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1.
Nat Prod Res ; 23(5): 448-54, 2009.
Article in English | MEDLINE | ID: mdl-19296388

ABSTRACT

Four groups of metabolites from the halophyte plant Stachys maritima Gouan, family Lamiaceae, were investigated: lipids, sterols, volatiles and polar compounds. Most of the metabolites have been previously reported to possess biological activity. Two of the main substances in the volatile fraction--phenidone and naphthalene, unusual for plants--were products of environmental contamination. This is a typical example of how marine pollutants could transfer and threaten terrestrial organisms via the trophic chain. The n-butanol extract possessed a relatively high antibacterial activity against S. aureus and Candida albicans, but was not active against Escherichia coli.


Subject(s)
Ecosystem , Stachys/chemistry , Bulgaria , Sodium Chloride/chemistry , Water/chemistry , Water Pollutants, Chemical
2.
Comp Biochem Physiol B Biochem Mol Biol ; 146(4): 568-75, 2007 Apr.
Article in English | MEDLINE | ID: mdl-17276120

ABSTRACT

The compositions of the volatile and polar fractions from two coexisting Black Sea invertebrates, the mussel Mytilus galloprovincialis and the beadlet anemone Actinia equina, were established. The main metabolites in the volatile fraction from the investigated animals appeared to be methyl esters of fatty acids and fatty aldehydes. In the polar fraction from both animals low concentrations of free acids and nitrogen-containing compounds were obtained. Free carbohydrates were in much higher concentrations in M. galloprovincialis than in A. equina. Some sterols, probably as polar conjugates, were identified mainly in A. equina. Significant changes among all compounds appeared after treatment of both invertebrates with two different concentrations of cobalt ions. The variety of changes in each invertebrate could be due to their different evolutionary status. The effect of cobalt ions was often stronger at medium cobalt-ion concentrations.


Subject(s)
Cobalt/pharmacology , Mytilus/chemistry , Mytilus/metabolism , Sea Anemones/chemistry , Sea Anemones/metabolism , Animals , Biological Evolution , Carbohydrates/analysis , Cobalt/adverse effects , Fatty Acids/analysis , Fatty Acids/chemistry , Fatty Acids/metabolism , Gas Chromatography-Mass Spectrometry , Ions , Mytilus/drug effects , Sea Anemones/drug effects , Sterols/analysis , Sterols/metabolism , Volatilization , Water Pollutants, Chemical/adverse effects , Water Pollutants, Chemical/pharmacology
3.
Z Naturforsch C J Biosci ; 61(1-2): 129-34, 2006.
Article in English | MEDLINE | ID: mdl-16610230

ABSTRACT

The sterol and fatty acid composition of three Adriatic Sea sponges (Geodia cydonium and two unidentified Tedania sp.), collected at the same time and same place, was established. Twenty-four sterols and forty fatty acids were identified. The identical ecological conditions, including the diet, allowed us to apply the results obtained for taxonomical conclusions, based on the biodiversity of the investigated sponges. On the basis of the sterol composition they can be separated into two groups: Tedania and Geodia sponges. The sterol and fatty acid composition indicates that the two investigated Tedania samples might be different species or subspecies.


Subject(s)
Lipids/analysis , Porifera/chemistry , Sterols/analysis , Animals , Bulgaria , Fatty Acids/analysis , Gas Chromatography-Mass Spectrometry , Porifera/classification , Seawater
4.
Article in English | MEDLINE | ID: mdl-16574451

ABSTRACT

The lipid and sterol fractions of the mussel Mytilus galloprovincialis and the anemone Actinia equina were analyzed before and after incubation with cobalt ions. There were significant changes in the lipid and sterol composition, strongly depending on the cobalt ions concentrations. The changes in the lipid composition of both invertebrates were different for neutral lipids and phospholipids. These changes concern the length of the fatty acid chains as well as their unsaturation. The cobalt ions inhibited the oxidation of sterols and their alkylation at C-24. Because of these results we can assume that some of the changes caused by cobalt ions might possess adaptive value.


