Dynamics of offensive gas-phase odorants in fresh and aged feces throughout the development of beef cattle.

Livestock odors are largely caused by several groups of volatile organic compounds (VOC), including sulfur-containing compounds, VFA, and phenols and indoles. Throughout the growth stages of cattle in the nursery and feedlot, distinctly different diets are formulated to meet the changing requirements of the animal. Because diet composition and manure management are 2 major factors affecting odor emissions, it was assumed that changes in diet composition along the development of calves would affect VOC emissions from fresh and stored manure. In this study, the dynamics of gas-phase VOC in feces from 6 Holstein-Friesian bull calves were followed at 5 ages: 1 to 5 wk (stage I), 6 to 8 wk (stage II, before weaning), 9 to 14 wk (stage III, after weaning), and 15 to 36 wk (stages IV and V). The CP content of the formulated diet decreased from 23.0 to 13.9%. Samples of fresh feces were incubated under either aerobic or anaerobic conditions for 21 d. The VOC were analyzed from the feces headspace by solid-phase microextraction, followed by gas chromatography-mass spectrometry. Distinct changes in gas-phase VOC were observed in fresh and aged feces from calves at different ages. Semiquantitatively (based on comparative peak area counts), the following trends were observed: 1) S-containing compounds were the least dominant in fresh feces at the age of 2 wk (stage I), whereas VFA esters were the most dominant. 2) At the age of 7 wk (stage II), 1 wk before calves were weaned, feces seemed to be the most offensive, presumably because of the difficulty of synchronizing the requirements of the animal and the diet formulation during this stage of rapid development. 3) The VOC decreased during storage of feces under aerobic conditions but significantly increased at all 5 life stages during storage under anaerobic conditions. This study demonstrates that life stage and manure management affect odor emissions from beef fattening operations. Incorporation of the age and diet of calves in odor modeling could improve annoyance predictions.

Enhanced levels of the aroma and flavor compound S-linalool by metabolic engineering of the terpenoid pathway in tomato fruits.

The aromas of fruits, vegetables, and flowers are mixtures of volatile metabolites, often present in parts per billion levels or less. We show here that tomato (Lycopersicon esculentum Mill.) plants transgenic for a heterologous Clarkia breweri S-linalool synthase (LIS) gene, under the control of the tomato late-ripening-specific E8 promoter, synthesize and accumulate S-linalool and 8-hydroxylinalool in ripening fruits. Apart from the difference in volatiles, no other phenotypic alterations were noted, including the levels of other terpenoids such as gamma- and alpha-tocopherols, lycopene, beta-carotene, and lutein. Our studies indicate that it is possible to enhance the levels of monoterpenes in ripening fruits by metabolic engineering.

Antibacterial and antifungal activity of the essential oils of Thymus revolutus Celak from Turkey.

The chemical composition of the volatile constituent from flowering parts of Thymus revolutus C., an endemic plant of Turkey, were analysed by GC/MS. Twenty-two components were identified, and carvacrol was found as a predominant compound in the oil. Furthermore, the essential oil was tested against 11 bacteria and four fungi at different concentrations. Results showed that the oil exhibited a significant antibacterial and antifungal activity.

Changes in essential oil during enzyme-assisted ensiling of lemongrass (Cymbopogon citratus Stapf.) and lemon eucalyptus (Eucalyptus citriodora Hook).

Changes in essential oil during ensiling of lemongrass and lemon eucalyptus were studied. Wilted lemongrass and eucalyptus leaves were ensiled in 0.25-L anaerobic jars. Samples consisted of a control (no additives) and a treated sample (0.5% glucose and lactic acid bacteria and 1% cellulase plus 1% hemicellulase plus pectinase). Three jars per treatment were sampled on days 2, 6, 10, and 36 for analysis of essential oil. Essential oil was obtained by extraction and by hydrodistillation. Extraction efficacy of essential oil from the lemongrass was improved by the enzyme treatment, but it was much lower than the amount obtained by distillation. The major components of the essential oil were neral and geranial. In the eucalyptus, total essential oils obtained by distillation decreased during ensiling, and the amount was similar to the amount obtained by extraction. Citronellal, which was the major component of the essential oil in the fresh eucalyptus leaves, decreased, whereas isopulegol and 3,8-terpinolhydrate increased during ensiling.

Acetyl-coa: alcohol acetyltransferase activity and aroma formation in ripening melon fruits.

