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Genomes and Genes | S S HechtSummaryAffiliation: University of Minnesota Country: USA Publications
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Effects of phenethyl isothiocyanate and benzyl isothiocyanate, individually and in combination, on lung tumorigenesis induced in A/J mice by benzo[a]pyrene and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanoneS S Hecht
University of Minnesota Cancer Center, Minneapolis 55455, USA
Cancer Lett 150:49-56. 2000..The results of this study demonstrate that proper doses of dietary PEITC and dietary as well as gavaged PEITC plus BITC are effective inhibitors of lung tumorigenesis induced in A/J mice by a mixture of BaP and NNK...
Tobacco smoke carcinogens and breast cancerStephen S Hecht
University of Minnesota Cancer Center, Minneapolis, Minnesota 55455, USA
Environ Mol Mutagen 39:119-26. 2002..Collectively, the link between smoking and breast cancer is plausible but has been difficult to establish, probably because of the low carcinogen dose...
Dose-response study of myo-inositol as an inhibitor of lung tumorigenesis induced in A/J mice by benzoS S Hecht
University of Minnesota Cancer Center, Mayo Mail Code 806, UMHC, 420 Delaware Street SE, Minneapolis, MN 55455, USA
Cancer Lett 167:1-6. 2001..0001). No toxicity was observed at any dose. These results firmly establish myo-inositol as a chemopreventive agent against lung tumor induction in A/J mice, at doses that can be envisioned for human use...
2'-Hydroxylation of nicotine by cytochrome P450 2A6 and human liver microsomes: formation of a lung carcinogen precursorS S Hecht
University of Minnesota Cancer Center, Minneapolis, MN 55455, USA
Proc Natl Acad Sci U S A 97:12493-7. 2000..These results provide definitive evidence for mammalian 2'-hydroxylation of nicotine and elucidate a pathway by which endogenous formation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone could occur in humans...
Tobacco smoke carcinogens and lung cancerS S Hecht
University of Minnesota Cancer Center, Minneapolis 55455, USA
J Natl Cancer Inst 91:1194-210. 1999..By focusing in this review on several important carcinogens in tobacco smoke, the complexities in understanding tobacco-induced cancer can be reduced, and new approaches for lung cancer prevention can be envisioned...
Metabolism of 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone by cultured monkey lung explantsS S Hecht
University of Minnesota Cancer Center, Minneapolis, MN 55455, USA
Drug Metab Dispos 28:5-9. 2000..The metabolism of NNK by cultured monkey lung was generally similar to that observed in rat lung, indicating that there are not major species differences between rodents and nonhuman primates in pulmonary metabolism of NNK...
Lactols in hydrolysates of DNA treated with alpha-acetoxy-N-nitrosopyrrolidine or crotonaldehydeM Wang
University of Minnesota Cancer Center, Box 806 Mayo, 420 Delaware Street SE, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 11:1567-73. 1998..The results of this study provide a more complete picture of the reactions of alpha-acetoxyNPYR with DNA and yield some new insights about possible endogenous DNA adducts formed from crotonaldehyde...
Reactions of alpha-acetoxy-N-nitrosopyrrolidine with deoxyguanosine and DNAM Wang
University of Minnesota Cancer Center, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 14:1435-45. 2001..HPLC analysis of reaction mixtures treated with NaBH3CN provided improved conditions for adduct identification, which should be useful for in vivo studies of DNA adduct formation by NPYR...
Quantitation of pyridylhydroxybutyl-DNA adducts in liver and lung of F-344 rats treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanolPramod Upadhyaya
Masonic Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 21:1468-76. 2008....
Evaluation of butylated hydroxyanisole, myo-inositol, curcumin, esculetin, resveratrol and lycopene as inhibitors of benzo[a]pyrene plus 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis in A/J miceS S Hecht
University of Minnesota Cancer Center, Minneapolis 55455, USA
Cancer Lett 137:123-30. 1999....
Urinary metabolites of a tobacco-specific lung carcinogen in nonsmoking hospitality workersOzlem E Tulunay
Tobacco Use Research Center, University of Minnesota, 2701 University Avenue Southeast, 201, Minneapolis, MN 55414, USA
Cancer Epidemiol Biomarkers Prev 14:1283-6. 2005..The results of this study show that smoke exposure in bars and restaurants may have important health effects on nonsmoking employees, elicited by the increase in carcinogen levels...
Analysis of pyridyloxobutyl DNA adducts in F344 rats chronically treated with (R)- and (S)-N'-nitrosonornicotineYanbin Lao
Department of Medicinal Chemistry, and the Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 20:246-56. 2007....
Stereospecific deuterium substitution attenuates the tumorigenicity and metabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)John R Jalas
Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 16:794-806. 2003....
