The effect of tobacco smoke, nicotine, and cotinine on the mutagenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL)

B Brown, J Avalos, C Lee, D Doolittle - Mutation Research/Genetic …, 2001 - Elsevier
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) is a rodent carcinogen that is
metabolically derived from carbonyl reduction of 4-(methylnitrosamino)-1-(3-pyridyl)-1 …

Modulation by glutathione of DNA strand breaks induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and its aldehyde metabolites in rat hepatocytes

K Demkowiz-Dobrzanski, A Castonguay - Carcinogenesis, 1992 - academic.oup.com
Activation of the tobacco carcinogen 4 (methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)
produced methylating species and two aldehydes: formaldehyde and 4-oxo-4-(3-pyridyl) …

Transcriptional inhibition and mutagenesis induced by N-nitroso compound-derived carboxymethylated thymidine adducts in DNA

C You, J Wang, X Dai, Y Wang - Nucleic acids research, 2015 - academic.oup.com
N-nitroso compounds represent a common type of environmental and endogenous DNA-
damaging agents. After metabolic activation, many N-nitroso compounds are converted into …

Mitochondrial DNA Adducts in the Lung and Liver of F344 Rats Chronically Treated with 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone and (S)-4-(Methylnitrosamino …

I Stepanov, SS Hecht - Chemical research in toxicology, 2009 - ACS Publications
Two recent studies conducted in our laboratory have demonstrated formation and
accumulation of pyridyloxobutyl (POB) and pyridylhydroxybutyl (PHB) adducts in lung and …

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 …

Analysis for N2-(pyridyloxobutyl) deoxyguanosine adducts in DNA of tissues exposed to tritium labeled 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N' …

TE Spratt, N Trushin, D Lin… - Chemical research in …, 1989 - ACS Publications
The tobacco-specific carcinogens 4-(methylnitrosamino)-l-(3-pyridyl)-l-butanone (NNK) and-
nitrosonornicotine (NNN) are metabolically activated to DNA binding intermediates, partially …

Identification of an N′-Nitrosonornicotine-Specific Deoxyadenosine Adduct in Rat Liver and Lung DNA

Y Li, SS Hecht - Chemical research in toxicology, 2021 - ACS Publications
The tobacco-specific nitrosamines N′-nitrosonornicotine (NNN) and 4-(methylnitrosamino)-
1-(3-pyridyl)-1-butanone (NNK) are considered to be two of the most important carcinogens …

Biotransformation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in lung tissue from mouse, rat, hamster, and man

E Richter, J Engl, S Friesenegger… - Chemical research in …, 2009 - ACS Publications
Exposure to the tobacco-specific N-nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-
butanone (NNK) is considered to be an important etiological risk factor for lung cancer in …

Lactols in Hydrolysates of DNA Treated with α-Acetoxy-N-nitrosopyrrolidine or Crotonaldehyde

M Wang, P Upadhyaya, TT Dinh… - Chemical research in …, 1998 - ACS Publications
α-Acetoxy-N-nitrosopyrrolidine (α-acetoxyNPYR) is a stable precursor to α-hydroxyNPYR,
the initial product of metabolism and proposed proximate carcinogen of N-nitrosopyrrolidine …

Chemical synthesis and detection of the cross-link 1-[N3-(2'-deoxycytidyl)]-2-[N1-(2'-deoxyguanosinyl)] ethane in DNA reacted with 1-(2-chloroethyl)-1-nitrosourea

WJ Bodell, K Pongracz - Chemical research in toxicology, 1993 - ACS Publications
We have synthesized 1-[IV3-(2'-deoxycytidyl)]-2-[N1-(2'-deoxyguanosinyl)] ethane and con-
firmed its structure by ultraviolet and high-resolution mass spectrometry. Treatment of calf …