Melon varieties (Cucumis melo L.) differ in a range of physical and chemical attributes. Sweetness and aroma are two of the most important factors in fruit quality and consumer preference. Volatile acetates are major components of the headspace of ripening cv. Arava fruits, a commercially important climacteric melon. In contrast, volatile aldehydes and alcohols are most abundant in cv. Rochet fruits, a nonclimacteric melon. The formation of volatile acetates is catalyzed by alcohol acetyltransferases (AAT), which utilize acetyl-CoA to acetylate several alcohols. Cell-free extract derived from Arava ripe melons exhibited substantial levels of AAT activity with a variety of alcohol substrates, whereas similar extracts derived from Rochet ripe melons had negligible activity. The levels of AAT activity in unripe Arava melons were also low but steadily increased during ripening. In contrast, similar extracts from Rochet fruits displayed low AAT activity during all stages of maturation. In addition, the benzyl- and 2-phenylethyl-dependent AAT activity levels seem well correlated with the total soluble solid content in Arava fruits.

Isolation of a Bacillus sp. capable of transforming isoeugenol to vanillin.

Natural aroma compounds are of major interest to the flavor and fragrance industry. Due to the limited sources for natural aromas, there is a growing interest in developing alternative sources for natural aroma compounds, and in particular aromatic aldehydes. In several microbial species aromatic aldehydes are detected as intermediates in the degradation pathway of phenylpropanoids. Thus, bioconversion of phenylpropanoids is one possible route for the production of these aroma compounds. The present work describes the isolation of microbial strains, capable of producing vanillin from isoeugenol. Bacterial strains isolated from soil, were screened for their ability to transform isoeugenol to vanillin. One of these strains, strain B2, was found to produce high amounts of vanillin when grown in the presence of isoeugenol, and was also capable of growing on isoeugenol as the sole carbon source. Based on its fatty acids profile, strain B2 was identified as a Bacillus subtilis sp. The bioconversion capabilities of strain B2 were tested in growing cultures and cell free extracts. In the presence of isoeugenol, a growing cultures of B. subtilis B2 produced 0.61 g l-1 vanillin (molar yield of 12.4%), whereas cell free extracts resulted in 0.9 g l-1 vanillin (molar yield of 14%).

Biotransformation of constituents of essential oils by germinating wheat seed.

Wheat seeds, when exposed to essential oils, are able to metabolise certain monoterpenes. The actual amounts of the compounds and their derivatives in the endosperm and embryo of wheat seeds, after exposure to the monoterpenes were determined. Neral and geranial, which are the constituents of citral, are reduced and oxidised to the corresponding alcohols and acids. Similarly citronellal, pulegone and carvacrol are converted partly to the corresponding reduction and oxidation products. The aromatic compound vanillin is partly reduced to vanillyl alcohol or oxidised to vanillic acid. In all cases it seems that part of the compounds applied are degraded, as indicated by the inability to account for all the compounds, which were supplied to the germinated seeds. In most cases the derivatives of the essential oil applied were less toxic than the parent compound. The possible role of non-specific enzymes by which the compounds are oxidised or reduced is discussed.

Biosynthesis of estragole and methyl-eugenol in sweet basil (Ocimum basilicum L). Developmental and chemotypic association of allylphenol O-methyltransferase activities.

Sweet basil (Ocimum basilicum L., Lamiaceae) is a common herb, used for culinary and medicinal purposes. The essential oils of different sweet basil chemotypes contain various proportions of the allyl phenol derivatives estragole (methyl chavicol), eugenol, and methyl eugenol, as well as the monoterpene alcohol linalool. To monitor the developmental regulation of estragole biosynthesis in sweet basil, an enzymatic assay for S-adenosyl-L-methionine (SAM):chavicol O-methyltransferase activity was developed. Young leaves display high levels of chavicol O-methyltransferase activity, but the activity was negligible in older leaves, indicating that the O-methylation of chavicol primarily occurs early during leaf development. The O-methyltransferase activities detected in different sweet basil genotypes differed in their substrate specificities towards the methyl acceptor substrate. In the high-estragole-containing chemotype R3, the O-methyltransferase activity was highly specific for chavicol, while eugenol was virtually not O-methylated. In contrast, chemotype 147/97, that contains equal levels of estragole and methyl eugenol, displayed O-methyltransferase activities that accepted both chavicol and eugenol as substrates, generating estragole and methyl eugenol, respectively. Chemotype SW that contains high levels of eugenol, but lacks both estragole and methyl eugenol, had apparently no allylphenol dependent O-methyltransferase activities. These results indicate the presence of at least two types of allylphenol-specific O-methyltransferase activities in sweet basil chemotypes, one highly specific for chavicol; and a different one that can accept eugenol as a substrate. The relative availability and substrate specificities of these O-methyltransferase activities biochemically rationalizes the variation in the composition of the essential oils of these chemotypes.