A Schiff base is a major DNA adduct of crotonaldehydeM Wang
University of Minnesota Cancer Center, 420 Delaware St. SE, Minneapolis, MN 55455, USA
Chem Res Toxicol 14:423-30. 2001..However, the adduct is stable in DNA and therefore is a likely companion to the Michael addition adducts in human DNA...
Exposure to nicotine and a tobacco-specific carcinogen increase with duration of use of smokeless tobaccoS S Hecht
Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Tob Control 17:128-31. 2008..Smokeless tobacco is an efficient delivery vehicle for nicotine and can contain significant amounts of carcinogens. However, few studies have examined factors that might moderate levels of nicotine or carcinogen exposure...
Preparation of pyridine-N-glucuronides of tobacco-specific nitrosaminesP Upadhyaya
University of Minnesota Cancer Center, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 14:555-61. 2001..The standards prepared in this study as well as the HPLC conditions developed for their separation will be important for analysis of these compounds in human urine...
Uptake of the tobacco-specific lung carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone by Moldovan childrenIrina Stepanov
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 15:7-11. 2006..These results should be useful in heightening the awareness of the dangers of smoking and ETS exposure in this eastern European country...
Relationships between cigarette consumption and biomarkers of tobacco toxin exposureAnne M Joseph
Section of General Internal Medicine 111 0, VA Medical Center, One Veterans Drive, Minneapolis, MN 55417, USA
Cancer Epidemiol Biomarkers Prev 14:2963-8. 2005....
Ethylation and methylation of hemoglobin in smokers and non-smokersSteven G Carmella
University of Minnesota Cancer Center, Minneapolis, MN 55455, USA
Carcinogenesis 23:1903-10. 2002..As levels of hemoglobin and DNA adducts often correlate, the results of this study support the proposal that cigarette smoke contains an as yet unidentified ethylating agent, which might be involved in DNA damage and tumor initiation...
Comparative levels of O6-methylguanine, pyridyloxobutyl-, and pyridylhydroxybutyl-DNA adducts in lung and liver of rats treated chronically with the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanonePramod Upadhyaya
Masonic Cancer Center, University of Minnesota, Minneapolis, MN 55455, USA
Drug Metab Dispos 37:1147-51. 2009..The results of this study demonstrate that substantial amounts of O(6)-methyl-G are formed at various time points in lung and liver DNA of rats treated chronically with NNK, supporting its role in carcinogenesis...
Chemopreventive effect of kava on 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone plus benzo[a]pyrene-induced lung tumorigenesis in A/J miceThomas E Johnson
Department of Medicinal Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA
Cancer Prev Res (Phila) 1:430-8. 2008..Although not rigorously evaluated in this study, our preliminary data were not suggestive of hepatotoxicity. Based on these results, further studies are warranted to explore the chemopreventive potential and safety of kava...
Pilot study on lower nitrosamine smokeless tobacco products compared with medicinal nicotineM Irene Mendoza Baumgart
Transdisciplinary Tobacco Use Research Center, Cancer Center, University of Minnesota, Minneapolis, MN 55414, USA
Nicotine Tob Res 9:1309-23. 2007..However, the population effect of marketing of such products as reduced exposure/reduced risk is unknown. The need for further research in this area and regulation of tobacco products is evident...
Formation and accumulation of pyridyloxobutyl DNA adducts in F344 rats chronically treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its metabolite, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanolYanbin Lao
Department of Medicinal Chemistry, and the Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 20:235-45. 2007....
Quantitation of pyridyloxobutyl DNA adducts of tobacco-specific nitrosamines in rat tissue DNA by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometryYanbin Lao
Department of Medicinal Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 19:674-82. 2006....
Metabolites of a tobacco-specific lung carcinogen in the urine of elementary school-aged childrenS S Hecht
University of Minnesota Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Cancer Epidemiol Biomarkers Prev 10:1109-16. 2001..Our data indicate that objective biomarkers of carcinogen uptake are important in studies of childhood exposure to ETS and cancer later in life...
New DNA adducts of crotonaldehyde and acetaldehydeS S Hecht
University of Minnesota Cancer Center, Box 806, Mayo, 420 Delaware Street S E, Minneapolis, MN 55455, USA
Toxicology 166:31-6. 2001..The results of these studies demonstrate that some structurally unique adducts are formed from these carcinogenic aldehydes and suggest some new directions for research on the potential role of aldehydes in human cancer...
A cyclic N7,C-8 guanine adduct of N-nitrosopyrrolidine (NPYR): formation in nucleic acids and excretion in the urine of NPYR-treated ratsM Wang
University of Minnesota Cancer Center, Minneapolis 55455, USA
Chem Res Toxicol 10:772-8. 1997..The higher levels of adduct 8 in RNA than in DNA suggest that RNA may be superior as a source of adduct 8 as a biomarker...
