sodium-nitrite and 2-tert-butyl-4-quinone

The reaction products from butylated hydroxyanisole treated with nitrite under acidic conditions were investigated for mutagenic activity in Salmonella typhimurium his reversion assay and for DNA-damaging activity using H17 Rec+ (wild) and M45 Rec- (recombinationless) of Bacillus subtilis. The chloroform extract of the reaction mixture showed 9 spots on thin-layer chromatography (TLC). Compounds from 2 spots on the TLC had high mutagenic activity in TA100 without S9 mix, with DNA-damaging activity. The 2 mutagens were then crystallized from the reaction mixture and identified to be 2-tert.-butyl-p-quinone (t-BQ) and the dimer of t-BQ; 3,3'-di-tert.-butyl-biphenyldiquinone-(2,5,2',5') (BBDQ), from their instrumental analysis. The mutagenic activities of t-BQ and BBDQ were determined by Ames test, and the induced mutation frequencies were about 1.9 X 10(-4) (t-BQ) and 8.3 X 10(-5) (BBDQ).

Topics: Animals; Bacillus subtilis; Benzoquinones; Butylated Hydroxyanisole; Chromatography, Thin Layer; DNA Damage; DNA, Bacterial; Drug Interactions; Food Additives; Hydrogen-Ion Concentration; Mutagenicity Tests; Mutagens; Nitrites; Quinones; Rats; Rats, Inbred Strains; Salmonella typhimurium; Sodium Nitrite