Tobacco carcinogens, their biomarkers and tobacco-induced cancer

Stephen S. Hecht

doi:10.1038/nrc1190

journal article Dec 01, 2003

Tobacco carcinogens, their biomarkers and tobacco-induced cancer

Stephen S. Hecht

Nature Reviews Cancer Vol. 3 No. 10 pp. 733-744 · Springer Science and Business Media LLC

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References

145

[1]

Mackay, J. & Eriksen, M. The Tobacco Atlas (World Health Organization, Geneva, 2002).

[2]

World Health Organization. The World Health Report 2002: Reducing Risks, Promoting Healthy Life (World Health Organization, Geneva, 2002).

[3]

International Agency for Research on Cancer. Tobacco smoke and involuntary smoking. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans Vol. 83 (IARC, Lyon, in the press).

[4]

International Agency for Research on Cancer. Tobacco habits other than smoking: betel quid and Areca nut chewing and some related nitrosamines. IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans Vol. 37, 37–202 (IARC, Lyon, 1985).

[5]

International Agency for Research on Cancer. Tobacco Smoking. IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans Vol. 38, 37–375 (IARC, Lyon, 1986).

[6]

The Less Harmful Cigarette: A Controversial Issue. A Tribute to Ernst L. Wynder

Dietrich Hoffmann, Ilse Hoffmann, Karam El-Bayoumy

Chemical Research in Toxicology 2001 10.1021/tx000260u

[7]

Hoffmann, D., Adams, J. D., Lisk, D., Fisenne, I. & Brunnemann, K. D. Toxic and carcinogenic agents in dry and moist snuff. J. Natl Cancer Inst. 79, 1281–1286 (1987).

[8]

Hoffmann, D. et al. Five leading US commercial brands of moist snuff in 1994: assessment of carcinogenic N-nitrosamines. J. Natl Cancer Inst. 87, 1862–1869 (1995). 10.1093/jnci/87.24.1862

[9]

Hecht, S. S. in Environmental and Occupational Medicine (ed. Rom, W. N.) 1479–1499 (Lippincott–Raven, New York, 1998).

[10]

Swauger, J. E., Steichen, T. J., Murphy, P. A. & Kinsler, S. An analysis of the mainstream smoke chemistry of samples of the US cigarette market acquired between 1995 and 2000. Regul. Toxicol. Pharmacol. 35, 142–156 (2002). 10.1006/rtph.2001.1521

[11]

British Columbia Ministry of Health Planning. What is in Cigarettes? [online], (cited 4 Sept 2003), < http://www.healthplanning.gov.bc.ca/ttdr/index.html >.

[12]

Phillips, D. H. Fifty years of benzo[a]pyrene. Nature 303, 468–472 (1983). 10.1038/303468a0

[13]

Cooper, R. L., Lindsey, A. J. & Waller, R. E. The presence of 3,4–benzopyrene in cigarette smoke. Chem. Ind. 46, 1418 (1954). 10.1021/ie50535a033

[14]

Denissenko, M. F., Pao, A., Tang, M. & Pfeifer, G. P. Preferential formation of benzo[a]pyrene adducts at lung cancer mutational hot spots in p53. Science 274, 430–432 (1996). Proposes a role for benzo[ a ]pyrene-7,8-diol-9,10-epoxide–DNA adducts as causes of mutations found in the TP53 gene in lung cancer. 10.1126/science.274.5286.430

[15]

Tobacco smoke carcinogens, DNA damage and p53 mutations in smoking-associated cancers

Gerd P Pfeifer, Mikhail F Denissenko, Magali Olivier et al.

Oncogene 2002 10.1038/sj.onc.1205803

[16]

Ross, J. A. et al. Adenomas induced by polycyclic aromatic hydrocarbons in strain A/J mouse lung correlate with time-integrated DNA adduct levels. Cancer Res. 55, 1039–1044 (1995).

[17]

Hoffmann, D., Schmeltz, I., Hecht, S. S. & Wynder, E. L. in Polycyclic Hydrocarbons and Cancer (eds Gelboin, H. & Ts'o, P. O. P.) 85–117 (Academic, New York, 1978).