Urinary biomarkers to assess exposure of cats to environmental tobacco smokeElizabeth A McNiel
University of Minnesota Cancer Center, Department of Veterinary Clinical Sciences, College of Veterinary Medicine, University of Minnesota, Saint Paul, MN 55108, USA
Am J Vet Res 68:349-53. 2007..To evaluate the use of urinary biomarkers to assess exposure of cats to environmental tobacco smoke (ETS)...
Combined analysis of r-1,t-2,3,c-4-tetrahydroxy-1,2,3,4-tetrahydrophenanthrene and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in smokers' plasmaSteven G Carmella
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 15:1490-4. 2006..This method should be useful in molecular epidemiology studies of carcinogen uptake and lung cancer in smokers...
Analysis of pyridyloxobutyl and pyridylhydroxybutyl DNA adducts in extrahepatic tissues of F344 rats treated chronically with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanolSiyi Zhang
Department of Medicinal Chemistry and Masonic Cancer Center, University of Minnesota, MMC 806, 420 Delaware Street Southeast, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 22:926-36. 2009....
Identification of adducts formed in the reaction of 5'-acetoxy-N'-nitrosonornicotine with deoxyguanosine and DNAPramod Upadhyaya
The Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 19:426-35. 2006..These results provide the first structural characterization of DNA adducts that can be formed by 5'-hydroxylation of NNN...
Quantitation of 4-oxo-4-(3-pyridyl)butanoic acid and enantiomers of 4-hydroxy-4-(3-pyridyl)butanoic acid in human urine: A substantial pathway of nicotine metabolismS S Hecht
University of Minnesota Cancer Center and Department of Psychiatry, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 12:172-9. 1999..These results provide new insights about nicotine metabolism in humans...
Cytochrome P450 enzymes as catalysts of metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, a tobacco specific carcinogenJohn R Jalas
Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 18:95-110. 2005
Tobacco-specific nitrosamines and their pyridine-N-glucuronides in the urine of smokers and smokeless tobacco usersIrina Stepanov
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 14:885-91. 2005....
Analysis of total 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in human urineSteven G Carmella
University of Minnesota Cancer Center, Minneapolis, Minnesota 55455, USA
Cancer Epidemiol Biomarkers Prev 12:1257-61. 2003..042 +/- 0.020 (n = 18) in nonsmokers exposed to environmental tobacco smoke. The new method is faster and more sensitive than the traditional method and should greatly facilitate studies on human uptake of NNK...
Exposure to a tobacco-specific lung carcinogen in adolescent versus adult smokersLouise A Hertsgaard
University of Minnesota Transdisciplinary Tobacco Use Research Center, 2701 University Avenue Southeast, 201, Minneapolis, MN 55414, USA
Cancer Epidemiol Biomarkers Prev 17:3337-43. 2008..This study compared carcinogen and nicotine exposure in adolescent and adult smokers across categories of CPD...
Synthesis of stereospecifically deuterated 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) iastereomers and metabolism by A/J mouse lung microsomes and cytochrome p450 2A5John R Jalas
Department of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 16:782-93. 2003..The implications of these differences in metabolism for the tumorigenic mechanism of NNAL are discussed...
Disposition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in bile duct-cannulated rats: stereoselective metabolism and tissue distributionZheng Wu
College of Pharmacy and Cancer Center, University of Minnesota, Minneapolis, MN 55455, USA
Carcinogenesis 23:171-9. 2002..The present studies suggest a need to look beyond metabolic activation as the sole mechanism for lung carcinogenesis...
Effects of benzyl isothiocyanate and phenethyl isothiocyanate on DNA adduct formation by a mixture of benzo[a]pyrene and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in A/J mouse lungKristina R K Sticha
University of Minnesota Cancer Center, Mayo Mail Code 806, 420 Delaware St. SE, Minneapolis, MN 55455, USA
Carcinogenesis 23:1433-9. 2002..However, the observed inhibition was modest, suggesting that other effects of isothiocyanates are also involved in chemoprevention in this model...
Quantitation of pyridyloxobutyl DNA adducts in nasal and oral mucosa of rats treated chronically with enantiomers of N'-nitrosonornicotineSiyi Zhang
Department of Medicinal Chemistry and Masonic Cancer Center, University of Minnesota, MMC 806, 420 Delaware Street SE, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 22:949-56. 2009..Our results also support the potential importance of NNN as an oral carcinogen in people who use smokeless tobacco products...
Identification of adducts produced by the reaction of 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanol with deoxyguanosine and DNAPramod Upadhyaya
University of Minnesota Cancer Center, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 16:180-90. 2003..Thus, DNA that had been allowed to react with NNALCH(2)OAc contained adducts 17, 19, and 21. The results of this study provide markers for investigating the role of specific NNAL-DNA adducts in carcinogenesis by NNAL and NNK...
