Metabolism of 14C-sterculic acid in rats and rainbow trout (Salmo gairdneri) Public Deposited

http://ir.library.oregonstate.edu/concern/graduate_thesis_or_dissertations/2227ms538

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  • Cyclopropenoid fatty acids cause several physiological disorders in rainbow trout and rats. Rainbow trout appear to be more sensitive than rats to the effects of cyclopropenoid fatty acids. Carbon-14 labeled sterculic acid with label in the methylene position of the cyclopropene ring was injected into the stomach of rats and rainbow trout in order to obtain information on the metabolism of sterculic acid in both species. Data were gathered on deposition of carbon-14 label in tissue, distribution of label in liver subcellular fractions and excretion of label in urine, feces and CO₂. Metabolites in excreta were isolated by gas liquid chromatography and identified by infrared spectroscopy, mass spectroscopy and nuclear magnetic resonance. The liver was the organ with the highest radioactivity with peak concentrations of 11% of the administered dose in rat liver after four hours and 2.8% in rainbow trout liver after three and five days. Liver microsomal fractions contained 1.1% of the administered dose at peak liver concentrations in both species. Rainbow trout excreted C¹⁴ label at a much slower rate than the rat. Rats eliminated 48% in the urine and 11% in feces after 16 hours. Rainbow trout eliminated 50% of the administered dose after five days. A significant amount of enterohepatic circulation was indicated in the rainbow trout, since at five days at least 25% of the carbon-14 label injected was found in blood plasma, upper intestine, pyloric ceacum and liver. A maximum of 1% of the label was found in expired CO₂ of the rat and 0.5% in the expired CO₂ of the rainbow trout, suggesting that the cyclopropene ring cannot be metabolized to CO₂ Cis and trans-3,4-methylene adipic acid and cis-3,4-methylene suberic acid were isolated from rat urine. Sterculic acid would have to undergo beta and omega oxidation plus reduction of the cyclopropene ring to form the metabolites. Cis-3,4-methylene adipic acid was the major metabolite. Metabolites in the rainbow trout excreta could not be identified. However, gas liquid chromatography data indicated rainbow trout metabolites were not the same as those isolated from rat excreta.
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