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Volumn 424, Issue 1-2, 1999, Pages 127-142

DNA adduct formation from tobacco-specific N-nitrosamines

Author keywords

4 (Methylnitrosamino) 1 (3 pyridyl) 1 butanone (NNK); DNA adduct; DNA methylation; DNA pyridyloxobutylation; N' Nitrosonornicotine (NNN); Tobacco specific N nitrosamine

Indexed keywords

4 (METHYLNITROSAMINO) 1 (3 PYRIDYL) 1 BUTANOL; NITROSAMINE; NITROSONORNICOTINE; TOBACCO SMOKE;

EID: 0033535375     PISSN: 00275107     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0027-5107(99)00014-7     Document Type: Article
Times cited : (330)

References (95)
  • 1
    • 0021998299 scopus 로고
    • Nicotine-derived N-nitrosamines and tobacco related cancer: Current status and future directions
    • Hoffmann D., Hecht S.S. Nicotine-derived N-nitrosamines and tobacco related cancer: current status and future directions. Cancer Res. 45:1985;935-944.
    • (1985) Cancer Res. , vol.45 , pp. 935-944
    • Hoffmann, D.1    Hecht, S.S.2
  • 2
    • 0023898409 scopus 로고
    • Tobacco-specific nitrosamines, an important group of carcinogens in tobacco and tobacco smoke
    • Hecht S.S., Hoffmann D. Tobacco-specific nitrosamines, an important group of carcinogens in tobacco and tobacco smoke. Carcinogenesis. 9:1988;875-884.
    • (1988) Carcinogenesis , vol.9 , pp. 875-884
    • Hecht, S.S.1    Hoffmann, D.2
  • 3
    • 0028177696 scopus 로고
    • Tobacco-specific N-nitrosamines and areca-derived N-nitrosamines: Chemistry, biochemistry, carcinogenicity, and relevance to humans
    • 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. 41:1994;1-52.
    • (1994) J. Toxicol. Environ. Health , vol.41 , pp. 1-52
    • Hoffmann, D.1    Brunnemann, K.D.2    Prokopczyk, B.3    Djordjevic, M.V.4
  • 4
    • 0031831381 scopus 로고    scopus 로고
    • Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines
    • Hecht S.S. Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines. Chem. Res. Toxicol. 11:1998;559-603.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 559-603
    • Hecht, S.S.1
  • 6
    • 0031948080 scopus 로고    scopus 로고
    • A metabolite of the tobacco-specific lung carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in the urine of hospital workers exposed to environmental tobacco smoke
    • in press
    • W.D. Parsons, S.G. Carmella, S. Akerkar, L.E. Bonilla, S.S. Hecht, A metabolite of the tobacco-specific lung carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in the urine of hospital workers exposed to environmental tobacco smoke, Cancer Epidemiol., Biomarkers and Prev., in press (1998).
    • (1998) Cancer Epidemiol., Biomarkers and Prev.
    • Parsons, W.D.1    Carmella, S.G.2    Akerkar, S.3    Bonilla, L.E.4    Hecht, S.S.5
  • 10
    • 0030580956 scopus 로고    scopus 로고
    • Cigarette smoking among adults - United States, 1994
    • Anonymous
    • Anonymous, Cigarette smoking among adults - United States, 1994, MMWR 45 (1996) 588-590.
    • (1996) MMWR , vol.45 , pp. 588-590
  • 12
    • 0024825979 scopus 로고
    • The relevance of tobacco-specific nitrosamines to human cancer
    • Hecht S.S., Hoffmann D. The relevance of tobacco-specific nitrosamines to human cancer. Cancer Surv. 8:1989;273-294.
    • (1989) Cancer Surv. , vol.8 , pp. 273-294
    • Hecht, S.S.1    Hoffmann, D.2
  • 13
    • 38649111706 scopus 로고
    • International Agency for Research on Cancer
    • Tobacco habits other than smoking: betel quid and areca nut chewing and some related nitrosamines, International Agency for Research on Cancer, Lyon, France
    • International Agency for Research on Cancer, IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans, Vol. 37, Tobacco habits other than smoking: betel quid and areca nut chewing and some related nitrosamines, International Agency for Research on Cancer, Lyon, France, (1985).
    • (1985) IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans , vol.37
  • 15
    • 0028971495 scopus 로고
    • Five leading U.S. commercial brands of moist snuff in 1994 - Assessment of carcinogenic N-nitrosamines
    • Hoffmann D., Djordjevic M.V., Fan J., Zang E., Glynn T., Connolly G.N. Five leading U.S. commercial brands of moist snuff in 1994 - assessment of carcinogenic N-nitrosamines. J. Natl. Cancer Inst. 87:1995;1862-1869.