Reactions of 2,6-dimethyl-1,3-dioxane-4-ol (aldoxane) with deoxyguanosine and DNAM Wang
University of Minnesota Cancer Center, Minneapolis, MN 55455, USA
Chem Res Toxicol 14:1025-32. 2001..The results of this study provide new insights about the formation of DNA adducts from aldehydes via condensation products of the latter...
DNA adduct formation from tobacco-specific N-nitrosaminesS S Hecht
University of Minnesota Cancer Center Box 806, Mayo, 420 Delaware Street SE, Minneapolis, MN 55455, USA
Mutat Res 424:127-42. 1999..In laboratory animals, DNA adduct formation and carcinogenicity of tobacco-specific N-nitrosamines are closely correlated in many instances, and it is likely that similar relationships will hold in humans...
Effects of anti-7,8-dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene on human small airway epithelial cells and the protective effects of myo-inositolH Jyonouchi
Department of Pediatrics, University of Minnesota, School of Medicine, UMHC, Minneapolis 55455, USA
Carcinogenesis 20:139-45. 1999....
Consumption of watercress fails to alter coumarin metabolism in humansS E Murphy
University of Minnesota Cancer Center, Minneapolis 55455, USA
Drug Metab Dispos 29:786-8. 2001..Therefore, under the conditions of our study, PEITC and other constituents of watercress had at most a marginal inhibitory effect on P450 2A6-catalyzed coumarin 7-hydroxylation...
Smokeless tobacco brand switching: a means to reduce toxicant exposure?D K Hatsukami
University of Minnesota, Tobacco Use Research Center, 2701 University Avenue SE, Suite 201, Minneapolis, MN 55414, USA
Drug Alcohol Depend 87:217-24. 2007..ST brand switching may be a feasible alternative intervention for ST users interested in quitting but unwilling to stop ST use completely...
Approaches to chemoprevention of lung cancer based on carcinogens in tobacco smokeS S Hecht
University of Minnesota Cancer Center, Minneapolis 55455, USA
Environ Health Perspect 105:955-63. 1997..Furthermore, there is a need to develop suppressing agents for lung cancer that might be applicable in both smokers and ex-smokers...
Identification of adducts formed by pyridyloxobutylation of deoxyguanosine and DNA by 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanone, a chemically activated form of tobacco specific carcinogensMingyao Wang
University of Minnesota Cancer Center, 420 Delaware Street SE, Mayo Mail Code 806, Minneapolis 55455, USA
Chem Res Toxicol 16:616-26. 2003..Adducts 23, 25, and 10 did not release HPB upon neutral thermal hydrolysis. The results of this study provide the first structural identification of an HPB-releasing DNA adduct of the tobacco specific nitrosamines NNK and NNN...
Effects of smoking cessation on eight urinary tobacco carcinogen and toxicant biomarkersSteven G Carmella
Masonic Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 22:734-41. 2009....
Analysis of total 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in smokers' bloodSteven G Carmella
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 14:2669-72. 2005..Levels of total NNAL averaged 42 +/- 22 (SD) and ranged 1.7 to 88 fmol/mL plasma in 16 smokers; NNAL was not detected in the plasma of five nonsmokers. These results show that total NNAL can readily be quantified in 1-mL plasma samples...
Mass spectrometric analysis of relative levels of pyridyloxobutylation adducts formed in the reaction of DNA with a chemically activated form of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanoneShana J Sturla
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street SE, Minneapolis, MN 55455, USA
Chem Res Toxicol 18:1048-55. 2005....
Indole-3-carbinol inhibits 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone plus benzo(a)pyrene-induced lung tumorigenesis in A/J mice and modulates carcinogen-induced alterations in protein levelsFekadu Kassie
Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Cancer Res 67:6502-11. 2007....
Tobacco-specific nitrosamines in new tobacco productsIrina Stepanov
The Cancer Center, University of Minnesota, Minneapolis, MN 55455, USA
Nicotine Tob Res 8:309-13. 2006..These results demonstrate that TSNA levels in new tobacco products range from relatively low to comparable with those found in some conventional brands...
Improved method for determination of 1-hydroxypyrene in human urineSteven G Carmella
The Cancer Center, University of Minnesota, Minneapolis, 55455, USA
Cancer Epidemiol Biomarkers Prev 13:1261-4. 2004..1 %) and week-to-week (mean RSD, 38.2 %) intra-individual variation, indicating the necessity for multiple sampling in studies concerned with relatively small differences in polycyclic aromatic hydrocarbon exposure...
