Enhancement of the mutagenicity of IQ and MeIQ by nitrite in the Salmonella system.
The fried food mutagens IQ, MeIQ, Glu-P-1 and Trp-P-2 were treated with nitrite at pH 3.0 for 1 h at 37 degrees C. The resulting reaction mixtures were tested for mutagenicity towards Salmonella typhimurium TA97, TA98, TA100 and TA1535. Glu-P-1 and Trp-P-2 were readily converted to weak or non-mutagenic deaminated compounds, whereas IQ and MeIQ were converted to extremely strong mutagenic derivatives in both the presence and the absence of rat liver S9 mix. The mutagenicity of MeIQ in TA98 was enhanced by nitrite up to 3-fold, while that of nitrosated MeIQ was further enhanced by S9 mix up to 15-fold. The nitrosation products of MeIQ were resolved into 7 bands by TLC on silica gel plate. Bands I, III, V and VI were highly mutagenic to both TA98 and TA100. The experimental results suggest that the non-enzymatic formation of direct-acting mutagens from indirect-acting mutagens such as IQ or MeIQ might be physiologically important, especially with regard to the etiology of human gastrointestinal tract tumors.
Lin
J K
JK
Institute of Biochemistry, College of Medicine, National Taiwan University, Taipei.
Cheng
J T
JT
Lin-Shiau
S Y
SY
D000588:Amines / Q000633:toxicity*; D002243:Carbolines / Q000737:chemistry / Q000633:toxicity; D002855:Chromatography, Thin Layer; D004347:Drug Interactions; D007093:Imidazoles / Q000737:chemistry / Q000633:toxicity; D009152:Mutagenicity Tests; D009153:Mutagens / Q000633:toxicity*; D009573:Nitrites / Q000494:pharmacology*; D015538:Nitrosation; D011804:Quinolines / Q000633:toxicity*
D000588:Amines; D002243:Carbolines; D007093:Imidazoles; D009153:Mutagens; D009573:Nitrites; D011804:Quinolines; C029216:2-amino-3-methylimidazo(4,5-f)quinoline; C023785:2-amino-6-methyldipyrido(1,2-a-3',2'-d)imidazole; C019133:3-amino-1-methyl-5H-pyrido(4,3-b)indole; C036989:2-amino-3,4-dimethylimidazo(4,5-f)quinoline