Search PubMed⌕ Search

SEARCH · Search PubMed

Results for “Erucic Acids”

Search indexed PubMed citations on genomics, clinical trials, systematic reviews and public health. Explore titles, authors and supplied subject terms, then open the PubMed record.

Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.

At least 19 recordsLinked to original sources
PubMed1983

Induction of a reversible cardiac lipidosis by a dietary long-chain fatty acid (erucic acid). Relationship to lipid accumulation in border zones of myocardial infarcts.

Previous studies have demonstrated that cardiac myocytes in the border zone of acute myocardial infarction become markedly overloaded with neutral lipid during the transition from reversible to irreversible injury. To examine directly the role of these changes in neutral lipid metabolism in the development of irreversible cellular injury and associated increases in tissue Ca2+ content, the authors fed rats large amounts of a fatty acid (erucic acid) that is poorly oxidized by the heart and that subsequently accumulates as neutral lipid. Rats fed a high erucic acid (C22:1) diet in the form of 20% rapeseed oil for 3-5 days had a fourfold increase in triglyceride (49.5 +/- 3.8 SEM mg/g wet wt versus 13.6 +/- 13, n = 4) and a 60% increase in long-chain acyl CoA content (166.0 +/- 21.9 versus 91.5 +/- 9.0 nM/g wet wt, n = 4), compared with controls. However, there was no change in long-chain acyl carnitine or total phospholipid content. Histochemical studies showed accumulation of numerous lipid droplets in the myocytes, and electron microscopy revealed localization of lipid vesicles in direct contact with mitochondria, thus mimicking the lipid-laden cells in the border zone regions of acute myocardial infarcts. The acute lipidosis was reversible with either continued feeding of erucic acid for several weeks or conversion to a normal diet. It was not associated with an increased tissue Ca2+ content, nor with cell necrosis. However, continued erucic acid intake for 3 months was associated with focal myocardial degeneration and loss of myocytes. These results suggest that acute increases in neutral lipids, as found in the border zone of acute myocardial infarction, may not be the cause of progression to irreversible damage during acute myocardial injury, but that the persistent presence of similar lipid material over months may result in focal myocardial degeneration.

Animals↗
PubMed1979

[Effects of conjugates of linolenic acid and erucic acid on rat cardiac and liver lipids].

Cardiac and liver lipids (triglycerides and phospholipids) were analyzed in weanling rats fed for 8 days diets containing 15% by weight of four different lipid mixtures: trierucin and peanut oil (1/1), trierucin and linseed oil (1/1), triolein and peanut oil (1/1), triolein and linseed oil (1/1). Linolenic acid (8 cal% of the diet) does not influence the steatogenic effect of erucic acid (15 cal% of the diet) on the myocardium but seems to increase the hepatic conversion of erucic acid into shorter monoenes (C 18:1 mainly). The (n-6), (n-3) fatty acid spectra in heart and liver phospholipids are strongly affected when linolenic acid is added to the diet whereas erucic acid has little effect.

Animals↗
PubMed1975

[Short term comparative study of effects of n-9 trans-docosenoic (brassidic) acid and n-9, cis-docosenoic (erucic) acid on the cardiac lipids of weanling rats].

Cardiac lipids (triglycerides and phospholipids) of weanling rats fed diets containing 15% by weight of rapeseed oil (RSO), hydrogenated rapeseed oil (HRSO), trierucin (TE) or tribassidin (TB) were analyzed after 3 and 7 days of feeding. The amount of C22:1 was made equal in the 4 diets. Trans-isomers of erucic acid found in HRSO and TB do not cause as high an accumulation of lipids and docosenoic acids in the heart as erucic acid. Digestibility of brassidic acid (46%) is lower than that or erucic acid (83%) but even then, the amount of brassidic acid found in cardiac lipids (calculated per gram of absorbed fatty acid) after 7 days of feeding is 10 times less than that of erucic acid. Brassidic acid, like erucic acid, can be converted into shorter monoenes (C20:1 and C18:1) since transC18:1 has been found in cardiac phospholipids of rats fed trans-docosenoic acid as the only source of trans-acid in the diet.