    • (1995) J. Natl. Cancer Inst. , vol.87 , pp. 1862-1869
    • Hoffmann, D.1    Djordjevic, M.V.2    Fan, J.3    Zang, E.4    Glynn, T.5    Connolly, G.N.6
  • 17
    • 0024840998 scopus 로고
    • Epidemiological evidence for the role of nitroso compounds in human cancer
    • Preston-Martin S., Correa P. Epidemiological evidence for the role of nitroso compounds in human cancer. Cancer Surv. 8:1989;459-473.
    • (1989) Cancer Surv. , vol.8 , pp. 459-473
    • Preston-Martin, S.1    Correa, P.2
  • 18
    • 0030443721 scopus 로고    scopus 로고
    • Nitrosamines and human cancer: Introduction and overview
    • Magee P.N. Nitrosamines and human cancer: introduction and overview. Eur. J. Cancer Prev. 5:1996;7-10.
    • (1996) Eur. J. Cancer Prev. , vol.5 , pp. 7-10
    • Magee, P.N.1
  • 19
    • 0030443553 scopus 로고    scopus 로고
    • Environmental exposure to N-nitroso compounds (NNOC) and precursors: An overview
    • Bartsch H., Spiegelhalder B. Environmental exposure to N-nitroso compounds (NNOC) and precursors: an overview. Eur. J. Cancer Prev. 5:1996;11-18.
    • (1996) Eur. J. Cancer Prev. , vol.5 , pp. 11-18
    • Bartsch, H.1    Spiegelhalder, B.2
  • 20
    • 0002624810 scopus 로고
    • N-nitroso carcinogens
    • in: C.E. Searle (Ed.) Washington, DC
    • R. Preussmann, B.W. Stewart, N-nitroso carcinogens, in: C.E. Searle (Ed.), Chemical Carcinogenesis ACS, Washington, DC (1984), pp. 643-828.
    • (1984) Chemical Carcinogenesis ACS , pp. 643-828
    • Preussmann, R.1    Stewart, B.W.2
  • 22
    • 0029021796 scopus 로고
    • Glucuronidation of 4-(hydroxymethyl)-nitrosamino-1-(3-pyridyl)-1-butanone, a metabolically activated form of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, by phenobarbital treated rats
    • Murphy S.E., Spina D.A., Nunes M.G., Pullo D.A. Glucuronidation of 4-(hydroxymethyl)-nitrosamino-1-(3-pyridyl)-1-butanone, a metabolically activated form of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, by phenobarbital treated rats. Chem. Res. Toxicol. 8:1995;772-779.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 772-779
    • Murphy, S.E.1    Spina, D.A.2    Nunes, M.G.3    Pullo, D.A.4
  • 23
    • 0026009488 scopus 로고
    • In vivo and in vitro persistence of pyridyloxobutyl DNA adducts from 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • Peterson L.A., Mathew R., Murphy S.E., Trushin N., Hecht S.S. In vivo and in vitro persistence of pyridyloxobutyl DNA adducts from 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Carcinogenesis. 12:1991;2069-2072.
    • (1991) Carcinogenesis , vol.12 , pp. 2069-2072
    • Peterson, L.A.1    Mathew, R.2    Murphy, S.E.3    Trushin, N.4    Hecht, S.S.5
  • 24
    • 0013608822 scopus 로고
    • Hydrolysis of model compounds for α-hydroxylation of the carcinogens, N-nitrosopyrrolidine and N′-nitrosonornicotine
    • Hecht S.S., Chen C.B. Hydrolysis of model compounds for α-hydroxylation of the carcinogens, N-nitrosopyrrolidine and N′-nitrosonornicotine. J. Org. Chem. 44:1979;1563-1566.
    • (1979) J. Org. Chem. , vol.44 , pp. 1563-1566
    • Hecht, S.S.1    Chen, C.B.2
  • 25
    • 0022992573 scopus 로고
    • Comparative mutagenicity of 4-(carbethoxynitrosamino)-4-(3-pyridyl)butanal and 4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone, model compounds for α-hydroxylation of N′-nitrosonornicotine
    • Hecht S.S., Lin D. Comparative mutagenicity of 4-(carbethoxynitrosamino)-4-(3-pyridyl)butanal and 4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone, model compounds for α-hydroxylation of N′-nitrosonornicotine. Carcinogenesis. 7:1986;611-614.
    • (1986) Carcinogenesis , vol.7 , pp. 611-614
    • Hecht, S.S.1    Lin, D.2
  • 26
    • 0025179946 scopus 로고
    • Investigations of metabolic precursors to hemoglobin and DNA adducts of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • Peterson L.A., Carmella S.G., Hecht S.S. Investigations of metabolic precursors to hemoglobin and DNA adducts of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Carcinogenesis. 11:1990;1329-1333.
