Studies on metabolism and toxicity of styrene part 1 bio transformation of styrene to styrene glycol via styrene oxide by rat liver microsomes

Watabe, T.; Isobe, M.; Yoshikawa, K.; Takabatake, E.

Journal of Pharmacobio Dynamics 1(2): 98-104


ISSN/ISBN: 0386-846X
Accession: 006509464

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Biotransformation of styrene (ethenylbenzene) into styrene glycol (1-phenyl-1, 2-ethanediol) via styrene oxide (phenyloxirane), a mutagen and skin carcinogen, by rat liver microsomes in the presence of an NADPH-generating system was investigated. Both metabolites were identified by gas chromatography-mass spectroscopy. In the microsomal system, styrene oxide appeared only after a brief incubation and disappeared in spite of the continued formation of styrene glycol. This phenomenon was rationally interpreted on the basis of previously obtained evidence that during aerobic incubations, NADPH-dependent microsomal lipid peroxidation decreased cytochrome P-450 activities selectively to a remarkable extent compared with epoxide hydratase activities. Addition of 3,3,3-trichloropropene oxide, a potent epoxide hydratase inhibitor, to the incubation medium prolonged the biological half-life of styrene oxide significantly, indicating one of the major factors determining the biological level of the mutagen to be the relative ratio of these enzyme activities.