Formation and distribution of NNK metabolites in an isolated perfused rat lungLaura A Maertens
College of Pharmacy, Department of Pharmaceutics, University of Minnesota, 308 Harvard Street SE, 9 149B Weaver Densford Hall, Minneapolis, MN 55455, USA
Drug Metab Dispos 38:752-60. 2010..Pyridylhydroxybutyl-DNA adducts were not detected in any of the treatment groups. Thus, the IPRL system is useful in determining pulmonary metabolism and DNA adduct formation separate from other metabolizing organs...
Quantitation of N-acetyl-S-(9,10-dihydro-9-hydroxy-10-phenanthryl)-L-cysteine in human urine: comparison with glutathione-S-transferase genotypes in smokersPramod Upadhyaya
The Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 19:1234-40. 2006..The results of this study provide the first evidence for a PAH-derived mercapturic acid in human urine and should be useful in the development of a phenotyping approach to assess individual differences in PAH metabolism...
Analysis of phenanthrols in human urine by gas chromatography-mass spectrometry: potential use in carcinogen metabolite phenotypingSteven G Carmella
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 13:2167-74. 2004..There was a 7.5-fold spread of ratios in smokers, and a 12.3-fold spread in nonsmokers, suggesting that this may be a useful parameter for distinguishing individual metabolic responses to PAH exposure...
Effects of benzyl isothiocyanate and 2-phenethyl isothiocyanate on benzo[a]pyrene and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone metabolism in F-344 ratsGunnar Boysen
University of Minnesota Cancer Center, Mayo Mail Code 806, 420 Delaware St SE, Minneapolis, MN 55455, USA
Carcinogenesis 24:517-25. 2003..These results demonstrate that dietary PEITC, or a mixture of BITC plus PEITC, inhibit the formation of HPB releasing adducts of NNK in the rodent lung, leading to inhibition of tumorigenesis...
Molecular modelling of CYP2A enzymes: application to metabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)J R Jalas
Department of Chemistry, University of Minnesota, 207 Pleasant Street, SE, Minneapolis, MN 55455, USA
Xenobiotica 34:515-33. 2004..These molecular models were then used to rationalize the stereo- and regioselectivity, as well as the efficiency, of CYP2A-mediated NNK metabolism...
Metabolites of a tobacco-specific lung carcinogen in nonsmoking women exposed to environmental tobacco smokeK E Anderson
Division of Epidemiology, University of Minnesota, Minneapolis 55454, USA
J Natl Cancer Inst 93:378-81. 2001..We measured metabolites of a tobacco-specific lung carcinogen in urine from healthy, nonsmoking women exposed to ETS...
Investigation of the reaction of myosmine with sodium nitrite in vitro and in ratsStephen S Hecht
The Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 20:543-9. 2007..The results of this study do not support the hypothesis that exposure to dietary myosmine could lead to HPB-releasing DNA or Hb adducts in humans...
Analysis of phenanthrene and benzo[a]pyrene tetraol enantiomers in human urine: relevance to the bay region diol epoxide hypothesis of benzo[a]pyrene carcinogenesis and to biomarker studiesStephen S Hecht
Masonic Cancer Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 23:900-8. 2010....
Temporal stability of urinary and plasma biomarkers of tobacco smoke exposure among cigarette smokersTimothy R Church
Division of Environmental Health Sciences, University of Minnesota School of Public Health, Minneapolis, MN 55455, USA
Biomarkers 15:345-52. 2010..Except for nicotine, single measurements from plasma or urine adequately represent individual mean exposure over time...
Evidence for endogenous formation of N'-nitrosonornicotine in some long-term nicotine patch usersIrina Stepanov
Masonic Cancer Center, University of Minnesota, 420 Delaware Street SE Mayo Mail Code 806, Minneapolis, MN 55455, USA
Nicotine Tob Res 11:99-105. 2009..Nitrosation of nicotine or its metabolites in the human body could lead to formation of the 2 carcinogenic tobacco-specific nitrosamines-N'-nitrosonornicotine (NNN) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)...
Dose-dependent inhibition of tobacco smoke carcinogen-induced lung tumorigenesis in A/J mice by indole-3-carbinolFekadu Kassie
Masonic Cancer Center, University of Minnesota, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Cancer Prev Res (Phila) 1:568-76. 2008....
A prospectively measured serum biomarker for a tobacco-specific carcinogen and lung cancer in smokersTimothy R Church
Division of Environmental Health Sciences, University of Minnesota School of Public Health, Minneapolis, Minnesota, USA
Cancer Epidemiol Biomarkers Prev 18:260-6. 2009..Its metabolites, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol and its glucuronides (total NNAL), have been studied as biomarkers of exposure to NNK. We studied the relation of prospectively measured NNK biomarkers to lung cancer risk...