Subject(s)
Cobalt/pharmacology , Fatty Acids/metabolism , Lipid Metabolism/drug effects , Mytilus/metabolism , Sea Anemones/metabolism , Sterols/metabolism , Animals , Fatty Acids/analysis , Mytilus/chemistry , Mytilus/drug effects , Oxidation-Reduction , Sea Anemones/chemistry , Sea Anemones/drug effects , Species Specificity , Sterols/analysis
5.
Nat Prod Res ; 20(2): 113-8, 2006 Feb.
Article in English | MEDLINE | ID: mdl-16319003

ABSTRACT

The sterol composition of five Black Sea red algae: Callithamnion granulatum, Ceramium rubrum, Ceramium elegans, Laurencia papillosa and Laurencia coronopus was obtained. Monohydroxy sterols and their oxidized derivatives have been identified. The results obtained were compared with some recent data for the composition of sterols in other Black Sea red algae, which occupy different evolutionary positions. On the basis of their composition, some conclusions about the chemotaxonomy and chemoevolution of the species investigated have been proposed.


Subject(s)
Rhodophyta/chemistry , Sterols/chemistry , Bulgaria , Oceans and Seas , Sterols/analysis
6.
Article in English | MEDLINE | ID: mdl-15123209

ABSTRACT

The fatty acid composition of the lipids from the sponge Hymeniacidon sanguinea was investigated and 73 acids were identified. Three of them were new and their structures, elucidated by gas chromatography/mass spectrometry, were identified as 13-methyl-icosanoic, 15-methyl-docosanoic and 3,13-dimethyl-tetradecanoic. Only 12 sterols were present, with cholestanol predominating in the volatile fraction; 22 compounds were identified, mainly hydrocarbons and fatty acids. In the n-butanol fraction, we found mainly nitrogen-containing compounds. The compositions of sterols and lipids in the sponge collected from two locations with different ecological conditions (Canary Islands and Black Sea) were compared.


Subject(s)
Porifera/chemistry , Animals , Butanols/analysis , Fatty Acids/analysis , Fatty Acids, Volatile/analysis , Gas Chromatography-Mass Spectrometry , Oceans and Seas , Porifera/metabolism , Sterols/analysis
7.
Z Naturforsch C J Biosci ; 58(5-6): 325-32, 2003.
Article in English | MEDLINE | ID: mdl-12872923

ABSTRACT

The composition of sterols, volatiles and some polar compounds from three Corallina samples (C. granifera and C. mediterranea from the Black Sea and C. mediterranea from the Mediterranean Sea) was established. The sterol composition of the Black Sea samples was similar but it differs from that of the Mediterranean sample. The composition of the volatiles was very complex. The main groups of constituent were hydrocarbons, alcohols, carbonyl compounds, acids and their esters, terpenes. The composition of the polar components, soluble in n-butanol, was also established. There were some differences in the chemical composition of the two Black Sea species, which may be due to the biodiversity between them, while the differences in the composition of the two C. mediterranea samples could be due to the differences in the environment (salinity, temperature, pollution, etc.).


Subject(s)
Rhodophyta/chemistry , Sterols/chemistry , 1-Butanol/isolation & purification , Alcohols/chemistry , Alcohols/isolation & purification , Aldehydes/chemistry , Aldehydes/isolation & purification , Carboxylic Acids/chemistry , Carboxylic Acids/isolation & purification , Environment , Esters/chemistry , Esters/isolation & purification , Hydrocarbons/chemistry , Hydrocarbons/isolation & purification , Mediterranean Sea , Species Specificity , Sterols/isolation & purification , Terpenes/chemistry , Terpenes/isolation & purification
8.
J Biotechnol ; 100(2): 119-25, 2003 Jan 23.
Article in English | MEDLINE | ID: mdl-12423906

