Enzymic oxidation alpha to the acetylenic group in the metabolism of N-(5-pyrrolidinopent-3-ynyl)-succinimide (BL 14) in vitro.
1. The product of alpha-acetylenic oxidation of N-(5-pyrrolidinopent-3-ynyl)-succinimide (BL 14) by rat liver preparations was identified as N-(5-pyrrolidino-2-hydroxypent-3-ynyl)succinimide, by mass spectral analysis of metabolites of deuterium-labelled and non-labelled substrate. 2. The synthesis and physicochemical characteristics of the metabolite are reported. 3. Substantial amounts of the metabolite were obtained in preparations from phenobarbital-treated rats, while only minute amounts were formed by non-induced preparations. 4. Evidence for the involvement of an inducible cytochrome P-450 system in effecting this alpha-acetylenic oxidation is presented.
D000480:Alkynes / Q000138:chemical synthesis / Q000378:metabolism; D000818:Animals; D000978:Antiparkinson Agents / Q000138:chemical synthesis / Q000378:metabolism*; D001711:Biotransformation; D066298:In Vitro Techniques; D008099:Liver / Q000378:metabolism; D008297:Male; D013058:Mass Spectrometry; D008862:Microsomes, Liver / Q000378:metabolism; D010084:Oxidation-Reduction; D010095:Oxotremorine / Q000037:antagonists & inhibitors; D011760:Pyrrolidinones / Q000138:chemical synthesis / Q000378:metabolism*; D051381:Rats
D000480:Alkynes; D000978:Antiparkinson Agents; D011760:Pyrrolidinones; C015587:BL 14; D010095:Oxotremorine