PMID: 6538589Apr 1, 1984Paper

In vivo metabolism of topically applied benzo[a]pyrene-4,5-oxide in neonatal rat skin

The Journal of Investigative Dermatology
B J Del TitoD R Bickers

Abstract

The metabolism of benzo[a]pyrene (BP)-4,5-oxide in the skin and liver of neonatal rats was studied after topical application of the arene oxide in vivo. The metabolism of BP-4,5-oxide was time-dependent and showed a 2-h maximum for BP-4,5-dihydrodiol formation in both skin and liver. Product formation was also dose-dependent. Inhibitors of epoxide hydrolase such as clotrimazole, 1,1,1,-trichloropropene oxide, and cyclohexene oxide largely abolished the formation of BP-4,5-dihydrodiol. The rapid biotransformation of arene oxides such as BP-4,5-oxide in the skin emphasizes the potential importance of epoxide hydrolase in the activation and inactivation of polycyclic aromatic hydrocarbons. Furthermore, the topically applied arene oxide also penetrated the skin and was rapidly metabolized in the liver as well.

References

Jan 1, 1976·Annual Review of Pharmacology and Toxicology·H I Maibach
Feb 1, 1976·Proceedings of the National Academy of Sciences of the United States of America·E HubermanV Gelboin
Oct 1, 1976·Proceedings of the National Academy of Sciences of the United States of America·D R ThakkerA H Conney
Jan 1, 1975·Annual Review of Biochemistry·C Heidelberger
Aug 16, 1974·Science·D M Jerina, J W Daly
Jan 1, 1983·Biochemical Pharmacology·I P LeeJ R Bend
Dec 1, 1981·Biochemical Pharmacology·H Mukhtar, D R Bickers

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Citations

Jan 1, 1990·Drug Metabolism Reviews·J Kao, M P Carver
Jan 1, 1989·Drug Metabolism Reviews·H Mukhtar, W A Khan

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