High mutagenicity and toxicity of a diol epoxide derived from benzo[a]pyrene |
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Authors: | P.G. Wislocki A.W. Wood R.L. Chang W. Levin H. Yagi O. Hernandez D.M. Jerina A.H. Conney |
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Affiliation: | 1. Department of Biochemistry and Drug Metabolism Hoffmann-LaRoche Inc., Nutley, New Jersey 07110 USA;2. Section on Oxidation Mechanisms, Laboratory of Chemistry National Institute of Arthritis, Metabolism & Digestive Diseases National Institutes of Health, Bethesda, Maryland 20014 USA |
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Abstract: | (±)-7β,8α-Dihydroxy-9β,10β-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (BP 7,8-diol-9,10-epoxide) is a suspected metabolite of benzo[a]pyrene that is highly mutagenic and toxic in several strains of and in cultured Chinese hamster V79 cells. BP 7,8-diol-9,10-epoxide was approximately 5, 10 and 40 times more mutagenic than benzo[a]pyrene 4,5-oxide (BP 4,5-oxide) in strains TA 98 and TA 100 of and in V79 cells, respectively. Both compounds were equally mutagenic to strain TA 1538 and non-mutagenic to strain TA 1535 of . The diol epoxide was toxic to the four bacterial strains at 0.5–2.0 nmole/plate, whereas BP 4,5-oxide was nontoxic at these concentrations. In V79 cells, the diol epoxide was about 60-fold more cytotoxic than BP 4,5-oxide. |
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