Analysis of 23 polycyclic aromatic hydrocarbons in smokeless tobacco by gas chromatography-mass spectrometryIrina Stepanov
Masonic Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street SE, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 23:66-73. 2010..Urgent measures are required from the U.S. tobacco industry to modify manufacturing processes so that the levels of these toxicants and carcinogens in U.S. moist snuff are greatly reduced...
Reduced nicotine content cigarettes: effects on toxicant exposure, dependence and cessationDorothy K Hatsukami
University of Minnesota Transdisciplinary Tobacco Use Research Center, Minneapolis, MN 55414, USA
Addiction 105:343-55. 2010..To examine the effects of reduced nicotine cigarettes on smoking behavior, toxicant exposure, dependence and abstinence...
Smoking reduction fails to improve clinical and biological markers of cardiac disease: a randomized controlled trialAnne M Joseph
Department of Medicine, University of Minnesota Medical School, Minneapolis, MN 55414, USA
Nicotine Tob Res 10:471-81. 2008..These results emphasize the importance of abstinence for smokers with heart disease to minimize health risks from tobacco...
Tobacco smoke exposure in nonsmoking hospitality workers before and after a state smoking banJoni A Jensen
Tobacco Use Research Center, University of Minnesota, 717 Delaware Street South East, Minneapolis, MN 55414, USA
Cancer Epidemiol Biomarkers Prev 19:1016-21. 2010..These results provide further support for the importance of protecting employees working in all venues...
Formation of formaldehyde adducts in the reactions of DNA and deoxyribonucleosides with alpha-acetates of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL), and N-nitrosodimethylamine (NDMA)Guang Cheng
University of Minnesota Cancer Center, MMC 806, 420 Delaware Street Southeast, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 21:746-51. 2008..These results demonstrate that NDMA, NNK, and NNAL have the potential to be bident carcinogens, damaging DNA through the metabolic formation of both diazonium ions and formaldehyde...
Chemopreventive agents modulate the protein expression profile of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone plus benzo[a]pyrene-induced lung tumors in A/J miceFekadu Kassie
University of Minnesota Cancer Center, Mayo Mail Code 806, 420 Delaware Street SE, MN 55455, USA
Carcinogenesis 29:610-9. 2008..These proteins may have utility for development of candidate lung cancer biomarkers and as targets of chemopreventive/chemotherapeutic agents...
Smoking and lung cancer--a new role for an old toxicant?Stephen S Hecht
The Cancer Center, University of Minnesota, Minneapolis, MN 55455, USA
Proc Natl Acad Sci U S A 103:15725-6. 2006
Similar uptake of lung carcinogens by smokers of regular, light, and ultralight cigarettesStephen S Hecht
Transdiciplinary Tobacco Use Research and Cancer Center, University of Minnesota, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 14:693-8. 2005..The results are consistent with epidemiologic studies that show no difference in lung cancer risk in smokers of these cigarettes...
Comparative analysis of tobacco-specific nitrosamines and total N-nitroso compounds in moldovan cigarette tobaccoIrina Stepanov
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, Minnesota 55455, USA
J Agric Food Chem 53:8082-6. 2005..66; P < 0.0001). These findings demonstrate that current technologies involved in the manufacture of some blended cigarettes create conditions that favor N-nitrosation of alkaloids and other tobacco constituents...
Effects of reduced cigarette smoking on levels of 1-hydroxypyrene in urineStephen S Hecht
Transdisciplinary Tobacco Use Research Center and Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street SE, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 13:834-42. 2004....
Carcinogenicity studies of inhaled cigarette smoke in laboratory animals: old and newStephen S Hecht
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street, SE, Minneapolis, MN 55455, USA
Carcinogenesis 26:1488-92. 2005..This commentary attempts to put the new results in perspective with the existing literature on cigarette smoke inhalation studies in animals and discusses strengths, limitations and possible applications of available models...
Preliminary study on reducing oral moist snuff useDorothy K Hatsukami
University of Minnesota, Tobacco Use Research Center, 2701 University Ave SE, 210, Minneapolis 55414, USA
Drug Alcohol Depend 70:215-20. 2003..This pilot study examined whether reducing ST use using various methods can be achieved and whether this reduction results in lower exposure to carcinogens...
Biomarkers to assess the utility of potential reduced exposure tobacco productsDorothy K Hatsukami
Tobacco Use Research Center, University of Minnesota Cancer Center, Minneapolis, MN 55414, USA
Nicotine Tob Res 8:169-91. 2006..Other promising biomarkers were discussed. No existing biomarkers have been demonstrated to be predictive of tobacco-related disease, which highlights the importance and urgency of conducting research in this area...
Comparative metabolism of N-nitrosopiperidine and N-nitrosopyrrolidine by rat liver and esophageal microsomes and cytochrome P450 2A3Hansen L Wong
University of Minnesota Cancer Center, Minneapolis, MN 55455, USA
Carcinogenesis 24:291-300. 2003..These results are consistent with previous findings that tissue-specific activation of nitrosamines contributes to tissue-specific tumor formation...
