Influence of conjugation reactions on the mutagenicity of aromatic amines.
2-Acetylaminofluorene (AAF) and 2-aminofluorene (AF), as well as their N-hydroxylated metabolites, N-OH-AAF and N-OH-AF, were studied for mutagenic effects in Salmonella typhimurium with rat- and mouse-liver S9 and microsomal subfractions in the presence of cofactors for glucuronidation and glutathione (GSH) transfer. Addition of UDPGA did not affect the mutagenicity of AAF, AF or N-OH-AAF under any experimental condition. Addition of GSH, on the other hand, markedly inhibited AAF, AF and N-OH-AAF. This seemed to be due to the direct effect of GSH, and not through an enzyme-catalyzed conjugation. Further, GSH inhibited the direct mutagenicity of N-OH-AF.
D015073:2-Acetylaminofluorene / Q000494:pharmacology*; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D005449:Fluorenes / Q000494:pharmacology*; D005978:Glutathione / Q000494:pharmacology; D006881:Hydroxyacetylaminofluorene / Q000494:pharmacology; D066298:In Vitro Techniques; D008099:Liver / Q000378:metabolism; D051379:Mice; D009152:Mutagenicity Tests; D009153:Mutagens; D051381:Rats; D012486:Salmonella typhimurium / Q000187:drug effects; D014535:Uridine Diphosphate Glucuronic Acid / Q000494:pharmacology
D005449:Fluorenes; D009153:Mutagens; D014535:Uridine Diphosphate Glucuronic Acid; C012177:2-aminofluorene; D006881:Hydroxyacetylaminofluorene; C001368:N-hydroxy-2-aminofluorene; D015073:2-Acetylaminofluorene; D005978:Glutathione