Animals↗
PubMed1992

Fatty acid composition of blood lipids in Chinese children consuming high erucic acid rapeseed oil.

The fatty acid patterns of oils, blood plasma and erythrocyte lipids from 28 children in the Shaanxi province of the People's Republic of China were determined by capillary gas liquid chromatography. The main source of fat in this region is rapeseed oil. The analysis of locally available rapeseed oil shows a high erucic acid content (mean 43.83%, range 33.91-50.48%). According to protocol data, about 3% of the daily nutrient energy is provided by erucic acid. Despite a low fat intake in Chinese children, the composition of the fatty acids of the fractions analyzed showed normal patterns. However, erucic acid was found in all fractions analyzed. Data on erucic acid in human tissue are scarce. Although there are no indications of erucic acid toxicity in man, it is known to cause cardiac lipidosis and necrosis in rats. The question remains open if erucic acid aggravates selenium deficiency symptoms which are known to be associated with Keshan disease, an endemic cardiomyopathy.

Adolescent↗
PubMed1977

Erucic acid in edible fats and oils: a collaborative study on determination by open-tubular (capillary) gas-liquid chromatography.

An open-tubular (capillary) column gas-liquid chromatographic method for the determination of the specific isomer of docosenoic acid known as erucic acid (cis-docos-13-enoic) in the presence of other docosenoic acid isomers present in partially hydrogenated marine oils has been evaluated collaboratively. With wall-coated columns and the liquid phase SILAR-5CP, nine laboratories successfully analysed mixtures of partially hydrogenated marine oils, corn oil and rapeseed oil with a nominal content of 10% erucic acid, compatible with the regulations of the European Economic Community.

Chromatography, Gas↗
PubMed1976

Metabolism of erucic acid in the isolated perfused rat heart.

In the present work the uptake and utilization of [14C]erucic acid by the perfused rat heart has been investigated and compared with those of [14C]-palmitic acid. Both fatty acids were found to be taken up by the heart at the same rate. On the other hand, the incorporation of erucic acid into tissue lipid during 30 min perfusion were significantly high and CO2 production low as compared with palmitic acid. Incorporation of erucic acid into diacylglycerol, triacylglycerol and cholesterol ester was considerably higher than that of palmitic acid. During a 30-min period, a large amount of [14C]erucic acid was accumulated in tissue fatty acid fraction. Similarly, relatively high labelling was found in the fatty acid and diacylglycerol fraction during the initial 300 s of perfusion with erucic acid. When [14C]erucic acid and unlabelled palmitic acid was used, the radioactivity was very high in the fatty acid fraction of the heart lipid in comparison with the experiment when [14C]palmitate and unlabelled erucic acid was used. Therefore, erucic acid is poorly oxidized by the heart and is preferentially incorporated into heart lipids. There was relatively high incorporation of [14C]erucic acid into diacylglycerol and addition of unlabelled palmitic acid tended to decrease it, probably converting more diacylglycerol to triacylglycerol. When [14C]palmitic acid and erucic acid were used together, incorporation to triacylglycerol was high and diacylglycerol low. These results, therefore suggest that palmitic acid is a more suitable acyl donor than erucic acid for the C-3 position of triacylglycerol, especially when the diacylglycerol contains erucoyl moieties.

Animals↗
PubMed1975

Studies of the mode of action of erucic acid on heart metabolism.