Biomarkers to assess the utility of potential reduced exposure tobacco productsDorothy K Hatsukami
University of Minnesota Cancer Center, Minneapolis, MN, USA
Nicotine Tob Res 8:600-22. 2006..Other promising biomarkers were discussed. No existing biomarkers have been demonstrated to be predictive of tobacco-related disease, which highlights the importance and urgency of conducting research in this area...
Cigarette smoking and lung cancer: chemical mechanisms and approaches to preventionStephen S Hecht
University of Minnesota Cancer Center, Minneapolis, MN 55455, USA
Lancet Oncol 3:461-9. 2002..These new approaches are necessary as adjuncts to education and cessation efforts, which despite some success have not eliminated tobacco smoking...
Evaluation of carcinogen exposure in people who used "reduced exposure" tobacco productsDorothy K Hatsukami
University of Minnesota Transdisciplinary Tobacco Use Research Center and Cancer Center, Minneapolis 55414, USA
J Natl Cancer Inst 96:844-52. 2004..Although tobacco products with reportedly reduced carcinogen content are being marketed, carcinogen uptake in people who use these products has not been assessed systematically...
A comparison of urinary biomarkers of tobacco and carcinogen exposure in smokersSharon E Murphy
Transdisciplinary Tobacco Use Research Center, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 13:1617-23. 2004..Whereas urinary concentrations of 1-hydroxypyrene were consistent across the four visits, the levels were not correlated with NNAL, anatabine, nicotine, or any nicotine metabolites...
Identification of O2-substituted pyrimidine adducts formed in reactions of 4-(acetoxymethylnitrosamino)- 1-(3-pyridyl)-1-butanone and 4-(acetoxymethylnitros- amino)-1-(3-pyridyl)-1-butanol with DNAStephen S Hecht
University of Minnesota Cancer Center, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 17:588-97. 2004..Furthermore, 26 was identified as a major 4-HPB releasing adduct of NNKCH(2)OAc. These results suggest that pyrimidine adducts of tobacco specific nitrosamines may be important contributors to their mutagenic and carcinogenic activity...
Carcinogen derived biomarkers: applications in studies of human exposure to secondhand tobacco smokeS S Hecht
University of Minnesota Cancer Center, Mayo Mail Code 806, 420 Delaware Street SE, Minneapolis, MN 55455, USA
Tob Control 13:i48-56. 2004..These biomarkers are specifically related to known carcinogens in tobacco smoke and include urinary metabolites, DNA adducts, and blood protein adducts...
Carcinogen biomarkers for lung or oral cancer chemoprevention trialsS S Hecht
University of Minnesota Cancer Center, Minneapolis 55455, USA
IARC Sci Publ 154:245-55. 2001..Such carcinogen derived-biomarkers could be applied in chemoprevention trials to test the hypothesis that chemopreventive agents alter carcinogen metabolic activation and detoxification and, ultimately, risk for cancer...
Children's exposure to environmental tobacco smoke: using diverse exposure metrics to document ethnic/racial differencesKen Sexton
School of Public Health, University of Texas, Brownsville Regional Campus, 80 Fort Brown, RAHC Building, Brownsville, TX 78520, USA
Environ Health Perspect 112:392-7. 2004..73). The results suggest that when children are exposed to ETS primarily in their homes, questionnaires and T-A logs might be effective screening tools for identifying those likely to experience higher uptake of nicotine...
Stereoselective metabolism and tissue retention in rats of the individual enantiomers of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL), metabolites of the tobacco-specific nitrosamine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)Cheryl L Zimmerman
College of Pharmacy and Cancer Center, University of Minnesota, Minneapolis, MN 55455, USA
Carcinogenesis 25:1237-42. 2004..These findings suggest that the difference in carcinogenicity between the NNAL enantiomers may be attributed to stereoselective differences in tissue distribution and excretion...
Metabolites of a tobacco-specific lung carcinogen in nonsmoking casino patronsKristin E Anderson
Division of Epidemiology, Comprehensive Cancer Center, University of Minnesota, Minneapolis, Minnesota 55454, USA
Cancer Epidemiol Biomarkers Prev 12:1544-6. 2003..044 nmol/mg creatinine, P < 0.0001) and total NNAL (0.018 pmol/mg creatinine, P < 0.001). These findings demonstrate that exposure of nonsmokers to ETS in a commercial setting results in uptake of a tobacco-specific lung carcinogen...