ABSTRACT

We have established primary cell culture of the marine demosponge Dysidea avara and Suberites domuncula. Microbial contamination was controlled by the use of a pool of antibiotics confirming the goodness of this procedure. Effect of pH, temperature and light was studied to establish the better growth conditions. The comparison of lipid composition of sponge and cells suggested a series of experiments to optimise the medium. A glucose dose-dependent experiment showed that the ideal glucose concentration is 1 g l(-1). Supplementing the medium with unsaturated fatty acid and retinol, no promotion of growth was observed, but the compounds were totally metabolised by cells. Increments from 70 to 160% in the number of cells were observed, supplementing the medium with different concentration of cholesterol. These results suggest that the analysis of the chemical composition of sponge and cells give indication on the composition of the nutrient media.


Subject(s)
Culture Techniques/methods , Densitometry/methods , Porifera/cytology , Porifera/physiology , Animals , Cell Division/drug effects , Cell Division/physiology , Cell Survival/drug effects , Cell Survival/physiology , Cells, Cultured , Cholesterol/pharmacology , Culture Media/pharmacology , Equipment Contamination/prevention & control , Glucose/metabolism , Hydrogen-Ion Concentration , Light , Lipid Metabolism , Photic Stimulation , Porifera/classification , Porifera/microbiology , Reference Values , Sensitivity and Specificity , Species Specificity , Vitamin A/pharmacology
9.
Z Naturforsch C J Biosci ; 58(11-12): 783-8, 2003.
Article in English | MEDLINE | ID: mdl-14713150

ABSTRACT

The chemical composition of the lipophylic fraction from the halophytic plant Euphorbia peplis L. was investigated. Compared to other terrestrial higher plants an increase of triacylglycerols and especially of glycolipids was observed. The main phospholipid was phosphatidyl choline, followed by almost equal concentrations of phosphatidyl ethanolamine and phosphatidyl glycerol. A relatively high concentration of phosphatidic acids (6.5% of the total phospholipids) was found. The main sterol appeared to be sitosterol and significant amounts of tetracyclic triterpene alcohols were found. The composition of the volatile compounds is relatively simple and only one chlorinated compound, identified as 2,2-diethoxy-1-chloroethane, was found. There was a strong toxicity of the total lipophylic extract towards Artemia salina.


Subject(s)
Euphorbia/chemistry , Lipids/chemistry , Phospholipids/chemistry , Bulgaria , Chromatography, Gas , Esters , Fatty Acids/chemistry , Fatty Acids/isolation & purification , Glycerides/chemistry , Glycerides/isolation & purification , Lipids/isolation & purification , Phospholipids/isolation & purification , Sterols/chemistry , Sterols/isolation & purification , Triterpenes/chemistry , Triterpenes/isolation & purification , Volatilization
10.
Z Naturforsch C J Biosci ; 57(7-8): 584-90, 2002.
Article in English | MEDLINE | ID: mdl-12240980

ABSTRACT

The chemical composition of the brown alga Cystoseira crinita Bory from the Eastern Mediterranean was investigated. Fourteen sterols have been identified, five of them for the first time in algae. The structure of one new sterol was established. The origin of seven sterols with short side chains was discussed. In the volatile fraction 19 compounds and in the polar fraction 15 compounds were identified. The main lipid classes were isolated and their fatty acid composition was established.


Subject(s)
Magnoliopsida/chemistry , Plant Extracts/chemistry , Alcohols/chemistry , Alcohols/isolation & purification , Carboxylic Acids/chemistry , Carboxylic Acids/isolation & purification , Gas Chromatography-Mass Spectrometry , Glycolipids/chemistry , Glycolipids/isolation & purification , Lipids/chemistry , Lipids/isolation & purification , Mediterranean Region , Phospholipids/chemistry , Phospholipids/isolation & purification , Terpenes/chemistry , Terpenes/isolation & purification , Triglycerides/chemistry , Triglycerides/isolation & purification , Volatilization
11.
Z Naturforsch C J Biosci ; 57(5-6): 534-40, 2002.
Article in English | MEDLINE | ID: mdl-12132698