The effects of erucic acid on the oxidative metabolism of rat-heart mitochondria have been investigated using intact animals, perfused beating heart, isolated mitochondria and mitochondrial extracts. Feeding rats with a diet containing erucic acid was found to lead to a diminished ability of the isolated heart mitochondria to oxidize various substrates, in accordance with previous reports (Houtsmuller et al., Biochim. Biophys. Acta 218 (1970) 564). This effect was almost pronounced with palmitylcarnitine as substrate, in which case the rate of oxidation was decreased by more than 50% at such a low erucic acid content in the diet as 1.4% given over 2-4 weeks. Oxidation of palmitylcarnitine was also found to be inhibited when erucylcarnitine was added to isolated heart mitochondria from control animals, in agreement with earlier observations (Christophersen and Bremer, FEBS Lett. 23 (1972) 230; Biochim. Biophys. Acta 280 (1972) 506). The inhibition was accompanied by a decrease in the rate and extent of reduction of mitochondrial flavoprotein. Experiments with perfused beating rat-heart likewise revealed an inhibition of flavoprotein reduction, as well as nicotinamide nucleotide reduction, when erucate was added to the perfusing medium of the beating heart respiring with oleate--but not with octanoate--as substrate. These data together with those earlier published in the literature indicate that erucic acid may interfere with the enzyme system involved in the mitochondrial oxidation of long-chain fatty acids, probably at the level of acyl-CoA dehydrogenase. Kinetic data supporting this conclusion, obtained with extracts of rat-heart mitochondria containing the acyl-CoA dehydrogenase and electron-transferring flavoprotein system, are presented. The possible implications of these results for the known effect of dietary erucic acid in causing an accumulation of fat in the heart are discussed.

Animals↗
PubMed1980

An increase in cholesterol ester content of the rat aorta by a high fat-high erucic acid diet.

Rats of weaning age were feed for a period of 1 or 3 weeks either a low fat diet (laboratory stock diet) or a semi-synthetic diet containing 20% by weight of either corn oil (2/3 of the total fatty acids consisted of linoleic acid) or mustard seed oil (1/3 of the total fatty acids were comprised of erucic acid). Feeding of a diet rich in erucic acid for 1 week increased by twofold the cholesterol ester content of the aorta. However, the concentrations of unesterified cholesterol and individual phospholipids in the aorta were uninfluenced by hyperlipemia induced by this diet. Fatty acid analyses indicated that erucic (22:1) and eicosenoic (20:1) acids are found in the triglyceride and cholesterol esters of the aorta in the proportion similar to that found in the plasma triglyceride and cholesterol esters. Our results demonstrated further that a significantly greater quantity of 14C-labelled erucate than labelled palmitate, oleate or linoleate was incorporated into the cholesterol ester fraction of the control aorta. The incorporation rates of erucate and linoleate into phosphatidic acid were more rapid, while the rates of erucate into phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylinositol and lysophosphatidylcholine were significantly slower than those of other fatty acids.

Animals↗
PubMed1978

[Researches on the physiopathologic effects of rapeseed oil with high and low erucic acid content].

The physiopathological effects were studied of a common high erucic acid rapeseed oil as well as of Janpol, a low erucic acid oil produced of a rapeseed variety selected in Poland. Its erucic acid content equals 2.8% of total fatty acids. The studies were carried out on white male Wistar rats, 25 days old at the beginning of experiment. These animals were divided into 6 groups fed the diets in which 10 or 20% of kcal well supplied either by high erucic acid rapeseed oil, by Janpol rapeseed oil, or by the sunflower oil. The experiment lasted 6 months. Following parameters were determined: increase in body weight, the weight of selected organs, blood serum alkaline phosphatase and pseudocholinesterase activities, blood serum cholesterol and triglycerides level, the content of corticosterone in the adrenal glands and blood plasma. The liver was studied histochemically for the activity of acid and alkaline phosphatases and of ATP-ase, as well as for the presence of lipids. Morphological studies of the myocardium comprised macroscopic, histological and electron microscopic investigation. The low erucic acid rapeseed oil Janpol seems to evoke less disturbances than the high erucic acid one. Supplied in the amount corresponding to 10% of total calories intake the former exerts the effect on the biochemical and morphological parameters similar to that of sunflower oil. It can be thus assumed that the low erucic acid rapeseed oil Janpol can be used in the feeding of man when served in the amount lower than 10% of total calories.