Tobacco carcinogens, their biomarkers and tobacco-induced cancerStephen S Hecht
University of Minnesota Cancer Center, Mayo Mail Code 806, 420 Delaware Street SE, Minneapolis, Minnesota 55455, USA
Nat Rev Cancer 3:733-44. 2003..What are the mechanisms by which this deadly combination leads to 30% of cancer-related deaths in developed countries, and how can carcinogen biomarkers help to reveal these mechanisms?..
Analysis of N- and O-glucuronides of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in human urineSteven G Carmella
University of Minnesota Cancer Center, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 15:545-50. 2002..The results of this study demonstrate that NNAL-N-Gluc contributes substantially to NNAL-glucuronides in human urine. These results are important for a clearer understanding of mechanisms of detoxification of NNK in humans...
Null association between frequency of cured meat consumption and methylvaline and ethylvaline hemoglobin adduct levels: the N-nitroso brain cancer hypothesisJames G Gurney
Division of Pediatric Epidemiology, Department of Pediatrics, University of Minnesota and University of Minnesota Cancer Center, Minneapolis, Minnesota 55455, USA
Cancer Epidemiol Biomarkers Prev 11:421-2. 2002
Comparison of polymorphisms in genes involved in polycyclic aromatic hydrocarbon metabolism with urinary phenanthrene metabolite ratios in smokersStephen S Hecht
Transdisciplinary Tabacco Use Research Center and The Cancer Center, University of Minnesota, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 15:1805-11. 2006..However, the results of this study indicate that genotyping is not an effective way to predict PAH metabolism at least as represented by PheT/HOPhe ratios...
Analysis of phenanthrene diol epoxide mercapturic acid detoxification products in human urine: relevance to molecular epidemiology studies of glutathione S-transferase polymorphismsStephen S Hecht
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Carcinogenesis 29:937-43. 2008..These results demonstrate the need for integration of genotyping and phenotyping information in molecular epidemiology studies...
Mass spectrometric quantitation of nicotine, cotinine, and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in human toenailsIrina Stepanov
The Cancer Center, University of Minnesota, Mayo Mail Code 806, 420 Delaware Street Southeast, Minneapolis, MN 55455, USA
Cancer Epidemiol Biomarkers Prev 15:2378-83. 2006..These sensitive and quantitative methods should be useful in epidemiologic studies of the role of chronic tobacco smoke exposure, including environmental tobacco smoke exposure, in human cancer...
Cigarette smoking: cancer risks, carcinogens, and mechanismsStephen S Hecht
The Cancer Center, University of Minnesota, Box 806 Mayo, 420 Delaware Street SE, Minneapolis, MN, USA
Langenbecks Arch Surg 391:603-13. 2006..Cigarette smoking causes about 30% of all cancer mortality in developed countries. Although smoking is decreasing in developed countries, it is increasing in some developing countries...
A biomarker of exposure to environmental tobacco smoke (ETS) and Ernst Wynder's opinion about ETS and lung cancerStephen S Hecht
The Cancer Center, University of Minnesota, Mayo Mail Code 806, Minneapolis, MN 55455, USA
Prev Med 43:256-60. 2006..These studies strongly support the epidemiologic data demonstrating that ETS exposure causes lung cancer in non-smokers and have likely had an impact on tobacco control...
Phenethyl isothiocyanate and sulforaphane and their N-acetylcysteine conjugates inhibit malignant progression of lung adenomas induced by tobacco carcinogens in A/J miceC Clifford Conaway
American Health Foundation Cancer Center, Institute for Cancer Prevention, Valhalla, New York, USA
Cancer Res 65:8548-57. 2005..The results of the study provide a basis for future evaluation of the potential of phenethyl isothiocyanate and sulforaphane and their conjugates as chemopreventive agents in smokers and ex-smokers with early lung lesions...
Quantitation of acrolein-derived (3-hydroxypropyl)mercapturic acid in human urine by liquid chromatography-atmospheric pressure chemical ionization tandem mass spectrometry: effects of cigarette smokingSteven G Carmella
The Cancer Center and Transdisciplinary Tobacco Use Research Center, University of Minnesota, Minneapolis, Minnesota 55455, USA
Chem Res Toxicol 20:986-90. 2007..The results of this study clearly demonstrate that acrolein uptake in smokers is significantly higher than in nonsmokers and underline the need for further investigation of the possible relationship of acrolein uptake to lung cancer...
Endogenous formation of N'-nitrosonornicotine in F344 rats in the presence of some antioxidants and grape seed extractDiana Porubin
Department of Industrial and Ecological Chemistry, Moldova State University, 60 A Mateevici Street, Chisinau, Moldova
J Agric Food Chem 55:7199-204. 2007..This is the first study that demonstrates endogenous NNN formation in rats treated with nornicotine and sodium nitrite and effective inhibition of this process by ascorbic acid, dixydroxyfumaric acid, and catechin...