    • (1990) Carcinogenesis , vol.11 , pp. 1329-1333
    • Peterson, L.A.1    Carmella, S.G.2    Hecht, S.S.3
  • 27
    • 0025050762 scopus 로고
    • Solvolysis of model compounds for α-hydroxylation of N′-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: Evidence for a cyclic oxonium ion intermediate in the alkylation of nucleophiles
    • Spratt T.E., Peterson L.A., Confer W.L., Hecht S.S. Solvolysis of model compounds for α-hydroxylation of N′-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: evidence for a cyclic oxonium ion intermediate in the alkylation of nucleophiles. Chem. Res. Toxicol. 3:1990;350-356.
    • (1990) Chem. Res. Toxicol. , vol.3 , pp. 350-356
    • Spratt, T.E.1    Peterson, L.A.2    Confer, W.L.3    Hecht, S.S.4
  • 28
    • 0025925258 scopus 로고
    • 6-Methylguanine is a critical determinant of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone tumorigenesis in A/J mouse lung
    • 6-Methylguanine is a critical determinant of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone tumorigenesis in A/J mouse lung. Cancer Res. 51:1991;5557-5564.
    • (1991) Cancer Res. , vol.51 , pp. 5557-5564
    • Peterson, L.A.1    Hecht, S.S.2
  • 29
    • 0025311432 scopus 로고
    • Comparative metabolism of N′-nitrosonornicotine and 4-methylnitrosamino)-1-(3-pyridyl)-1-butanone by cultured rat oral tissue and esophagus
    • Murphy S.E., Heiblum R., Trushin N. Comparative metabolism of N′-nitrosonornicotine and 4-methylnitrosamino)-1-(3-pyridyl)-1-butanone by cultured rat oral tissue and esophagus. Cancer Res. 50:1990;4685-4691.
    • (1990) Cancer Res. , vol.50 , pp. 4685-4691
    • Murphy, S.E.1    Heiblum, R.2    Trushin, N.3
  • 30
    • 0001802918 scopus 로고
    • Evidence for 4-(3-pyridyl)-4-oxobutylation of DNA in F344 rats treated with the tobacco specific nitrosamines 4-(methyl-nitrosamino)-1-(3-pyridyl)-1-butanone and N′-nitrosonornicotine
    • Hecht S.S., Spratt T.E., Trushin N. Evidence for 4-(3-pyridyl)-4-oxobutylation of DNA in F344 rats treated with the tobacco specific nitrosamines 4-(methyl-nitrosamino)-1-(3-pyridyl)-1-butanone and N′-nitrosonornicotine. Carcinogenesis. 9:1988;161-165.
    • (1988) Carcinogenesis , vol.9 , pp. 161-165
    • Hecht, S.S.1    Spratt, T.E.2    Trushin, N.3
  • 31
    • 0024470902 scopus 로고
    • 2-(pyridyloxobutyl)deoxyguanosine adducts in DNA of tissues exposed to tritium-labeled 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N′-nitrosonornicotine
    • 2-(pyridyloxobutyl)deoxyguanosine adducts in DNA of tissues exposed to tritium-labeled 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N′-nitrosonornicotine. Chem. Res. Toxicol. 2:1989;169-173.
    • (1989) Chem. Res. Toxicol. , vol.2 , pp. 169-173
    • Spratt, T.E.1    Trushin, N.2    Lin, D.3    Hecht, S.S.4
  • 32
    • 0026532087 scopus 로고
    • Analysis of mutagenic activity and ability to induce replication of polyoma DNA sequences by different model compounds of the carcinogenic tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • Foiles P.G., Peterson L.A., Miglietta L.M., Ronai Z. Analysis of mutagenic activity and ability to induce replication of polyoma DNA sequences by different model compounds of the carcinogenic tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Mut. Res. 279:1992;91-101.
    • (1992) Mut. Res. , vol.279 , pp. 91-101
    • Foiles, P.G.1    Peterson, L.A.2    Miglietta, L.M.3    Ronai, Z.4
  • 34
    • 0023712922 scopus 로고
    • DNA and hemoglobin alkylation by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and its major metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in F344 rats
    • Hecht S.S., Trushin N. DNA and hemoglobin alkylation by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and its major metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in F344 rats. Carcinogenesis. 9:1988;1665-1668.
    • (1988) Carcinogenesis , vol.9 , pp. 1665-1668
    • Hecht, S.S.1    Trushin, N.2
  • 35
    • 0025102844 scopus 로고
    • Dose-response study of DNA and hemoglobin adduct formation by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in F344 rats
    • Murphy S.E., Palomino A., Hecht S.S., Hoffmann D. Dose-response study of DNA and hemoglobin adduct formation by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in F344 rats. Cancer Res. 50:1990;446-5452.
