Stereochemical aspects in the 4-vinylcyclohexene biotransformation with rat liver microsomes and purified P450s. Monoepoxides and diols

C Chiappe, A De Rubertis, M De Carlo…

Index: Chiappe, Cinzia; De Rubertis, Antonietta; De Carlo, Massimiliano; Amato, Giada; Gervasi, Pier Giovanni Chemical Research in Toxicology, 2001 , vol. 14, # 5 p. 492 - 499

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Citation Number: 7

Abstract

The stereochemical course of the biotransformation of 4-vinylcyclohexene (VCH, 1) by liver microsomes from male and female control and induced rats and purified rat P450 2B1 and 2E1 has been determined. The epoxidation of 1, catalyzed by male microsomes, occurs on both the endo-and exocyclic double bond to give four isomeric epoxides, cis-4- vinylcyclohexene 1, 2-epoxide (2), trans-4-vinylcyclohexene 1, 2-epoxide (3),(4 R*, 7 S*)- ...