Nematicidal activity of essential oils and their components against the root-knot nematode.

ABSTRACT Nematicidal activity of essential oils extracted from 27 spices and aromatic plants were evaluated in vitro and in pot experiments. Twelve of the twenty-seven essential oils immobilized more than 80% of juveniles of the root-knot nematode Meloidogyne javanica at a concentration of 1,000 mul/liter. At this concentration, most of these oils also inhibited nematode hatching. Essential oils of Carum carvi, Foeniculum vulgare, Mentha rotundifolia, and Mentha spicata showed the highest nematicidal activity among the in vitro tested oils. These oils and those from Origanum vulgare, O. syriacum, and Coridothymus capitatus mixed in sandy soil at concentrations of 100 and 200 mg/kg reduced the root galling of cucumber seedlings in pot experiments. The main components of these essential oils were tested for their nematicidal activity. Carvacrol, t-anethole, thymol, and (+)-carvone immobilized the juveniles and inhibited hatching at >125 mul/liter in vitro. Most of these components mixed in sandy soil at concentrations of 75 and 150 mg/kg reduced root galling of cucumber seedlings. In 3-liter pot experiments, nematicidal activity of the essential oils and their components was confirmed at 200 and 150 mg/kg, respectively. The results suggest that the essential oils and their main components may serve as nematicides.

Dynamics of yield components and essential oil production in a commercial hybrid sage (Salvia officinalis x Salvia fruticosa cv. Newe Ya'ar no. 4).

The fresh yields, the essential oil content, and the quality of a sage hybrid (Salvia officinalis x Salvia fruticosa, cv. Newe Ya'ar No. 4, Lamiaceae) as affected by development and harvest time were determined. Marked increases in plant height and in the number of nodes developed per plant together with a modest increase in leaf size were accompanied by dramatic increases (more than 20-fold) in the fresh yields throughout a 50-day growth period. No major changes in the essential oil content per fresh weight and its composition were detected throughout the growth period. In contrast, the compositions of the essential oils obtained from stems, as compared to leaves and leaf-primordia, had marked differences. Developmentally controlled changes in the extractives from individual leaf pairs from the same plant were also noted. In upper young leaves, the oxygenated diterpene manool and the sesquiterpene hydrocarbons alpha-humulene and beta-caryophyllene constituted up to 20%, 8%, and 4% of the total extractives, respectively. In older leaves, the abundance of these components steadily dropped to roughly half their levels in young leaves. Conversely, the proportions of the monoterpenes, particularly the ketones camphor and alpha-thujone, steadily increased with leaf position. Minor changes in the levels of other extractives were also recorded. These studies imply independent regulatory patterns for di-, sesqui-, and monoterpenes in this sage hybrid, and suggest possible agrotechnical means to obtain preferred chemical compositions of its essential oil.

Chemical variation among indigenous populations of Foeniculum vulgare var. vulgare in Israel.

The composition of hexane extract constituents of ripe mericarps ("achenes") of eleven indigenous populations of Foeniculum vulgare var. vulgare (Apiaceae) was studied. Natural populations were selected along a gradient of annual rainfall from ca. 1000 mm in the northern region down to 125 mm in the Negev desert. Eighteen constituents, with estragole, trans-anethole, fenchone, limonene and alpha-pinene as the major components were separated by GC-MS. Characterized by the level of estragole and trans-anethole, four different groups were obtained: (1) highest estragole (63%) and the lowest trans-ane-thole (3%) characterized the population of Mt. Meron; (2) estra-gole (39-47%) and trans-anethole (17-29%) in 3 mountainous populations; (3) estragole (21-29%) and trans-anethole (38-49%) in the coastal and lowland populations; (4) two exceptional populations with the lowest content of estragole (ca.8%) and high content of trans-anethole (55 and 74%). A reversed association between the content of estragole and trans-anethole suggests a common precursor. In habitats with a high precipitation, the content of estragole was high and that of trans-anethole was low, and vice versa under limited rainfall. It is proposed that the composition of oleoresins of F. vulgare var. vulgare could be governed by environmental conditions. Nevertheless, it is not ruled out that genetic variations account for the recorded differences.

