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DNA adduct formation and mutation induction by nitropyrenes in Salmonella and Chinese hamster ovary cells: relationships with nitroreduction and acetylation

Journal Article · · Environ. Health Perspect.; (United States)
DOI:https://doi.org/10.1289/ehp.8562135· OSTI ID:5388026

In this study reversion induction by 1-nitropyrene and 1,8-dinitropyrene in Salmonella typhimurium TA1538 and mutation induction by 1-nitropyrene in Chinese hamster overy (CHO) cells were related to the extent of metabolism and DNA adduct formation. In suspension cultures of Salmonella typhimurium TA1538, 1,8-dinitropyrene was up to 40-fold more mutagenic than 1-nitropyrene, although both compounds were metabolized at similar rates with nitroreduction being the major pathway. The major metabolite formed from 1-nitropyrene after 2 hr of incubation was 1-nitrosopyrene, while 1-amino-8-nitropyrene was the major metabolite formed from 1,8-dinitropyrene. 1-Nitrosopyrene and 1-nitro-8-nitrosopyrene elicited mutation values consistent with their being intermediates in the activation pathways. Incubation of 1-nitrosopyrene with CHO cells produced a rapid concentration- and time-dependent induction of mutations and the conversion of 1-nitrosopyrene to 1-aminopyrene. These data indicate that nitroreduction and C8 deoxyguanosine adduct formation are strongly associated with mutation induction by 1-nitropyrene in Salmonella and CHO cells. With 1,8-dinitropyrene, however, mutation induction in Salmonella is dependent upon both nitroreduction and esterification.

Research Organization:
National Center for Toxicological Research, Jefferson, AR
OSTI ID:
5388026
Journal Information:
Environ. Health Perspect.; (United States), Journal Name: Environ. Health Perspect.; (United States) Vol. 62; ISSN EVHPA
Country of Publication:
United States
Language:
English