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 …

DNA adduct formation from tobacco-specific N-nitrosamines

SS Hecht - … Research/Fundamental and Molecular Mechanisms of …, 1999 - Elsevier
Tobacco-specific N-nitrosamines are a group of carcinogens derived from the tobacco
alkaloids. They are likely causative factors for cancers of the lung, esophagus, pancreas …

Quantitation of pyridyloxobutyl DNA adducts of tobacco-specific nitrosamines in rat tissue DNA by high-performance liquid chromatography− electrospray ionization …

Y Lao, PW Villalta, SJ Sturla, M Wang… - Chemical research in …, 2006 - ACS Publications
The tobacco-specific nitrosamines N '-nitrosonornicotine (NNN, 1) and 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK, 2) are potent carcinogens in rodents …

Tobacco-specific nitrosamine adducts: studies in laboratory animals and humans.

SS Hecht, SG Carmella, PG Foiles… - Environmental …, 1993 - ehp.niehs.nih.gov
This paper describes quantitation of human hemoglobin and DNA adducts of the
carcinogenic tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone …

Pyridylhydroxybutyl and pyridyloxobutyl DNA phosphate adduct formation in rats treated chronically with enantiomers of the tobacco-specific nitrosamine metabolite 4 …

B Ma, AT Zarth, ES Carlson, PW Villalta… - …, 2017 - academic.oup.com
The tobacco-specific lung carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)
is metabolically converted to 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in a …

Quantitation of Pyridyloxobutyl-DNA Adducts in Tissues of Rats Treated Chronically with (R)- or (S)-N′-Nitrosonornicotine (NNN) in a Carcinogenicity Study

L Zhao, S Balbo, M Wang, P Upadhyaya… - Chemical research in …, 2013 - ACS Publications
We quantified DNA adducts resulting from 2′-hydroxylation of enantiomers of the tobacco-
specific nitrosamine N′-nitrosonornicotine (NNN) in tissues of male F-344 rats after 10, 30 …

Identification of more than 100 structurally unique DNA-phosphate adducts formed during rat lung carcinogenesis by the tobacco-specific nitrosamine 4 …

B Ma, AT Zarth, ES Carlson, PW Villalta… - …, 2018 - academic.oup.com
Abstract The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
(NNK) is a powerful lung carcinogen in animal models and is considered a causative factor …

Extensive metabolic activation of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in smokers

I Stepanov, P Upadhyaya, SG Carmella, R Feuer… - … Biomarkers & Prevention, 2008 - AACR
(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a potent lung carcinogen present in
both unburned tobacco and cigarette smoke. The sum of 4-(methylnitrosamino)-1-(3-pyridyl) …

Kinetics of DNA methylation by the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in F344 rats.

A Castonguay, R Tharp, SS Hecht - IARC scientific publications, 1984 - europepmc.org
The carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) was injected
intravenously (0.41 mmol/kg) into F344 rats. DNA from target organs (lung, liver) and a non …

Identification of Adducts Formed in the Reactions of 5′-Acetoxy-N′-nitrosonornicotine with Deoxyadenosine, Thymidine, and DNA

P Upadhyaya, SS Hecht - Chemical research in toxicology, 2008 - ACS Publications
N′-Nitrosonornicotine (NNN) is the most prevalent of the carcinogenic tobacco-specific
nitrosamines found in all tobacco products. Previous studies have demonstrated that …