Formation of 7-(4-oxobutyl)guanine in hepatic dna of rats treated with n-nitrosopyrrolidine

Mingyao Wang, Fung Lung Chung, Stephen S. Hecht

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11 Scopus citations

Abstract

We have reported previously the formation of two structurally distinct exocyclic guanine adducts (adducts 1 and 6) in liver DNA of F344 rats treated with N-nitrosopyrrolidine (NPYR). In this study, we detected and characterized a previously unidentified guanine adduct in liver DNA of NPYR-treated rats. The structure of this adduct was established as 7-(4-oxobutyl)guanine (adduct 2) by comparison with the synthetic standard and confirmed by NaBH4 reduction to 7-(4-hydroxybutyl)guanine. The level of adduct 2 in liver DNA of F344 rats treated with 450 mg/kg of NPYR by i.p. administration was 643 ± 9 μmol/mol guanine, approximately one-third of the level of adduct 1. This study is the first to demonstrate the in vivo formation of a formylalkyl-substituted guanine adduct by a nitrosamine.

Original languageEnglish (US)
Pages (from-to)1909-1911
Number of pages3
JournalCarcinogenesis
Volume13
Issue number10
DOIs
StatePublished - Oct 1992
Externally publishedYes

Bibliographical note

Funding Information:
This work was supported by grants CA-44377 and CA-51830 from the National Cancer Institute. This is paper no. 145 in 'A Study of Chemical Carcinogenesis'.

Copyright:
Copyright 2010 Elsevier B.V., All rights reserved.

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