Solvolysis of model compounds of. alpha.-hydroxylation of N'-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: evidence for a cyclic oxonium ion …

TE Spratt, LA Peterson, WL Confer… - Chemical research in …, 1990 - ACS Publications
iV-Nitrosonornicotine (NNN) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), two
potent tobacco-specific carcinogens, have been previouslyfound to pyridyloxobutylate DNA …

Evidence for 4-(3-pyridyl)-4-oxobutylation of DNA in F344 rats treated with the tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N …

SS Hecht, TE Spratt, N Trushin - Carcinogenesis, 1988 - academic.oup.com
DNA was isolated from tissues of K344 rats 24 h after treatment by sc injection with [5-3 H] 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanone ([5-3 H] NNK) or [5-3 H] N′-nitrosonor …

Evidence for an important role of DNA pyridyloxobutylation in rat lung carcinogenesis by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: effects of dose and phenethyl …

ME Staretz, PG Foiles, LM Miglietta, SS Hecht - Cancer research, 1997 - AACR
Abstract The tobacco-specific nitrosamine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
(NNK), selectively induces lung tumors in F344 rats. NNK is metabolically activated to …

Mass spectrometric analysis of 4-hydroxy-1-(3-pyridyl)-1-butanone-releasing DNA adducts in human lung

D Hölzle, D Schlöbe, AR Tricker, E Richter - Toxicology, 2007 - Elsevier
An improved analytical method was developed for the analysis of 4-hydroxy-1-(3-pyridyl)-1-
butanone (HPB)-releasing DNA adducts in lung samples of patients undergoing surgery for …

In vivo and in vitro persistence of pyridyloxobutyl DNA adducts from 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone

LA Peterson, R Mathew, SE Murphy, N Trushin… - …, 1991 - academic.oup.com
The persistence of pyridyloxobutyl DNA adducts in lung and liver of F-344 rats treated with
the tobacco-specific nitrosamine 4-(methybiitrosamino)-1-(3-pyridyl)-1-butanone (NNK) was …

Quantitation of pyridylhydroxybutyl-DNA adducts in liver and lung of F-344 rats treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its …

P Upadhyaya, S Kalscheuer, JB Hochalter… - Chemical research in …, 2008 - ACS Publications
The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a
potent pulmonary carcinogen in rats and is believed to be one cause of lung cancer in …

Comparative levels of O6-methylguanine, pyridyloxobutyl-, and pyridylhydroxybutyl-DNA adducts in lung and liver of rats treated chronically with the tobacco-specific …

P Upadhyaya, BR Lindgren, SS Hecht - Drug Metabolism and Disposition, 2009 - ASPET
The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a
lung carcinogen in rats and may be a cause of lung cancer in smokers. NNK is metabolized …

Formation, repair, and genotoxic properties of bulky DNA adducts formed from tobacco‐specific nitrosamines

LA Peterson - Journal of nucleic acids, 2010 - Wiley Online Library
4‐(Methylnitrosamino)‐1‐(3‐pyridyl)‐1‐butanone (NNK) and N′‐nitrosonornicotine (NNN)
are tobacco‐specific nitrosamines present in tobacco products and smoke. Both compounds …

Formation and accumulation of pyridyloxobutyl DNA adducts in F344 rats chronically treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of …

Y Lao, N Yu, F Kassie, PW Villalta… - Chemical research in …, 2007 - ACS Publications
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK, 1) and its metabolite, 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL, 2) are both potent pulmonary …

O6-Pyridyloxobutylguanine Adducts Contribute to the Mutagenic Properties of Pyridyloxobutylating Agents

RS Mijal, NA Loktionova, CC Vu, AE Pegg… - Chemical research in …, 2005 - ACS Publications
The tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)
and N '-nitrosonornicotine (NNN) are potent carcinogens in animal models and likely human …