Literature DB >> 21480629

Evolution of research on the DNA adduct chemistry of N-nitrosopyrrolidine and related aldehydes.

Stephen S Hecht1, Pramod Upadhyaya, Mingyao Wang.   

Abstract

This perspective reviews our work on the identification of DNA adducts of N-nitrosopyrrolidine and some related aldehydes. The research began as a focused project to investigate mechanisms of cyclic nitrosamine carcinogenesis but expanded into other areas, as aldehyde metabolites of NPYR were shown to have their own diverse DNA adduct chemistry. A total of 69 structurally distinct DNA adducts were identified, and some of these, found in human tissues, have provided intriguing leads for investigating carcinogenesis mechanisms in humans due to exposure to both endogenous and exogenous agents.

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Year:  2011        PMID: 21480629      PMCID: PMC3118975          DOI: 10.1021/tx200064a

Source DB:  PubMed          Journal:  Chem Res Toxicol        ISSN: 0893-228X            Impact factor:   3.739


  71 in total

1.  Quantitation of an acetaldehyde adduct in human leukocyte DNA and the effect of smoking cessation.

Authors:  Li Chen; Mingyao Wang; Peter W Villalta; Xianghua Luo; Rachel Feuer; Joni Jensen; Dorothy K Hatsukami; Stephen S Hecht
Journal:  Chem Res Toxicol       Date:  2007-01       Impact factor: 3.739

2.  Detection of cyclic 1,N2-propanodeoxyguanosine adducts in DNA of rats treated with N-nitrosopyrrolidine and mice treated with crotonaldehyde.

Authors:  F L Chung; R Young; S S Hecht
Journal:  Carcinogenesis       Date:  1989-07       Impact factor: 4.944

3.  Cytochrome P450 2A-catalyzed metabolic activation of structurally similar carcinogenic nitrosamines: N'-nitrosonornicotine enantiomers, N-nitrosopiperidine, and N-nitrosopyrrolidine.

Authors:  Hansen L Wong; Sharon E Murphy; Stephen S Hecht
Journal:  Chem Res Toxicol       Date:  2005-01       Impact factor: 3.739

4.  Molecular dosimetry of N2-hydroxymethyl-dG DNA adducts in rats exposed to formaldehyde.

Authors:  Kun Lu; Benjamin Moeller; Melanie Doyle-Eisele; Jacob McDonald; James A Swenberg
Journal:  Chem Res Toxicol       Date:  2010-12-14       Impact factor: 3.739

5.  Analysis of pyridyloxobutyl DNA adducts in F344 rats chronically treated with (R)- and (S)-N'-nitrosonornicotine.

Authors:  Yanbin Lao; Nanxiong Yu; Fekadu Kassie; Peter W Villalta; Stephen S Hecht
Journal:  Chem Res Toxicol       Date:  2007-02       Impact factor: 3.739

6.  Identification of DNA adducts of acetaldehyde.

Authors:  M Wang; E J McIntee; G Cheng; Y Shi; P W Villalta; S S Hecht
Journal:  Chem Res Toxicol       Date:  2000-11       Impact factor: 3.739

7.  Mechanism of C8 alkylation of guanine residues by activated arylamines: evidence for initial adduct formation at the N7 position.

Authors:  W G Humphreys; F F Kadlubar; F P Guengerich
Journal:  Proc Natl Acad Sci U S A       Date:  1992-09-01       Impact factor: 11.205

8.  Rapid isolation, hydrolysis and chromatography of formaldehyde-modified DNA.

Authors:  F A Beland; N F Fullerton; R H Heflich
Journal:  J Chromatogr       Date:  1984-06-08

9.  Identification of crotonaldehyde as a hepatic microsomal metabolite formed by alpha-hydroxylation of the carcinogen N-nitrosopyrrolidine.

Authors:  M Y Wang; F L Chung; S S Hecht
Journal:  Chem Res Toxicol       Date:  1988 Jan-Feb       Impact factor: 3.739

Review 10.  Chemistry and biology of DNA containing 1,N(2)-deoxyguanosine adducts of the alpha,beta-unsaturated aldehydes acrolein, crotonaldehyde, and 4-hydroxynonenal.

Authors:  Irina G Minko; Ivan D Kozekov; Thomas M Harris; Carmelo J Rizzo; R Stephen Lloyd; Michael P Stone
Journal:  Chem Res Toxicol       Date:  2009-05       Impact factor: 3.739

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