[18]

Hecht, S. S. & Hoffmann, D. Tobacco-specific nitrosamines, an important group of carcinogens in tobacco and tobacco smoke. Carcinogenesis 9, 875–884 (1988). 10.1093/carcin/9.6.875

[19]

Spiegelhalder, B. & Bartsch, H. Tobacco-specific nitrosamines. Eur. J. Cancer Prev. 5, 33–38 (1996). 10.1097/00008469-199609000-00007

[20]

Hoffmann, D., Brunnemann, K. D., Prokopczyk, B. & Djordjevic, M. V. Tobacco-specific N-nitrosamines and Areca-derived N-nitrosamines: chemistry, biochemistry, carcinogenicity, and relevance to humans. J. Toxicol. Environ. Health 41, 1–52 (1994). 10.1080/15287399409531825

[21]

Vainio, H. & Weiderpass, E. Smokeless tobacco: harm reduction or nicotine overload? Eur. J. Cancer Prev. 12, 89–92 (2003). 10.1097/00008469-200304000-00001

[22]

Hecht, S. S. Tobacco smoke carcinogens and lung cancer. J. Natl Cancer Inst. 91, 1194–1210 (1999). 10.1093/jnci/91.14.1194

[23]

International Agency for Research on Cancer. Polynuclear aromatic compounds, part 1: chemical, environmental, and experimental data. IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans Vol. 32, 33–91 (IARC, Lyon, 1983).

[24]

Deutsch-Wenzel, R., Brune, H. & Grimmer, G. Experimental studies in rat lungs on the carcinogenicity and dose-response relationships of eight frequently occurring environmental polycyclic aromatic hydrocarbons. J. Natl Cancer Inst. 71, 539–544 (1983).

[25]

Boysen, G. & Hecht, S. S. Analysis of DNA and protein adducts of benzo[a]pyrene in human tissues using structure-specific methods. Mutation Res. 543, 17–30 (2003). 10.1016/s1383-5742(02)00068-6

[26]

Phillips, D. H. Smoking-related DNA and protein adducts in human tissues. Carcinogenesis 23, 1979–2004 (2002). Provides a comprehensive review of DNA and protein adducts of cigarette-smoke carcinogens in human tissues. 10.1093/carcin/23.12.1979

[27]

Hecht, S. S. Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines. Chem. Res. Toxicol. 11, 559–603 (1998). 10.1021/tx980005y

[28]

Belinsky, S. A., Foley, J. F., White, C. M., Anderson, M. W. & Maronpot, R. R. Dose-response relationship between O6-methylguanine formation in Clara cells and induction of pulmonary neoplasia in the rat by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Cancer Res. 50, 3772–3780 (1990). Shows a relationship between lung-tumour induction by NNK and O6-methylguanine adducts in rats.

[29]

Schlöbe, D., Hölze, D., Richter, E. & Tricker, A. R. Determination of tobacco-specific nitrosamine hemoglobin and lung DNA adducts. Proc. Am. Assoc. Cancer Res. 43, 346 (2002).

[30]

Hecht, S. S. Human urinary carcinogen metabolites: biomarkers for investigating tobacco and cancer. Carcinogenesis 23, 907–922 (2002). Provides a comprehensive review of urinary metabolites and related compounds as tobacco-carcinogen biomarkers. 10.1093/carcin/23.6.907

[31]

Shapiro, J. A., Jacobs, E. J. & Thun, M. J. Cigar smoking in men and risk of death from tobacco-related cancers. J. Natl Cancer Inst. 92, 333–337 (2000). 10.1093/jnci/92.4.333

[32]

Boffetta, P. et al. Cigar and pipe smoking and lung cancer risk: a multicenter study from Europe. J. Natl Cancer Inst. 91, 697–701 (1999). 10.1093/jnci/91.8.697

[33]

Travis, W. D., Travis, L. B. & Devesa, S. S. Lung cancer. Cancer 75, 191–202 (1995). 10.1002/1097-0142(19950101)75:1+<191::aid-cncr2820751307>3.0.co;2-y

[34]

Preussmann, R. & Stewart, B. W. in Chemical Carcinogens 2nd edn (ed. Searle, C. E.) American Chemical Society Monograph 182 Vol. 2, 643–828 (ACS, Washington DC, 1984).

