linoleic-acid and erucic-acid

Topics: alpha-Linolenic Acid; Erucic Acids; Fatty Acids; Fatty Acids, Monounsaturated; Humans; Linoleic Acid; Plant Oils; Plants, Genetically Modified; Rapeseed Oil

The study involved the isolation and identification of a member of Streptomyces griseorubens and the identification of its secondary metabolite content. Two extract samples were prepared by using butanol and chloroform. In the analyses of the extracts TLC, FT-IR, and GC-MS were employed. Butanol extract appeared to be dominated by three different pyrrole compounds (43.59%), while two fatty acids, linoleic- and erucic acids, were the most abundant secondary metabolites in the chloroform extract, 27.57% and 12.34%, respectively. Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-compound was represented by a single and distinct band on the thin layer chromatography plate. In GC-MS spectra, it also constituted 13.50% of the butanol extract.

Topics: Biological Products; Butanols; Chromatography, Thin Layer; Erucic Acids; Gas Chromatography-Mass Spectrometry; Linoleic Acid; Pyrroles; Streptomyces

The effect of the fatty acids linolenic acid, linoleic acid, erucic acid and oleic acid on the growth of the plant pathogenic fungi Rhizoctonia solani, Pythium ultimum, Pyrenophora avenae and Crinipellis perniciosa were examined in in vitro studies. Linolenic and linoleic acids exhibited activity against all of the fungi. However, whereas linolenic acid reduced mycelial growth of R. solani and C. perniciosa at 100 microM, the concentration had to be increased to 1000 microM before any effect on mycelial growth of P. ultimum and P. avenae was observed. Linoleic acid only reduced mycelial growth of R. solani, P. ultimum and P. avenae at 1000 microM, but led to a significant reduction in growth of C. perniciosa at 100 microM. In contrast, oleic acid had no significant effect on growth of R. solani or P. avenae, but gave significant reductions in mycelial growth of P. ultimum at 100 microM and reduced growth of C. perniciosa significantly at 1000 microM. All of the fatty acids reduced biomass production by all of the fungi significantly in liquid culture when added to the media at 100 microM. Erucic acid had no effect on fungal growth at any concentration examined. The antifungal activities exhibited by linolenic, linoleic and oleic acids may be useful in the search for alternative approaches to controlling important plant pathogens, such as those examined in this study.

Topics: alpha-Linolenic Acid; Ascomycota; Basidiomycota; Erucic Acids; Fatty Acids, Unsaturated; Linoleic Acid; Oleic Acid; Plant Diseases; Pythium; Rhizoctonia

Rapeseed-mustard is one of the most economically important oilseed crops in India. Speciality oils having high amounts of a specific fatty acid are of immense importance for both nutritional and industrial purposes. Oil high in oleic acid has demand in commercial food-service applications due to a long shelf-life and cholesterol-reducing properties. Both linoleic and linolenic acids are essential fatty acids; however, less than 3% linolenic acid is preferred for oil stability. High erucic acid content is beneficial for the polymer industry, whereas low erucic acid is recommended for food purposes. Therefore, it is important to undertake systematic characterization of the available gene pool for its variable fatty acid profile to be utilized for specific purposes. In the present study the Indian rapeseed-mustard germplasm and some newly developed low-erucic-acid strains were analysed by GLC to study the fatty acid composition in these lines. The GLC analysis revealed that the rapeseed-mustard varieties being commonly grown in India are characterized by high erucic acid content (30-51%) in the oil with low levels of oleic acid (13-23%). However, from among the recently developed low-erucic-acid strains, several lines were identified with comparatively high oleic acid (60-70%), moderate to high linoleic acid (13-40%) and low linolenic acid (< 10%) contents. Work is in progress at TERI (New Delhi, India) to utilize these lines for development of strains with particular fatty acid compositions for specific purposes.

