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Research Article

Nicotine-Derived N-Nitrosamines (TSNA) and their Relevance in Tobacco Carcinogenesis

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Pages 305-311 | Published online: 25 Sep 2008

References

  • U.S. Department of Agriculture. 1985; 43, Tobacco—Situation and Outlook Report,TS—192
  • U.S. Department of Agriculture. 1989; 36, Tobacco—Situation and Outlook Report,TS—208
  • Greenwald P., Sondik E. J. Prevention of cancer. Natl. Cancer Inst. Monogr. 1986; 2: 15
  • Hecht S. S., Hoffmann D. The relevance of tobacco-specific nitrosamines to human cancer. Cancer Surv. 1989; 8: 273
  • Djordjevic M. V., Brunnemann K. D., Hoffmann D. Identification and analysis of a nicotine-derived N-nitrosamino acid and other nitrosamino acids in tobacco. Carcinogenesis 1989; 10: 1725
  • Rivenson A., Djordjevic M. V., Amin S., Hoffmann D. A study of tobacco carcinogenesis XLIV. Bioassay in A/J mice of some N-nitrosamines. Cancer Lett. 1989; 47: 111
  • Hoffmann D., Hecht S. S. Nicotine-derived N-nitrosamines and tobacco-related cancer: current status and future directions. Cancer Res. 1985; 45: 935
  • Preston-Martin S. Evaluation of the evidence that tobacco-specific nitrosamines (TSNA) cause cancer in humans. Crit. Rev. Toxicol. 1991; 21(4)
  • Winn D. M., Ziegler R. G., Pickle L. W., Gridley G., Blot W. J., Hoover R. W. Diet in the etiology of oral and pharyngeal cancer among women from the southern United States. Cancer Res. 1984; 44: 1216
  • Park N. H., Sapp J. P., Herbosa E. G. Oral cancer induced in hamsters with herpes simplex infection and simulated snuff dipping. Oral Surg. Oral Med. Oral Pathol. 1986; 62: 164
  • Hirsch J. M., Johansson S. L. Effect of long-term application of snuff on the oral mucosa—an experimental model in the rat. J. Oral Pathol. 1983; 12: 187
  • Hecht S. S., Rivenson A., Braley J., DiBello J., Adams J. D., Hoffmann D. Introduction of oral cavity tumors in F344 rats by tobacco-specific nitrosamines and snuff. Cancer Res. 1986; 46: 4162
  • Johansson S. L., Hirsch J. M., Larsson P.-A., Saidi J., Oesterdahl B. G. Snuff-induced carcinogenesis: effect of snuff in rats initiated with 4-nitrosoquinoline-N-oxide. Cancer Res. 1989; 49: 3063
  • Rivenson A., Hoffmann D., Prokopczyk B., Amin S., Hecht S. S. A study of tobacco carcinogenesis. XLII. Induction of lung and exocrine pancreas tumors in F344 rats by tobacco-specific and Areca-derived N-nitrosamines. Cancer Res. 1988; 48: 6912
  • Issenberg P., Conrad E. E., Nielsen J. W., Klein D. A., Miller S. E. Determination of N-nitroso-bis-(2-hydroxypropyl)-amine in environmental samples. IARC Sci Publ. 1984; 57: 43
  • Hecht S. S., Morse M. A., Amin S., Stoner G. D., Jordan K. G., Choi C.-L., Chung F.-L. Rapid single-dose model for lung tumor induction in A/J mice by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and the effect of diet. Carcinogenesis 1989; 10: 1901
  • Hecht S. S., Adams J. D., Numoto S., Hoffmann D. Induction of respiratory tract tumors in Syrian golden hamsters by a single dose of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and the effect of smoke inhalation. Carcinogenesis 1983; 4: 1287
  • Belinsky S. A., Foley J. F., White C. M., Anderson M. W., Maronpot R. R. Dose response relationship between O6-methyl-guanine formation in Clara cells and induction of pulmonary neoplasia in the rat by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Cancer Res. 1990; 50: 3772
  • Castonguay A., Rivenson A., Trushin N., Reinhardt J., Stathopoulos S., Weiss C., Reiss B., Hecht S. S. Effects of chronic ethanol consumption on the metabolism and carcinogenicity of N'-nitrosonornicotine in F344 rats. Cancer Res. 1984; 44: 2285
  • Schottenfeld D. Epidemiology of cancer of the esophagus. Semin. Oncol. 1984; 11: 92
  • Gordis L., Gold E. B. Epidemiology of pancreatic cancer. World J. Surg. 1984; 8: 808
