Formation of 2-nitro-3-methylimidazo[4,5-f]quinoline, a directly mutagenic product, by near-ultraviolet irradiation of a mixture of 2-amino-3-methylimidazo[4,5-f]quinoline and N-nitrosodimethylamine.
Direct-acting mutagens to Salmonella typhimurium TA98 were found to be formed from heterocyclic amines on exposure to near-ultraviolet light in the presence of N-nitrosodialkylamines. We have isolated the mutagenic photoproduct formed from 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and N-nitrosodimethylamine, and the product was identified as 3-methyl-2-nitroimidazo[4,5-f]quinoline (IQ(NO2]. The yield of IQ(NO2) from IQ was estimated to be 17%. Similar light-dependent activation of IQ was noted with 4 different nitrosodialkylamines other than nitrosodimethylamine. Furthermore, MeIQ and MeIQx were also activated with nitrosamine and light. These reactions represent an example of interaction between 2 different classes of mutagens.
Arimoto
S
S
Faculty of Pharmaceutical Sciences, Okayama University, Japan.
Hayatsu
H
H
D002851:Chromatography, High Pressure Liquid; D004052:Diethylnitrosamine / Q000528:radiation effects*; D007700:Kinetics; D009152:Mutagenicity Tests; D009153:Mutagens / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D011804:Quinolines / Q000138:chemical synthesis* / Q000528:radiation effects* / Q000633:toxicity; D012996:Solutions; D014466:Ultraviolet Rays
D009153:Mutagens; D011804:Quinolines; D012996:Solutions; C071417:2-nitro-3-methylimidazo(4,5-f)quinoline; C029216:2-amino-3-methylimidazo(4,5-f)quinoline; D004052:Diethylnitrosamine