    • (1990) Cancer Res. , vol.50 , pp. 446-5452
    • Murphy, S.E.1    Palomino, A.2    Hecht, S.S.3    Hoffmann, D.4
  • 37
    • 0028353876 scopus 로고
    • Evidence supporting the role of DNA pyridyloxobutylation in rat nasal carcinogenesis by tobacco specific nitrosamines
    • Trushin N., Rivenson A., Hecht S.S. Evidence supporting the role of DNA pyridyloxobutylation in rat nasal carcinogenesis by tobacco specific nitrosamines. Cancer Res. 54:1994;1205-1211.
    • (1994) Cancer Res. , vol.54 , pp. 1205-1211
    • Trushin, N.1    Rivenson, A.2    Hecht, S.S.3
  • 38
    • 0031023711 scopus 로고    scopus 로고
    • Evidence for an important role of DNA pyridyloxobutylation in rat lung carcinogensis by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: Effects of dose and phenethyl isothiocyanate
    • Staretz M.E., Foiles P.G., Miglietta L.M., Hecht S.S. Evidence for an important role of DNA pyridyloxobutylation in rat lung carcinogensis by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: effects of dose and phenethyl isothiocyanate. Cancer Res. 57:1997;259-266.
    • (1997) Cancer Res. , vol.57 , pp. 259-266
    • Staretz, M.E.1    Foiles, P.G.2    Miglietta, L.M.3    Hecht, S.S.4
  • 39
    • 0028725670 scopus 로고
    • Tobacco-specific nitrosamines
    • in: K. Hemminki, A. Dipple, D.E.G. Shuker, F.F. Kadlubar, D. Segerbäck, H. Bartsch (Eds.) IARC Scientific Publications, Lyon, France, International Agency for Research on Cancer
    • S.S. Hecht, L.A. Peterson, T.E. Spratt, Tobacco-specific nitrosamines, in: K. Hemminki, A. Dipple, D.E.G. Shuker, F.F. Kadlubar, D. Segerbäck, H. Bartsch (Eds.), DNA Adducts: Identification and Biological Significance, IARC Scientific Publications, Lyon, France, International Agency for Research on Cancer 125 (1994), 91-106.
    • (1994) DNA Adducts: Identification and Biological Significance , vol.125 , pp. 91-106
    • Hecht, S.S.1    Peterson, L.A.2    Spratt, T.E.3
  • 41
    • 0028978025 scopus 로고
    • 2-tetrahydropyranyl adducts in the reactions of α-acetoxy-N-nitrosopyrrolidine and α-acetoxy-N-nitrosopiperidine with DNA
    • 2-tetrahydropyranyl adducts in the reactions of α-acetoxy-N-nitrosopyrrolidine and α-acetoxy-N-nitrosopiperidine with DNA. Chem. Res. Toxicol. 8:1995;617-624.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 617-624
    • Wang, M.1    Young-Sciame, R.2    Chung, F.-L.3    Hecht, S.S.4
  • 42
    • 0022627151 scopus 로고
    • Reactions with deoxyguanosine of 4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone, a model compound for α-hydroxylation of tobacco specific nitrosamines
    • Hecht S.S., Lin D., Chuang J., Castonguay A. Reactions with deoxyguanosine of 4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone, a model compound for α-hydroxylation of tobacco specific nitrosamines. J. Amer. Chem. Soc. 108:1986;1292-1295.
    • (1986) J. Amer. Chem. Soc. , vol.108 , pp. 1292-1295
    • Hecht, S.S.1    Lin, D.2    Chuang, J.3    Castonguay, A.4
  • 45
    • 0021670190 scopus 로고
    • Kinetics of DNA methylation by the tobacco specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in F344 rats
    • in: I.K. O'Neill, R.C. Von Borstel, C.T. Miller, J. Long, H. Bartsch (Eds.) International Agency for Research on Cancer, Lyon, France
    • A. Castonguay, R. Tharp, S.S. Hecht, Kinetics of DNA methylation by the tobacco specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in F344 rats, in: I.K. O'Neill, R.C. Von Borstel, C.T. Miller, J. Long, H. Bartsch (Eds.), N-Nitroso Compounds: Occurrence, Biological Effects and Relevance to Human Cancer, International Agency for Research on Cancer, Lyon, France (1984), pp. 805-810.