ABSTRACT

Sterols, volatiles and lipids were isolated and identified from lipophylic extracts from two tunicates, Styela sp. and Phallusia sp., occurring in the Eastern Mediterranean. Seventeen sterols were identified. The sterol composition of the two organisms appeared to be similar except for the concentrations of 5alpha-stanols. Both tunicates were characterized by the presence of sterols with a (22Z)-double bond. In the volatiles significant amounts of chlorinated compounds were found (phenols in Styela sp. and hydrocarbons in Phallusia sp.). The fatty acid composition of triacylglycerols and phospholipids of the two tunicates showed significant differences.


Subject(s)
Lipids/chemistry , Sterols/chemistry , Urochordata/chemistry , Animals , Chromatography, Gas , Lipids/isolation & purification , Mediterranean Sea , Species Specificity , Sterols/isolation & purification
12.
Z Naturforsch C J Biosci ; 57(3-4): 339-43, 2002.
Article in English | MEDLINE | ID: mdl-12064737

ABSTRACT

Two green algae (Ulva rigida and Cladophora coelothrix), the mussel Mytilus galloprovincialis and the snail Rapana thomasiana from the Bulgarian Black Sea shore have been treated with diesel fuel (100mg l(-1)) in an aquarium with sea-water for three days. The lipids and their fatty acid changes have been examined. Significant changes have been observed mainly in the polar lipids and in the saturation of the fatty acids. These changes appeared to be bigger in the evolutionary less advanced species from both groups of marine organisms--algae and invertebrates (Ulva rigida and Mytilus galloprovincialis respectively). The data obtained could be used for a biomonitoring of the pollution.


Subject(s)
Eukaryota/metabolism , Gasoline/toxicity , Lipid Metabolism , Water Pollutants, Chemical/pharmacology , Animals , Bivalvia/drug effects , Bivalvia/metabolism , Eukaryota/drug effects , Europe , Fatty Acids/metabolism , Invertebrates/drug effects , Invertebrates/metabolism , Seawater , Snails/drug effects , Snails/metabolism
13.
Comp Biochem Physiol B Biochem Mol Biol ; 131(3): 543-50, 2002 Mar.
Article in English | MEDLINE | ID: mdl-11959037

ABSTRACT

Total lipid, fatty acid and sterol composition of larvae and adults of Musca domestica was investigated before and after feeding on sucrose syrup or on the same syrup containing 1% lead nitrate. The effects of sucrose and of lead ions were found to be different. In larvae sucrose diet inhibited the fatty acid elongation and stimulated the first stages of their unsaturation. A significant increase of phytosterol concentrations was obtained. These changes increased the cell membrane permeability. The addition of lead caused a decrease of the fatty acid unsaturation, which decreased the cell membrane permeability. In adults the sucrose diet had no effect on the lipid and sterol composition, while the addition of lead decreased the cholesterol concentration. The composition of lipids and sterols also depends on the diet of larvae before pupation. The data obtained suggested that changes in lipid and sterol composition, which control the permeability of the cell membrane, might be an adaptive response of the organism to the changes of the environment.


Subject(s)
Houseflies/metabolism , Lead/administration & dosage , Lipid Metabolism , Nitrates/administration & dosage , Sterols/metabolism , Sucrose/administration & dosage , Animals , Houseflies/growth & development , Time Factors
14.
Z Naturforsch C J Biosci ; 50(3-4): 313-316, 1995 Apr 01.
Article in English | MEDLINE | ID: mdl-37978789

ABSTRACT

In vitro a one-step selection for glyphosate tolerance of two Bulgarian tobacco cultivars Zlatna Arda and Nevrokop A24 was carried out. After treatment with glyphosate of the control plants and their regenerants polyphenol and alkaloid changes were determined. A decrease in the polyphenol concentrations and an increase in the alkaloid concentrations were registered only for Zlatna Arda.

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