Topics: alpha-Linolenic Acid; Brassica; Chromatography, Gas; Erucic Acids; Fatty Acids, Nonesterified; India; Linoleic Acid; Mustard Plant; Oleic Acid; Plant Oils; Plants, Medicinal; Species Specificity

Receptor-mediated overexpression of H2O2-generating peroxisomal fatty acyl-CoA oxidase (AOX) has been implicated in peroxisome proliferator-induced hepatocarcinogenesis. To investigate the role of rat AOX generated H2O2 in transformation, we overexpressed this enzyme in a non-tumorigenic mouse fibroblast cell line (LM tk-) under control of mouse urinary protein promoter. The clones overexpressing rat peroxisomal AOX, when exposed to a fatty acid substrate (100 microM linoleic acid) for 6 to 96 h, demonstrated > 10-fold increase of intracellular H2O2. This increase in H2O2 concentration was associated with increased apoptosis as evidenced by DNA fragmentation, in situ terminal deoxynucleotide transferase dUTP nick end-labeling (TUNEL). These cell lines stably expressing AOX formed colonies in soft agar in proportion to the duration (1-7 weeks) of exposure to a fatty acid substrate (100 microM linoleic acid, erucic acid or nervonic acid) and these transformants developed into fibrosarcomas when injected in athymic nude mice. These results suggest that H2O2 generated by AOX overexpression in immortalized fibroblasts leads to apoptosis, and the extent and duration of H2O2 and possibly other DNA damaging reactive oxygen species generated by the overexpression of peroxisomal AOX can influence apoptosis and neoplastic transformation.

Topics: Acyl-CoA Oxidase; Animals; Apoptosis; Blotting, Northern; Blotting, Western; Cell Transformation, Neoplastic; Cells, Cultured; Colony-Forming Units Assay; DNA Primers; Erucic Acids; Fatty Acids, Monounsaturated; Fibroblasts; Fibrosarcoma; Gene Expression; Hydrogen Peroxide; In Situ Nick-End Labeling; Linoleic Acid; Male; Mice; Mice, Nude; Oxidoreductases; Polymerase Chain Reaction; Rats

Weanling rats were fed high fat diets containing 40% of energy as fat for 23 d. Diets were formulated to contain equivalent content of essential nutrients per calorie for the nonfat components. Four oil mixtures provided high dietary levels of either oleic, linoleic, linolenic or erucic acid. Effect of dietary fatty acid composition on the fatty acid composition of phosphatidylcholine, phosphatidylethanolamine and cardiolipin isolated from cardiac mitochondria was examined in conjunction with the effect of diet on the oxidative activity of cardiac mitochondria. Dietary treatments that reduced the content of C16:0 in the sn-1 and sn-2 positions of phosphatidylcholine were associated with increased content of C20:1 and C22:1 fatty acids into the sn-2 position and resulted in decreased oxidative activity of cardiac mitochondria utilizing palmitylcarnitine as a substrate for oxidation. Diets high in linoleic acid did not increase membrane phospholipid content of omega 3 fatty acids, but resulted in decreased level of C20:4 omega 6. In a subsequent perfusion experiment, hearts were removed from animals fed either high erucic or high linoleic acid diets and were perfused to examine rates of fatty acid oxidation and simultaneous synthesis of high energy phosphate compounds in cardiac muscle. Diet did not affect the levels of creatine phosphate or adenine nucleotides present in the tissue on a per-gram-wet-weight basis, but production of 14CO2 from beta-oxidation of palmitic acid was lower for animals fed the high erucic acid diet than for those fed the high linoleic acid diet. Since this diet did not alter oxidation of palmitylcarnitine in vitro and as beta-oxidation of lauric acid was not decreased in the perfused heart, we conclude that mitochondrial oxidation of fatty acid was not altered by diet and that low rates observed for palmitate oxidation are attributable to reduced palmitylcarnitine synthesis.

Topics: Animals; Dietary Fats; Energy Metabolism; Erucic Acids; Fatty Acids; Heart; Intracellular Membranes; Linoleic Acid; Linoleic Acids; Male; Mitochondria, Heart; Myocardium; Oxidation-Reduction; Oxygen Consumption; Phosphates; Phosphatidylcholines; Phosphatidylethanolamines; Rats; Rats, Inbred Strains