DNA adducts formed from N-benzoyloxy-N-methyl-4-aminoazobenzene in vitro and from N, N-dimethyl-4-aminoazobenzene in mouse liver.
Reaction of N-benzoyloxy-N-methyl-4-aminoazobenzene with (14C) deoxyguanosine yielded a series of at least 10 dye derivatives separable by high-performance liquid chromatography. The major adduct, N-(deoxyguanosin-8-yl)-N-methyl-4-aminoazobenzene, was present as both cis and trans isomers. Similar series of adducts were obtained from enzymatic digests of DNA reacted in vitro with N-benzoyloxy-N-methyl-4-aminoazobenzene or from hepatic DNA of (C57BL/6 x C3H/He)F, males given injections at 12 days of age of [prime ring-(3)H]N, N-dimethyl-4-aminoazobenzene. The concentrations of the major adduct and of the second most prominent adduct in the hepatic DNA, after correction for liver growth, were approximately 30 to 70% of the initial values after 10 days; thus the second adduct was poorly removed in comparison to the major adduct.
D000818:Animals; D001391:Azo Compounds / Q000378:metabolism*; D001711:Biotransformation; D002273:Carcinogens / Q000378:metabolism*; D004247:DNA / Q000378:metabolism*; D007700:Kinetics; D008099:Liver / Q000378:metabolism*; D051379:Mice; D010128:p-Aminoazobenzene / Q000031:analogs & derivatives / Q000378:metabolism*
D001391:Azo Compounds; D002273:Carcinogens; D010128:p-Aminoazobenzene; C009728:N-benzoyloxy-N-methyl-4-aminoazobenzene; C005202:N-methyl-4-aminoazobenzene; D004247:DNA