    • (1984) N-Nitroso Compounds: Occurrence, Biological Effects and Relevance to Human Cancer , pp. 805-810
    • Castonguay, A.1    Tharp, R.2    Hecht, S.S.3
  • 46
    • 0022551237 scopus 로고
    • Accumulation and persistence of DNA adducts in respiratory tissue of rats following multiple administrations of the tobacco specific carcinogen 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone
    • Belinsky S.A., White C.M., Boucheron J.A., Richardson F.C., Swenberg J.A., Anderson M. Accumulation and persistence of DNA adducts in respiratory tissue of rats following multiple administrations of the tobacco specific carcinogen 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone. Cancer Res. 46:1986;1280-1284.
    • (1986) Cancer Res. , vol.46 , pp. 1280-1284
    • Belinsky, S.A.1    White, C.M.2    Boucheron, J.A.3    Richardson, F.C.4    Swenberg, J.A.5    Anderson, M.6
  • 47
    • 0023820036 scopus 로고
    • Factors regulating activation and DNA alkylation by 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone and nitrosodimethylamine in rat lung and isolated lung cells, and their relationship to carcinogenicity
    • Devereux T.R., Anderson M.W., Belinsky S.A. Factors regulating activation and DNA alkylation by 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone and nitrosodimethylamine in rat lung and isolated lung cells, and their relationship to carcinogenicity. Cancer Res. 48:1988;4215-4221.
    • (1988) Cancer Res. , vol.48 , pp. 4215-4221
    • Devereux, T.R.1    Anderson, M.W.2    Belinsky, S.A.3
  • 48
    • 0023132282 scopus 로고
    • Cell-selective alkylation of DNA in rat lung following low dose exposure to the tobacco specific carcinogen 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone
    • Belinsky S.A., White C.M., Devereux T.R., Swenberg J.A., Anderson M.W. Cell-selective alkylation of DNA in rat lung following low dose exposure to the tobacco specific carcinogen 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone. Cancer Res. 47:1987;1143-1148.
    • (1987) Cancer Res. , vol.47 , pp. 1143-1148
    • Belinsky, S.A.1    White, C.M.2    Devereux, T.R.3    Swenberg, J.A.4    Anderson, M.W.5
  • 50
    • 0025297169 scopus 로고
    • 6-methylguanine formation in Clara cells and induction of pulmonary neoplasia in the rat by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • 6-methylguanine formation in Clara cells and induction of pulmonary neoplasia in the rat by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Cancer Res. 50:1990;3772-3780.
    • (1990) Cancer Res. , vol.50 , pp. 3772-3780
    • Belinsky, S.A.1    Foley, J.F.2    White, C.M.3    Anderson, M.W.4    Maronpot, R.R.5
  • 51
    • 0025986144 scopus 로고
    • Metabolism of 4-(methyl-nitrosamino)-1-(3-pyridyl)-1-butanone (NNK) by cytochrome P450IIB1 in a reconstituted system
    • Guo Z., Smith T.J., Ishizaki H., Yang C.S. Metabolism of 4-(methyl-nitrosamino)-1-(3-pyridyl)-1-butanone (NNK) by cytochrome P450IIB1 in a reconstituted system. Carcinogenesis. 12:1991;2277-2282.
    • (1991) Carcinogenesis , vol.12 , pp. 2277-2282
    • Guo, Z.1    Smith, T.J.2    Ishizaki, H.3    Yang, C.S.4
  • 52
    • 0031431664 scopus 로고    scopus 로고
    • Effects of long term phenethyl isothiocyanate treatment on microsomal metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in F344 rats
    • Staretz M.E., Koenig L., Hecht S.S. Effects of long term phenethyl isothiocyanate treatment on microsomal metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in F344 rats. Carcinogenesis. 18:1997;1715-1722.
    • (1997) Carcinogenesis , vol.18 , pp. 1715-1722
    • Staretz, M.E.1    Koenig, L.2    Hecht, S.S.3
  • 53
    • 0018889232 scopus 로고
    • Comparative carcinogenicity in F344 rats of the tobacco specific nitrosamines, N′-nitrosonornicotine and 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone
    • Hecht S.S., Chen C.B., Ohmori T., Hoffmann D. Comparative carcinogenicity in F344 rats of the tobacco specific nitrosamines, N′-nitrosonornicotine and 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone. Cancer Res. 40:1980;298-302.
    • (1980) Cancer Res. , vol.40 , pp. 298-302
    • Hecht, S.S.1    Chen, C.B.2    Ohmori, T.3    Hoffmann, D.4
  • 54
    • 0022654007 scopus 로고
    • Comparative tumorigenicity and DNA methylation in F344 rats by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N-nitrosodimethylamine
    • Hecht S.S., Trushin N., Castonguay A., Rivenson A. Comparative tumorigenicity and DNA methylation in F344 rats by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N-nitrosodimethylamine. Cancer Res. 46:1986;498-502.
