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- W1992574821 abstract "Abstract The 1- and 2-positions of 7,12-dimethylbenz[a]anthracene (DMBA) were thought not to be involved in biotransformation to 1,2-epoxide and 1,2-dihydrodiol because of steric hindrance from the 12-methyl group (Biochem. Biophys. Res. Commun. 85 : 357–362, 1978). However, we have identified four 2-phenols as rat liver microsomal metabolites of DMBA and its methyl-hydroxylated metabolites, 7-hydroxymethyl-12-methylbenz[a]anthracene, 7-methyl-12-hydroxymethylbenz[a]-anthracene, and 7,12-dihydroxymethylbenz[a]anthracene. Our findings suggest that neither the 12-methyl group nor the 12-hydroxymethyl group blocks the microsomal oxygenations of the 1,2 positions of DMBA or its methyl-hydroxylated derivatives. The 2-phenols may be formed as nonenzymatic rearrangement products of the 1,2-epoxide intermediates, although their formations by a direct hydroxylation mechanism cannot be ruled out." @default.
- W1992574821 created "2016-06-24" @default.
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- W1992574821 date "1979-06-01" @default.
- W1992574821 modified "2023-09-24" @default.
- W1992574821 title "Metabolism of 7,12-dimethylbenz[a]anthracene and its methyl-hydroxylated metabolites: Formation of phenolic metabolites at the 2-positions" @default.
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- W1992574821 doi "https://doi.org/10.1016/0006-291x(79)91519-5" @default.
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