  • Yamaguchi S., Hirose N., Fukushima S., Hasegawa R., Ito N. Modification by catechol and resorcinol of upper digestive tract carcinogenesis in rats treated with methyl-N-amylnitrosamine. Cancer Res. 1989; 49: 6015
  • Murphy S. E., Heiblum R., Trushin N. Comparative metabolism of N'-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone by cultured F344 rat oral tissue and esophagus. Cancer Res. 1990; 50: 4685
  • Castonguay A., Stoner G. D., Schut H. A. J., Hecht S. S. Metabolism of tobacco-specific nitrosamines by cultured human tissues. Proc. Natl. Acad. Sci. U.S.A. 1983; 80: 6694
  • Loechler E. L., Green C. L., Essigmann J. M. In vivo mutagenesis of O6-methylguanine built into a unique site in a viral genome. Proc. Natl. Acad. Sci. U.S.A. 1984; 81: 627
  • Belinsky S. A., Devereux T. R., Stoner G. D., Anderson M. W. Activation of the K-ras proto oncogene in lung tumors from mice treated with 4-(methyl-N-nitrosamino)-1-(3-pyridyl)-1-butan-one (NNK) and nitrosodimethylamine (NDMA). Cancer Res. 1988; 49: 5305
  • Rodenhuis S., Sletos R. J. C., Boot A. J. M., Evers S. R., Mohr W. J., Wagenaar S. S. C., Van Bodegam P. C. H., Bos J. L. Incidence and possible clinical significance of K-ras oncogene activation in adenocarcinoma of the human lung. Cancer Res. 1988; 48: 5738
  • Carmella S. G., Hecht S. S. Formation of hemoglobin adducts upon treatment of F344 rats with the tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N'-nitrosonornicotine. Cancer Res. 1987; 47: 2626
  • Carmella S. G., Kagan S. S., Kagan M., Foiles P. G., Palladlno G., Quart A. M., Quart E., Hecht S. S. Mass spectrometric analysis of tobacco-specific nitrosamine hemoglobin adducts in snuff dippers, smokers, and nonsmokers. Cancer Res. 1990; 50: 5438
  • Hoffmann D., Djordjevic M. V., Hoffmann D. New brands of oral snuff. Food Chem. Toxicol., in press
  • Hoffmann D., Dong M., Hecht S. S. Origin in tobacco smoke of N'-nitrosonornicotine, a tobacco-specific carcinogen: brief communication. JNCI 1977; 58: 1841
  • Adams J. D., Lee S. J., Vinchkoski N., Castonguay A., Hoffmann D. On the formation of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone during smoking. Cancer Lett. 1983; 17: 339
  • Fischer S., Spiegelhalder B., Eisenbarth J., Preussmann R. Investigations on the origin of tobacco-specific nitrosamines in mainstream smoke of cigarettes. Carcinogenesis 1990; 11: 723
  • Morse M. A., Wang C.-X., Stoner G. D., Mandal S., Conran P. B., Amin S. G., Hecht S. S., Chung F.-L. Inhibition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced DNA adduct formation and tumorigenicity in the lung of F344 rats by dietary phenethyl isothiocyanate. Cancer Res. 1989; 49: 549
  • Morse M. A., Amin S. G., Hecht S. S., Chung F.-L. Effects of aromatic isothiocyanates on tumorigenicity, O6-methyl-guanine formation, and metabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyrdyl)-1-butanone in A/J mouse lung. Cancer Res. 1989; 49: 2854
  • Morse M. A., Reinhardt J. C., Amin S. G., Hecht S. S., Stoner G. D., Chung F.-L. Effect of dietary aromatic isothiocyanates fed subsequent to administration of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone on lung tumorigenicity in mice. Cancer Lett. 1990; 49: 225
  • Morse M. A., LaGreca S. D., Amin S. G., Chung F.-L. Effects of indole-3-carbinol on lung tumorigenesis and DNA methylation induced by 4-(methylnitrosamino)-1-(3-pyridyl-1-butanone (NNK) and on the metabolism and disposition of NNK in A/J mice. Cancer Res. 1990; 50: 2613
  • Slebos R. J. C., Kibbelaar R. E., Dalesio O., Kooistra A., Stam J., Meijer C. J. L.M., Wagenaar S. S., Vanderschueren R. G. J.R., Van Zandwyk N., Mooi W. J., Bos J. L., Rodenhuis S. K-ras oncogene activation as a prognostic marker in adenocarcinoma of the lung. N. Engl. J. Med. 1990; 323: 561

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