STRUCTURE OF MAIN URINARY METABOLITE OF PROSTAGLANDIN F2ALPHA IN GUINEA PIG

Tritium‐labelled prostaglandin F2α was administered subcutaneously to male guinea pigs. About 35% of administered 3H was recovered in the urine and about 45% in feces. Two metabolites were isolated from urine. The structure of the main product was deduced from gas chromatographic and mass spectrometric analyses of the trimethyl‐silyl ether, acetate, trimethylsilyl ether‐methoxime and acetate‐methoxime of the methyl ester. Further information on functional groups was obtained by borohydride and borodeuteride reduction and mass spectrometric analysis of the product. The structure of the metabolite, 5α,7α‐dihydroxy‐11‐ketotetranor‐prostanoic acid, was established by comparison with reference compounds, prepared by chemical and biochemical methods. A second, less polar product was tentatively shown to be due to the δ‐lactone form of the main metabolite. Copyright © 1969, Wiley Blackwell. All rights reserved