title: The metabolism of the 10,11-dihydrodiol of benz[a]-anthracene to a vicinal diol-epoxide that is not involved in metabolic activation.
abstract: Benz[a]anthracene-10,11-diol, a major metabolite of benz[a]anthracene, is metabolized by a rat-liver microsomal system to form anti-BA-10,11-diol 8, 9-oxide (t-10,r-11-dihydroxy-t-8,9-oxy-8,9,10,11 -tetrahydrobenz[a]anthracene) and, to a lesser extent, syn-BA-10,11-diol 8,9-oxide (t-10,r-11-dihydroxy-c-8,9-oxy-8,9,10,11-tetrahydrobenz[a] anthracene). However, when benz[a]anthracene is incubated with DNA in a rat-liver microsomal system, anti-BA-10,11-diol 8,9-oxide does not contribute to the covalent binding of this hydrocarbon to DNA.
authors.affiliation: Chester Beatty Research Institute, Institute of Cancer Research: Royal Cancer Hospital, London, UK.
authors.forename: C S
authors.initials: CS
authors.lastname: Cooper
authors.forename: A
authors.initials: A
authors.lastname: Hewer
authors.forename: A D
authors.initials: AD
authors.lastname: MacNicoll
authors.forename: O
authors.initials: O
authors.lastname: Ribeiro
authors.forename: P L
authors.initials: PL
authors.lastname: Grover
authors.forename: P
authors.initials: P
authors.lastname: Sims
mesh_terms: D000818:Animals; D001551:Benz(a)Anthracenes / Q000378:metabolism* / Q000493:pharmacokinetics; D001711:Biotransformation; D002273:Carcinogens / Q000378:metabolism / Q000493:pharmacokinetics; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000378:metabolism; D008862:Microsomes, Liver / Q000378:metabolism; D051381:Rats; D013056:Spectrophotometry, Ultraviolet
chemical_list: D001551:Benz(a)Anthracenes; D002273:Carcinogens; C021627:benzanthracene-10,11-dihydrodiol; C071545:10,11-dihydrodiol-8,9-epoxide benzanthracene; D004247:DNA