Carcinogenic azo dyes--detection of new metabolites of 3'-methyl-4-(methylamino)azobenzene in rat bile.
Metabolism of 3'-methyl-4-(methylamino)azobenzene (3'-Me-MAB) in the rat has been investigated by an ion cluster technique. A mixture of non-labeled and deuterium labeled 3'-Me-MAB in cottonseed oil was administered orally with a stomach tube. After administration, the rat bile was collected for 24 hr and enzymically hydrolyzed. This sample was applied to an Amberlite XAD-2 column and the column was washed with water. The metabolites were eluted with methanol and were separated by thin-layer chromatography. The mass spectrum of each metabolite was measured. By means of this technique, the metabolites oxidized at the 3'-methyl group were newly detected in the bile in addition to the N-demethylated, arly hydroxylated, and their azo-reduced metabolites. The effect of the ring methyl group on the carcinogenic action of aminoazo dyes is also discussed.
D000818:Animals; D001391:Azo Compounds / Q000378:metabolism*; D001646:Bile / Q000378:metabolism*; D002273:Carcinogens / Q000378:metabolism*; D007477:Ions; D007553:Isotope Labeling; D008113:Liver Neoplasms / Q000139:chemically induced; D008297:Male; D008722:Methods; D008745:Methylation; D009374:Neoplasms, Experimental / Q000139:chemically induced; D051381:Rats; D014316:Tritium; D010128:p-Aminoazobenzene / Q000031:analogs & derivatives / Q000378:metabolism*
D001391:Azo Compounds; D002273:Carcinogens; D007477:Ions; D014316:Tritium; D010128:p-Aminoazobenzene