    • (1986) Cancer Res. , vol.46 , pp. 498-502
    • Hecht, S.S.1    Trushin, N.2    Castonguay, A.3    Rivenson, A.4
  • 55
    • 0021260334 scopus 로고
    • Dose-response study of the carcinogenicity of tobacco-specific N-nitrosamines in F344 rats
    • Hoffmann D., Rivenson A., Amin S., Hecht S.S. Dose-response study of the carcinogenicity of tobacco-specific N-nitrosamines in F344 rats. J. Cancer Res. Clin. Oncol. 108:1984;81-86.
    • (1984) J. Cancer Res. Clin. Oncol. , vol.108 , pp. 81-86
    • Hoffmann, D.1    Rivenson, A.2    Amin, S.3    Hecht, S.S.4
  • 56
    • 0024389750 scopus 로고
    • Cell specificity for the pulmonary metabolism of tobacco-specific nitrosamines in the Fisher rat
    • Belinsky S.A., White C.M., Trushin N., Hecht S.S. Cell specificity for the pulmonary metabolism of tobacco-specific nitrosamines in the Fisher rat. Carcinogenesis. 10:1989;2269-2274.
    • (1989) Carcinogenesis , vol.10 , pp. 2269-2274
    • Belinsky, S.A.1    White, C.M.2    Trushin, N.3    Hecht, S.S.4
  • 57
    • 0023543709 scopus 로고
    • Molecular dosimetry of DNA adduct formation and cell toxicity in rat nasal mucosa following exposure to the tobacco specific nitrosamine 4-(N-methylN-nitrosamino)-1-(3-pyridyl)-1-butanone and their relationship to induction of neoplasia
    • Belinsky S.A., Walker V.E., Maronpot R.R., Swenberg J.A., Anderson M.W. Molecular dosimetry of DNA adduct formation and cell toxicity in rat nasal mucosa following exposure to the tobacco specific nitrosamine 4-(N-methylN-nitrosamino)-1-(3-pyridyl)-1-butanone and their relationship to induction of neoplasia. Cancer Res. 47:1987;6058-6065.
    • (1987) Cancer Res. , vol.47 , pp. 6058-6065
    • Belinsky, S.A.1    Walker, V.E.2    Maronpot, R.R.3    Swenberg, J.A.4    Anderson, M.W.5
  • 58
    • 0026793493 scopus 로고
    • Kinetics and enzyme involvement in the metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in microsomes of rat lung and nasal mucosa
    • Smith T.J., Guo Z., Hong J.-Y., Ning S.M., Thomas P.E., Yang C.S. Kinetics and enzyme involvement in the metabolism of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in microsomes of rat lung and nasal mucosa. Carcinogenesis. 13:1992;1409-1414.
    • (1992) Carcinogenesis , vol.13 , pp. 1409-1414
    • Smith, T.J.1    Guo, Z.2    Hong, J.-Y.3    Ning, S.M.4    Thomas, P.E.5    Yang, C.S.6
  • 59
    • 0024350057 scopus 로고
    • 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
    • Hecht S.S., Morse M.A., Amin S., Stoner G.D., Jordan K.G., Choi C.-I., 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. 10:1989;1901-1904.
    • (1989) Carcinogenesis , vol.10 , pp. 1901-1904
    • Hecht, S.S.1    Morse, M.A.2    Amin, S.3    Stoner, G.D.4    Jordan, K.G.5    Choi, C.-I.6    Chung, F.L.7
  • 60
    • 0024437222 scopus 로고
    • The relationship between the formation of promutagenic adducts and the activation of the K-ras proto-oncogene in lung tumors from A/J mice treated with nitrosamines
    • Belinsky S.A., Devereux T.R., Maronpot R.R., Stoner G.D., Anderson M.W. The relationship between the formation of promutagenic adducts and the activation of the K-ras proto-oncogene in lung tumors from A/J mice treated with nitrosamines. Cancer Res. 49:1989;5305-5311.
    • (1989) Cancer Res. , vol.49 , pp. 5305-5311
    • Belinsky, S.A.1    Devereux, T.R.2    Maronpot, R.R.3    Stoner, G.D.4    Anderson, M.W.5
  • 62
    • 0025307212 scopus 로고
    • Effects of deuterium substitution on the tumorigenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in A/J mice
    • Hecht S.S., Jordan K.G., Choi C.-I., Trushin N. Effects of deuterium substitution on the tumorigenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in A/J mice. Carcinogenesis. 11:1990;1017-1020.
    • (1990) Carcinogenesis , vol.11 , pp. 1017-1020
    • Hecht, S.S.1    Jordan, K.G.2    Choi, C.-I.3    Trushin, N.4
  • 63
    • 0025317426 scopus 로고
    • 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
    • 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. 50:1990;2613-2617.
