[HTML][HTML] Metabolism and DNA Adduct Formation of Tobacco-Specific N-Nitrosamines

Y Li, SS Hecht - International journal of molecular sciences, 2022 - mdpi.com
The tobacco-specific N-nitrosamines 4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone
(NNK) and N′-nitrosonornicotine (NNN) always occur together and exclusively in tobacco …

Context matters: contribution of specific DNA adducts to the genotoxic properties of the tobacco-specific nitrosamine NNK

LA Peterson - Chemical research in toxicology, 2017 - ACS Publications
The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a
potent pulmonary carcinogen in laboratory animals. It is classified as a Group 1 human …

Carcinogenicity and DNA adduct formation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1 …

S Balbo, CS Johnson, RC Kovi, SA James-Yi… - …, 2014 - academic.oup.com
(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is metabolized to enantiomers of 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL), found in the urine of virtually all people …

Analysis and identification of 2′-deoxyadenosine-derived adducts in lung and liver DNA of F-344 rats treated with the tobacco-specific carcinogen 4 …

ES Carlson, P Upadhyaya, PW Villalta… - Chemical research in …, 2018 - ACS Publications
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and its metabolite 4-
(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) are carcinogenic in animal models and …

Dihydromethysticin from kava blocks tobacco carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis and differentially reduces DNA …

SC Narayanapillai, S Balbo, P Leitzman… - …, 2014 - academic.oup.com
We have previously shown that kava and its flavokavain-free Fraction B completely blocked
4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)-induced lung tumorigenesis in A/J …

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 …

Multiclass carcinogenic DNA adduct quantification in formalin-fixed paraffin-embedded tissues by ultraperformance liquid chromatography–tandem mass spectrometry

J Guo, BH Yun, P Upadhyaya, L Yao… - Analytical …, 2016 - ACS Publications
DNA adducts are a measure of internal exposure to genotoxicants and an important
biomarker for human risk assessment. However, the employment of DNA adducts as …

Potential contributions of the tobacco nicotine-derived nitrosamine ketone (NNK) in the pathogenesis of steatohepatitis in a chronic plus binge rat model of alcoholic …

V Zabala, M Tong, R Yu, T Ramirez… - Alcohol and …, 2015 - academic.oup.com
Aims: Alcoholic liver disease (ALD) is linked to binge drinking and cigarette smoking. Heavy
chronic±binge alcohol, or low-level exposures to dietary nitrosamines cause steatohepatitis …

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 …

Mass spectrometric quantitation of apurinic/apyrimidinic sites in tissue DNA of rats exposed to tobacco-specific nitrosamines and in lung and leukocyte DNA of …

J Guo, H Chen, P Upadhyaya, Y Zhao… - Chemical research in …, 2020 - ACS Publications
Metabolic activation of the carcinogenic tobacco-specific nitrosamines 4-(methylnitrosamino)-
1-(3-pyridyl)-1-butanone (NNK) and N′-nitrosonornicotine (NNN) results in formation of …