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N-Nitrosodialkylamines, activated metabolically by cytochrome P450, possess mutagenic and carcinogenic activity. In this study, the hydroxyl radical, generated from Fenton’s reagent, was used as an oxidant for the activation of the N-nitrosodialkylamines. Ethyl acetate extract from the reaction mixture which included Fe 2+ -Cu 2+ -H2O2 and N-nitrosodialkylamines; N-nitrosodimethylamine (NDM), N-nitrosodiethylamine (NDE), N-nitrosodipropylamine (NDP), N-nitrosodibutylamine (NDB), N-nitroso-N-methylpropylamine (NMP), N-nitroso-N-methylbutylamine (NMB), were assayed for their mutagenicity in Salmonella typhimurium (S. typhimurium )T A1535 and Escherichia coli (E. coli )W P2uvrA. Although Fenton’s reagent (Fe 2+ -H2O2 )a lone did not activate NMB, the addition of the copper ion to the reaction with Fenton’s reagent (Fe 2+ -Cu 2+ -H2O2 )r esulted in the production of mutagens. While the extracts of the reaction of NDM or NDE with Fe 2+ -Cu 2+ -H2O2 were not mutagenic, those of NMP, NDP, NMB, or NDB with Fe 2+ -Cu 2+ -H2O2 were mutagenic in both S. typhimurium TA1535 and E. coli WP2 uvrA. These results demonstrate tha tad irect-acting mutagen was formed from N-nitrosodialkylamines, with alkyl chains longer than propyl, by the oxidation in the Fe 2+ -Cu 2+ -H2O2 system.

Oxidation Products of N-nitrosodialkylamines Generated by Fenton's Reagent in the Presence of Copper Are Direct Acting Mutagens