    • (1990) Cancer Res. , vol.50 , pp. 2613-2617
    • Morse, M.A.1    LaGreca, S.D.2    Amin, S.G.3    Chung, F.-L.4
  • 64
    • 0024360557 scopus 로고
    • 6-methylguanine formation, and metabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in A/J mouse lung
    • 6-methylguanine formation, and metabolism of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in A/J mouse lung. Cancer Res. 49:1989;2894-2897.
    • (1989) Cancer Res. , vol.49 , pp. 2894-2897
    • Morse, M.A.1    Amin, S.G.2    Hecht, S.S.3    Chung, F.-L.4
  • 65
    • 0025809376 scopus 로고
    • Structure-activity relationships for inhibition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone lung tumorigenesis by arylalkyl isothiocyanates in A/J mice
    • Morse M.A., Eklind K.I., Hecht S.S., Jordan K.G., Choi C.-I., Desai D.H., Amin S.G., Chung F.-L. Structure-activity relationships for inhibition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone lung tumorigenesis by arylalkyl isothiocyanates in A/J mice. Cancer Res. 51:1991;1846-1850.
    • (1991) Cancer Res. , vol.51 , pp. 1846-1850
    • Morse, M.A.1    Eklind, K.I.2    Hecht, S.S.3    Jordan, K.G.4    Choi, C.-I.5    Desai, D.H.6    Amin, S.G.7    Chung, F.-L.8
  • 66
    • 0026454595 scopus 로고
    • Lack of correlation between DNA methylation and hepatocarcinogenesis in rats and hamsters treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • Liu L., Castonguay A., Gerson S.L. Lack of correlation between DNA methylation and hepatocarcinogenesis in rats and hamsters treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Carcinogenesis. 13:1992;2137-2140.
    • (1992) Carcinogenesis , vol.13 , pp. 2137-2140
    • Liu, L.1    Castonguay, A.2    Gerson, S.L.3
  • 69
    • 0027319674 scopus 로고
    • 32P-postlabeling analysis of 7-methylguanine in human bronchial and lymphocyte DNA
    • 32P-postlabeling analysis of 7-methylguanine in human bronchial and lymphocyte DNA Carcinogenesis. 14:1993;151-154.
    • (1993) Carcinogenesis , vol.14 , pp. 151-154
    • Mustonen, R.1    Schoket, B.2    Hemminki, K.3
  • 73
    • 0028787779 scopus 로고
    • Activation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in human lung microsomes by cytochromes P450, lipoxygenase, and hydroperoxides
    • Smith T.J., Stoner G.D., Yang C.S. Activation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in human lung microsomes by cytochromes P450, lipoxygenase, and hydroperoxides. Cancer Res. 55:1995;5566-5573.
    • (1995) Cancer Res. , vol.55 , pp. 5566-5573
    • Smith, T.J.1    Stoner, G.D.2    Yang, C.S.3
  • 78
    • 0028500761 scopus 로고
    • 6-Methylguanine in blood leucocyte DNA: An association with the geographic prevalence of gastric cancer and with low levels of serum pepsinogen A, a marker of severe chronic atrophic gastritis
    • 6-Methylguanine in blood leucocyte DNA: an association with the geographic prevalence of gastric cancer and with low levels of serum pepsinogen A, a marker of severe chronic atrophic gastritis, Carcinogenesis 15 (1994) 1815-1820.
    • (1994) Carcinogenesis , vol.15 , pp. 1815-1820
  • 79
    • 0026465074 scopus 로고
    • 7-Methylguanine levels in DNA of smokers' and non-smokers' total white blood cells, granulocytes and lymphocytes
    • Mustonen R., Hemminki K. 7-Methylguanine levels in DNA of smokers' and non-smokers' total white blood cells, granulocytes and lymphocytes. Carcinogenesis. 13:1992;1951-1955.
    • (1992) Carcinogenesis , vol.13 , pp. 1951-1955
    • Mustonen, R.1    Hemminki, K.2
  • 81
    • 0026025882 scopus 로고
    • Urinary excretion of nitrate, N-nitrosoproline, 3-methyladenine, and 7-methyl-guanine in a Colombian population at high risk for stomach cancer
    • Stillwell W.G., Glogowski J., Xu H.-X., Wishnok J.S., Zavala D., Montes G., Correa P., Tannenbaum S.R. Urinary excretion of nitrate, N-nitrosoproline, 3-methyladenine, and 7-methyl-guanine in a Colombian population at high risk for stomach cancer. Cancer Res. 51:1991;190-194.