Acid Phosphatase↗
PubMed1982

Perturbation of phospholipid metabolism by erucic acid in male Sprague-Dawley rat heart.

Erucic acid was incorporated into cardiac phosphatidylserine and hepatic and cardiac sphingomyelin of male Sprague-Dawley rat. The fatty acid compositions of mitochondrial and microsomal phospholipids were similar in both liver and heart. The effect of a low fat diet and a diet containing erucic acid on the fatty acid composition of mitochondrial and microsomal phospholipids was also similar, except for the effect on sphingomyelin. However, the diet containing erucic acid influenced the metabolism of phosphatidylcholine of the heart but not of the liver, indicating that the turnover of 1-stearoyl-2-arachidonoyl phosphatidylcholine in the heart was inhibited by the diet containing erucic acid. On the other hand, the proportion of erucic acid in the free fatty acid was higher in the heart than in the liver.

Animals↗
PubMed1992

Purification of erucic acid by preparative high-performance liquid chromatography and crystallization.

Erucic acid (C22:l fatty acid) has been found to be useful in the treatment of adrenoleukodystrophy (ALD). It appears to work by reducing the blood levels of very-long-chain fatty acids (VLCFAs) which destroy the myelin sheaths of the nerves. Erucic acid was purified by reversed-phase high-performance liquid chromatography (HPLC) on columns packed with YMC C18 (10-20 microns, 120 A). Using ethanol-water as the mobile phase, the recovery of erucic acid was 69% and the purity was more than 97% as measured by gas chromatography. The amount of saturated VLCFAs was found to be within the limits specified for ALD treatment. The production rate (yield per 8 h shift) was low, however. Using methanol-water instead of ethanol-water as the mobile phase, a ninefold increase in the production rate was achieved. The recovery of erucic acid was 65% and the purity of erucic acid was 98%. All other purity specifications were met. By performing a low-temperature crystallization after the preparative HPLC step, the production rate was increased a further 142%. This represents a 22-fold increase in production rate over the ethanol-water method. The crystalline erucic acid was found to be 99% pure. All other purity requirements were met. The yield for the combined process (HPLC plus crystallization) decreased to 55%, however.

Adrenoleukodystrophy↗
PubMed1984

A comparison of the short-term incorporation of erucic acid and oleic acid in the perfused guinea-pig heart.

A comparison was made of the incorporation of radioactive erucic acid and oleic acid in the isolated perfused guinea pig heart, 2, 15 and 30 min after a radioactive pulse. The complementary techniques of (a) freeze-clamping followed by lipid extraction and thin layer chromatography and (b) electron microscope autoradiography were used. The incorporation of 3H-erucic acid into esterified lipids was much slower than that of 3H-oleic acid. Less radioactive CO2 was produced by hearts perfused with 14C erucic acid then by hearts perfused with 14C oleic acid. There was no significant effect of erucic acid on the relative areas of subcellular organelles in the autoradiographs and, in particular, there was no increase in the volume of lipid droplets. However, the incorporation of radioactivity into lipid droplets was much greater with 3H-oleic acid than with 3H-erucic acid, consistent with the higher incorporation into tissue triacylglycerol. Although oxidized less than oleic acid, erucic acid was readily transported to the mitochondria. High levels of radioactivity in free fatty acid in the hearts perfused with erucic acid suggest that a low rate of activation of the fatty acid to acyl-CoA limits both oxidation and the formation of triacylglycerol. Electron microscopy of the hearts perfused with erucic acid revealed a widespread, and quantitatively demonstrable general movement of lipid droplets towards the surface of the cell. This was occasionally accompanied by a local rupturing of the sarcolemma, possibly prior to expulsion of the lipid droplet from the cell.

Animals↗