Antifungal activity of volatile fractions of essential oils from four aromatic wild plants in israel.

Essential oils were extracted fromMajorana syriaca, Satureja thymbra, Micromeria fruticosa, andSalvia triloba, and their volatile fractions were tested for their antifungal activity against the soil-borne pathogensFusarium oxysporum andMacrophomina phaseolina and the foliar pathogensBotrytis cinerea andExserohilum turcicum. Results showed a fungistatic effect of 1, 2.5, and 5µl of the various essential oils on fungal mycelium growth. The most significant effect was exerted by essential oils extracted fromM. syriaca, which inhibited the growth ofB. cinerea by 44% and of all the other fungi tested by 100%.

Differential olfactory perception of enantiomeric compounds by blind subterranean mole rats (Spalax ehrenbergi).

The behavior of mole rats (Spalax ehrenbergi) near pairs of enantiomeric compounds was examined in 901 two-choice experimental tests. Positioning of the nest and food store and the preferred location of the tested animal were used to assess attraction or aversion to the tested odorants. The results indicated that mole rats respond differentially to odors of stereoisomers (enantiomers of carvone, citronellol, and fechone). They responded to one enantiomer of each tested pair but were indifferent to or did not smell the other. Both sexes were attracted to the odor of R-(-)-carvone and repelled by the odor of (+)-citronellol. Females were attracted to the odor of (-)-fenchone while males had no preference. By contrast, all animals were indifferent to or did not smell the odor of S-(+)-carvone, (-)-citronellol, and (+)-fenchone. Further research to distinguish between these alternatives (indifference vs hyposmia/anosmia) is suggested.

Fumigant toxicity of essential oils against four major stored-product insects.

The fumigant toxicity of 28 essential oils extracted from various spice and herb plants and some of their major constituents were assessed for adult coleopteransRhyzopertha dominica, Oryzaephilus surinamensis, Tribolium castaneum, andSitophilus oryzae. Three groups of active materials were distinguished: (1) The compounds terpinen 4-ol, 1,8-cineole, and the essential oils of three-lobed sage, sage, bay laurel, rosemary, and lavender were most active againstR. dominica; (2) The compounds linalool,α-terpineol, and carvacrol and the essential oils of oregano, basil, Syrian marjoram, and thyme were most active againstO. surinamensis; and (3) the compound 1,8-cineole and the essential oils anise and peppermint were active againstT. castaneum.

Volatiles of two chemotypes of Majorana syriaca L. (Labiatae) as olfactory cues for the honeybee.

A study of olfactory discrimination by honeybee has been set up in order to understand the role of volatiles of the aromatic plant Majorana syriaca in attracting pollinating insects. The honeybee's response to volatiles from leaves and inflorescences of two M. syriaca chemotypes, which differ in the thymol carvacrol ratio of their volatiles, was tested using a bioessay method based on associative conditioning and recruitement techniques. Behavioural data show that a honeybee identifies and reacts selectively to olfactory signals from leaves and from inflorescences of the two chemotypes. Such data suggest that the volatiles from all parts of the aromatic plant M. syriaca may have a role in attracting pollinators. The vegetative parts produce a volatile emission which attracts the pollinators from a distance towards the whole plant. At close range these are directed by the flower signal which is amplified by the volatiles of bracts and leaves in the inflorescence.

Composition of Essential Oils of Thymbra spicata and Satureja thymbra Chemotypes1.

The essential oils of THYMBRA SPICATA and SATUREJA THYMBRA growing wild in Israel were investigated by means of GLC and GC-MS. The main components of the oils were carvacrol, thymol, gamma-terpinene and P-cymene. Eleven monoterpene hydrocarbons, two sesquiterpene hydrocarbons and nine oxygenated monoterpenes were identified.

Constituents of Essential Oils from Majorana syriaca, Coridothymus capitatus and Satureja thymbra*.

The essential oils of MAJORANA SYRIACA, CORIDOTHYMUS CAPITATUS and SATUREJA THYMBRA plants growing wild in Israel were investigated by means of GLC and GLC-MS. 18 components were identified, the main ones being thymol, carvacrol, gamma-terpinene and p-cymene.