Nitrosamines are an important class of potentially carcinogenic compounds. Metabolic activation of nitrosamines by P-450 catalyzed a-hydroxylation produces a-hydroxynitrosamine which decomposes in aqueous media to a highly reactive diazonium ion. The resulting electrophilic diazonium ion reacts with nucleophilic sites on DNA and forms DNA-adducts. Diazonium ion derived adducts formed in the reaction of cyclic nitrosamines, N-nitrosomorpholine (NMOR), N-nitrosopyrrolidine (NPYR) and, N-nitrosopiperidine (NPIP), are investigated. A detailed comparative study of the alkylation at O6 and N7 guanine and, N3- adenine in the reaction of carcinogens with nucleosides and DNA was done. Identification and quantification of adducts from the reaction of carcinogen with nucleosides and DNA was accomplished by LC-MSMS with the use of synthetic standards. 

Diazonium ion derived adducts formed in the reaction of cyclic nitrosamines: N-nitrosomorpholine, N-nitrosopyrrolidine and, N-nitrosopiperidine

243rd National Meeting (2012)

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