Modulation of the mutagenicity and metabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) by phenolic compounds

C Miller, A Castonguay, RW Teel - Mutation Research/Genetic Toxicology, 1996 - Elsevier
NNK is a potent environmental carcinogen generated during tobacco processing and
smoking. The carcinogenic response to tobacco smoking is modulated by nutritional factors …

Tumorigenicity of the tobacco-specific carcinogen 4-(methyl-nitrosamino)-1-(3-pyridyl)-1-butanone in infant mice

LM Anderson, SS Hecht, RM Kovatch, S Amin… - Cancer letters, 1991 - Elsevier
Abstract The tobacco-specific nitrosamine, 4-(methyl-nitrosamino)-1-(3-pyridyl)-1-butanone
(NNK), is a potent carcinogen in adult rodents and variably effective transplacentally …

Enantioselectivity of carbonyl reduction of 4-methylnitrosamino-1-(3-pyridyl)-1-butanone by tissue fractions from human and rat and by enzymes isolated from human …

U Breyer-Pfaff, HJ Martin, M Ernst, E Maser - Drug metabolism and …, 2004 - ASPET
Detoxication of the tobacco-specific carcinogen 4-methylnitrosamino-1-(3-pyridyl)-1-
butanone (NNK) in humans is mainly due to carbonyl reduction to the chiral alcohol 4 …

Subpicogram per milliliter determination of the tobacco-specific carcinogen metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in human urine using liquid …

P Jacob III, C Havel, DH Lee, L Yu, MD Eisner… - Analytical …, 2008 - ACS Publications
Exposure to secondhand tobacco smoke (SHS) has been linked to increased risk for a
number of diseases, including lung cancer. The tobacco-specific nitrosamine 4 …

Tumorigenic activity of the tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), 4-(methylnitrosamino)-4-(3-pyridyl)-1-butanol (iso …

EJ LaVoie, G Prokopczyk, J Rigotty, A Czech… - Cancer letters, 1987 - Elsevier
The tumor-initiating activities of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), 4-
(methylnitrosamino)-4-(3-pyridyl)-1-butanol (iso-NNAL) and N′-nitrosonornicotine (NNN) …

Formation and repair of pyridyloxobutyl DNA adducts and their relationship to tumor yield in A/J mice

AM Urban, P Upadhyaya, Q Cao… - Chemical research in …, 2012 - ACS Publications
The nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a known human
carcinogen. It generates methyl and pyridyloxobutyl DNA adducts. The role of the methyl …

On the pharmacokinetics of tobacco-specific N-nitrosamines in Fischer rats

JD Adams, EJ LaVoie, D Hoffmann - Carcinogenesis, 1985 - academic.oup.com
Methods were developed to determine the biological half-lives and rates of distribution and
elimination of N'-nitrosonor-nicotine (NNN), N'-nitrosoanatabine (NAT), 4-(methylnitros …

Analysis of total 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in smokers' blood

SG Carmella, S Han, PW Villalta, SS Hecht - … Epidemiology Biomarkers & …, 2005 - AACR
Abstract The sum of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol and its glucuronides (total
NNAL) is an excellent biomarker for uptake of the tobacco-specific carcinogen 4 …

Urinary levels of tobacco-specific nitrosamine metabolites in relation to lung cancer development in two prospective cohorts of cigarette smokers

JM Yuan, WP Koh, SE Murphy, Y Fan, R Wang… - Cancer research, 2009 - AACR
(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) and its glucuronides (sum of which is
denoted as total NNAL) are metabolites of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone …

Quantitation of Pyridyloxobutyl DNA Adducts in Nasal and Oral Mucosa of Rats Treated Chronically with Enantiomers of N′-Nitrosonornicotine

S Zhang, M Wang, PW Villalta… - Chemical research in …, 2009 - ACS Publications
N′-Nitrosonornicotine (NNN) is one of the most important strong carcinogens in tobacco
products and is believed to play a significant role in the induction of esophageal cancer in …