The first identification of the benzenediazonium ion formation from a non-aminoazo dye, 1-phenylazo-2-hydroxynaphthalene (Sudan I) by microsomes of rat livers.
1-Phenylazo-2-hydroxynaphthalene (Sudan I) is converted by microsomal enzymes of rat livers in vitro to 5 products. Hepatic microsomes from 5,6-benzoflavone-treated rats are more effective for the metabolism of Sudan I than those from phenobarbital- or Sudan I alone-treated rats. Major products formed by microsomes are identified as the ring-hydroxyderivatives of benzene and naphthalene rings. The formation of the benzenediazonium ion evolved by oxidative splitting of the azo group of Sudan I by microsomal enzymes is also proved. The oxidative splitting of Sudan I by microsomal enzymes may be considered as the possible mechanism of the Sudan I activation to the ultimate carcinogen (benzenediazonium ion).
Stiborová
M
M
Department of Biochemistry, Faculty of Natural Sciences, Charles University, Prague, Czechoslovakia.
Asfaw
B
B
Anzenbacher
P
P
Leseticky
L
L
Hodek
P
P
D000818:Animals; D000983:Antipyrine / Q000031:analogs & derivatives / Q000494:pharmacology; D001571:Benzoflavones; D001711:Biotransformation; D002273:Carcinogens / Q000032:analysis*; D002855:Chromatography, Thin Layer; D004396:Coloring Agents; D003979:Diazonium Compounds / Q000032:analysis*; D000077553:Edaravone; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism*; D009284:Naphthols / Q000378:metabolism*; D051381:Rats; D011919:Rats, Inbred Strains
D001571:Benzoflavones; D002273:Carcinogens; D004396:Coloring Agents; D003979:Diazonium Compounds; D009284:Naphthols; C035176:benzenediazonium; C024336:1-phenylazo-2-naphthol; D000077553:Edaravone; D000983:Antipyrine