The metabolism of the 10,11-dihydrodiol of benz[a]-anthracene to a vicinal diol-epoxide that is not involved in metabolic activation.
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.
Cooper
C S
CS
Chester Beatty Research Institute, Institute of Cancer Research: Royal Cancer Hospital, London, UK.
Hewer
A
A
MacNicoll
A D
AD
Ribeiro
O
O
Grover
P L
PL
Sims
P
P
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
D001551:Benz(a)Anthracenes; D002273:Carcinogens; C021627:benzanthracene-10,11-dihydrodiol; C071545:10,11-dihydrodiol-8,9-epoxide benzanthracene; D004247:DNA