Role of l- and d-Menthol in the Glucuronidation and Detoxification of the Major Lung Carcinogen, NNAL

• Published in: Drug metabolism and disposition Vol. 47; no. 12; pp. 1388 - 1396
• Main Authors: Kozlovich, Shannon, Chen, Gang, Watson, Christy J.W., Blot, William J., Lazarus, Philip
• Format: Journal Article
• Language: English
• Published: United States Elsevier Inc 01.12.2019; American Society for Pharmacology and Experimental Therapeutics, Inc; The American Society for Pharmacology and Experimental Therapeutics
• Subjects: 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone; Butanol; Carcinogens; Carcinogens - metabolism; Cigarette smoking; Cigarettes; Cohort Studies; Detoxification; DNA damage; Enantiomers; Flavors; Glucuronides - urine; Glucuronosyltransferase; Glucuronosyltransferase - genetics; Glucuronosyltransferase - metabolism; HEK293 Cells; Humans; Menthol; Menthol - metabolism; Menthol - urine; Metabolic pathways; Metabolites; Microsomes; Microsomes, Liver - metabolism; Nitrogen; Nitrosamines - metabolism; Nitrosamines - urine; Pyridines; Smoking; Smoking - metabolism; Smoking - urine; Stereoisomerism; Tobacco; Tobacco Products; Transfection; UDP-glucuronosyltransferase; Urine; UGT; MS; SCCS; HLM; IS; NNK; HIM; NNAL; LC-MS/MS; HEK293; TSNA; UPLC; MG; QTOF

Menthol, which creates mint flavor and scent, is often added to tobacco in both menthol and nonmenthol cigarettes. A potent tobacco carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), is extensively metabolized to its equally carcinogenic metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-...