[35]

International Agency for Research on Cancer. Wood dust and formaldehyde. IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans Vol. 62, 217–362 (IARC, Lyon, 1995).

[36]

International Agency for Research on Cancer. Re-evaluation of some organic chemicals, hydrazine and hydrogen peroxide (part two). IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans Vol. 71, 319–335 (IARC, Lyon, 1999).

[37]

Hoffmann, D. & Hecht, S. S. in Handbook of Experimental Pharmacology (eds Cooper, C. S. & Grover, P. L.) 63–102 (Springer–Verlag, Heidelberg, 1990).

[38]

Hecht, S. S. et al. Induction of oral cavity tumors in F344 rats by tobacco-specific nitrosamines and snuff. Cancer Res. 46, 4162–4166 (1986). Shows that a mixture of NNN and NNK induces oral tumours in rats and that oral tumours can also be induced by snuff.

[39]

Lijinsky, W. Chemistry and Biology of N-Nitroso Compounds (Cambridge Univ. Press, Cambridge, England, 1992).

[40]

Hecht, S. S. & Hoffmann, D. The relevance of tobacco-specific nitrosamines to human cancer. Cancer Surv. 8, 273–294 (1989).

[41]

International Agency for Research on Cancer. Dry cleaning, some chlorinated solvents and other industrial chemicals. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans Vol. 63, 393–407 (IARC, Lyon, France, 1995).

[42]

Rivenson, A., Hoffmann, D., Prokopczyk, B., Amin, S. & Hecht, S. S. Induction of lung and exocrine pancreas tumors in F344 rats by tobacco-specific and Areca-derived N-nitrosamines. Cancer Res. 48, 6912–6917 (1988). Shows that NNK induces tumours of the lung and pancreas when administered in drinking water to rats.

[43]

Prokopczyk, B. et al. Identification of tobacco-derived compounds in human pancreatic juice. Chem. Res. Toxicol. 15, 677–685 (2002). 10.1021/tx0101088

[44]

Prokopczyk, B., Trushin, N., Leszczynska, J., Waggoner, S. E. & El Bayoumy, K. Human cervical tissue metabolizes the tobacco-specific nitrosamine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, via α-hydroxylation and carbonyl reduction pathways. Carcinogenesis 22, 107–114 (2001). 10.1093/carcin/22.1.107

[45]

Melikian, A. A. et al. Identification of benzo[a]pyrene metabolites in cervical mucus and DNA adducts in cervical tissues in humans by gas chromatography-mass spectrometry. Cancer Lett. 146, 127–134 (1999). 10.1016/s0304-3835(99)00203-7

[46]

International Agency for Research on Cancer. Human papillomaviruses. IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans Vol. 64, 35–378 (IARC, Lyon, 1995).

[47]

International Agency for Research on Cancer. Some aromatic amines, hydrazine and related substances, N-nitroso compounds and miscellaneous alkylating agents. IARC Monographs on the Carcinogenic Risk of Chemicals to Man Vol. 4, 97–111 (IARC, Lyon, FR, 1973).

[48]

Skipper, P. L. & Tannenbaum, S. R. Protein adducts in the molecular dosimetry of chemical carcinogens. Carcinogenesis 11, 507–518 (1990). 10.1093/carcin/11.4.507

[49]

Skipper, P. L., Peng, X., SooHoo, C. K. & Tannenbaum, S. R. Protein adducts as biomarkers of human carcinogen exposure. Drug Metab. Rev. 26, 111–124 (1994). 10.3109/03602539409029787

[50]

Landi, M. T. et al. Cytochrome P4501A2: enzyme induction and genetic control in determining 4-aminobiphenyl-hemoglobin adduct levels. Cancer Epidemiol. Biomarkers Prev. 5, 693–698 (1996).

Showing 50 of 145 references

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Published: Dec 01, 2003
Vol/Issue: 3(10)
Pages: 733-744
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Stephen S. Hecht

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Stephen S. Hecht (2003). Tobacco carcinogens, their biomarkers and tobacco-induced cancer. Nature Reviews Cancer, 3(10), 733-744. https://doi.org/10.1038/nrc1190

Tobacco carcinogens, their biomarkers and tobacco-induced cancer

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