activity against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus. The in vitro cytotoxicity of the oil on six human cancer cell lines was also examined. The cytotoxicity of the oil on three human breast cancer cell lines was significantly stronger than on other cell lines.     

Chemical composition and antioxidant and antimicrobial activity of two Satureja essential oils

Hydro-distilled volatile oils from the aerial parts of Satureja montana L., and Satureja subspicata Bartl. ex Vis., growing wild in Bosnia and Herzegovina, were analyzed by GC/MS. More than one hundred compounds were identified in both plant oils, representing 92.4–98.1% of the total oil. The major constituents of essential oils obtained from the plant material of S. montana, collected from two different localities, were thymol (31.7%), and geraniol (22.3%), respectively. The most abundant compounds in essential oils of S. subspicata, collected at two different stages of development, were thymol (28.6%), and spathulenol (37.6%), respectively. The screening of antimicrobial activity of essential oil samples was individually evaluated against Staphylococcus aureus, Staphylococcus epidermidis, Escherichia coli, Pseudomonas aeruginosa and Bacillus subtilis using a paper disc diffusion method. All tested microorganisms were inhibited by essential oil samples. Antioxidant activity was tested using the DPPH radical-scavenging method. All samples showed activity comparable to thymol, which was used as a positive probe.     

The essential oil from Heteropyxis natalensis harv: Its antimicrobial activities and phytoconstituents

The essential oil obtained from Heteropyxis natalensis by steam distillation was tested for antimicrobial properties. Twenty five bacterial and four fungal species were used as test organisms in this study. These included animal and plant pathogens, food poisoning bacteria and mycotoxigenic fungal strains. The essential oil exhibited considerable inhibitory activities against all the test organisms. GC–MS analysis indicated the essential oil contained 1,8-cineole, limonene, β-myrcene, α-phellandrene and α-pinene.     

Antioxidant and antimicrobial activity evaluation and essential oil analysis of Semenovia tragioides Boiss. from Iran

This study reports the essential oil composition, antioxidant and antimicrobial activity of the essential oil and methanol extract of aerial parts of Semenovia tragioides. GC and GC/MS analysis identified 17 compounds representing 99.4% of the oil. The main components comprising 61.9% of the oil were lavandulyl acetate (25.5%), geranyl acetate (12.5%), trans-β-ocimene (8.8%), p-cymene (7.7%) and γ-terpinene (7.4%). The samples were screened for their antioxidant activities using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical and β-carotene/linoleic acid assay methods. None of the plant samples showed appreciable antioxidant activity in DPPH test. However, methanol extract exhibited considerable linoleic acid oxidation inhibition (77.4%) in the β-carotene/linoleic acid test, a value near to that of butylated hydroxytoluene (BHT, 95.6%). Total phenolic content of the plant extract as gallic acid equivalents was 7.5 μg/mg. The essential oil exhibited strong antimicrobial activity against all but one of the tested microorganisms while the plant extract only inhibited two of them weakly.     

Chemical composition and antimicrobial activity of essential oils of Chaenomeles speciosa from China

The chemical composition of essential oil obtained by hydrodistillation from the dried fruits of Chaenomeles speciosa was analyzed by GC–MS. Forty compounds, constituting about 85.13% of the total oil, were identified. The main constituents were β-caryophyllene (12.52%), -terpineol (5.41%), terpinen-4-ol (4.56%) and 1,8-cineole (4.31%). The antimicrobial activity of the oil was evaluated against 10 microorganisms using disc diffusion and broth microdilution methods. The essential oil was found to show a broad spectrum of antimicrobial activity against all the tested bacterial strains. The essential oil had more sensitivity to gram-positive than gram-negative bacteria.     

Biological activities of the essential oil and methanolic extract of Micromeria fruticosa (L) Druce ssp serpyllifolia (Bieb) PH Davis plants from the eastern Anatolia region of Turkey

The in vitro antimicrobial and antioxidant activities of the essential oil and methanolic extract of Micromeria fruticosa ssp serpyllifolia as well as the composition of the essential oil were examined. The essential oil exhibited activity against 14 bacteria, three fungi and a yeast, with minimal inhibitory concentration (MIC) values ranging from 31.25 to 125 µl ml^?1, whilst the methanolic extract was inactive. Antioxidant activity was measured by two methods, namely scavenging of the free radical DPPH and inhibition of linoleic acid oxidation. The methanolic extract exhibited significant antioxidant activity in both assays, providing 50% inhibition at 70.9 ± 0.5 µg ml^?1 concentration in the DPPH assay and inhibiting linoleic acid oxidation to 59% at 2 mg ml^?1 concentration, whilst the essential oil showed activity only at higher concentrations. The gallic acid equivalent total phenolic content of the methanolic extract was found to be 55.2 ± 2.00 µg mg^?1 dry weight extract (5.5% w/w). The chemical composition of the hydrodistilled essential oil was analysed by means of GC/MS. Twenty‐nine constituents were identified, the main ones being piperitenone (50.61%) and pulegone (29.19%). Copyright © 2004 Society of Chemical Industry