    • (1991) Cancer Res. , vol.51 , pp. 190-194
    • Stillwell, W.G.1    Glogowski, J.2    Xu, H.-X.3    Wishnok, J.S.4    Zavala, D.5    Montes, G.6    Correa, P.7    Tannenbaum, S.R.8
  • 82
    • 0029883174 scopus 로고    scopus 로고
    • Cigarette smoking and urinary 3-alkyladenine excretion in man
    • Prevost V., Shuker D.E.G. Cigarette smoking and urinary 3-alkyladenine excretion in man. Chem. Res. Toxicol. 9:1996;439-444.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 439-444
    • Prevost, V.1    Shuker, D.E.G.2
  • 83
    • 0028808359 scopus 로고
    • Urinary excretion of 3-methyladenine and 3-ethyladenine after controlled exposure to tobacco smoke
    • Kopplin A., Eberle-Adamkiewicz G., Glüsenkamp K.-H., Nehls P., Kirstein U. Urinary excretion of 3-methyladenine and 3-ethyladenine after controlled exposure to tobacco smoke. Carcinogenesis. 16:1995;2637-2641.
    • (1995) Carcinogenesis , vol.16 , pp. 2637-2641
    • Kopplin, A.1    Eberle-Adamkiewicz, G.2    Glüsenkamp, K.-H.3    Nehls, P.4    Kirstein, U.5
  • 84
    • 0025948241 scopus 로고
    • Comparison of DNA alkali-labile sites induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-oxo-4-(3-pyridyl) butanal in rat hepatocytes
    • Demkowicz-Dobrzanski K., Castonguay A. Comparison of DNA alkali-labile sites induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-oxo-4-(3-pyridyl) butanal in rat hepatocytes. Carcinogenesis. 12:1991;2135-2140.
    • (1991) Carcinogenesis , vol.12 , pp. 2135-2140
    • Demkowicz-Dobrzanski, K.1    Castonguay, A.2
  • 85
    • 0028218185 scopus 로고
    • DNA single-strand breaks and toxicity induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone or N-nitrosodimethylamine in hamster and rat liver
    • Joquera R., Castonguay A., Schuller H.M. DNA single-strand breaks and toxicity induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone or N-nitrosodimethylamine in hamster and rat liver. Carcinogenesis. 15:1994;389-394.
    • (1994) Carcinogenesis , vol.15 , pp. 389-394
    • Joquera, R.1    Castonguay, A.2    Schuller, H.M.3
  • 86
    • 0026735007 scopus 로고
    • Increased 8-hydroxydeoxyguanosine levels in lung DNA of A/J mice and F344 rats treated with the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • Chung F.-L., Xu Y. Increased 8-hydroxydeoxyguanosine levels in lung DNA of A/J mice and F344 rats treated with the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Carcinogenesis. 13:1992;1269-1272.
    • (1992) Carcinogenesis , vol.13 , pp. 1269-1272
    • Chung, F.-L.1    Xu, Y.2
  • 87
    • 0030819949 scopus 로고    scopus 로고
    • Oxidative DNA damage in tissues of pregnant female mice and fetuses caused by tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)
    • Sipowicz M.A., Amin S., Desai D., Kasprzak K.S., Anderson L.M. Oxidative DNA damage in tissues of pregnant female mice and fetuses caused by tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). Cancer Lett. 117:1997;87-91.
    • (1997) Cancer Lett. , vol.117 , pp. 87-91
    • Sipowicz, M.A.1    Amin, S.2    Desai, D.3    Kasprzak, K.S.4    Anderson, L.M.5
  • 88
    • 0026651799 scopus 로고
    • Inhibition of tobacco-specific nitrosamine-induced lung tumorigenesis in A/J mice by green tea and its major polyphenol as antioxidants
    • Xu Y., Ho C.T., Amin S.G., Han C., Chung F.-L. Inhibition of tobacco-specific nitrosamine-induced lung tumorigenesis in A/J mice by green tea and its major polyphenol as antioxidants. Cancer Res. 52:1992;3875-3879.
    • (1992) Cancer Res. , vol.52 , pp. 3875-3879
    • Xu, Y.1    Ho, C.T.2    Amin, S.G.3    Han, C.4    Chung, F.-L.5
  • 89
    • 0027535163 scopus 로고
    • Oxygen radicals potentiate the genetic toxicity of tobacco-specific nitrosamines
    • Weitberg A.B., Corvese D. Oxygen radicals potentiate the genetic toxicity of tobacco-specific nitrosamines. Clin. Genet. 43:1993;88-89.
    • (1993) Clin. Genet. , vol.43 , pp. 88-89
    • Weitberg, A.B.1    Corvese, D.2
  • 90
    • 0029895110 scopus 로고    scopus 로고
    • Increase of a type of oxidative DNA damage, 8-hydroxyguanine, and its repair activity in human leukocytes by cigarette smoking
    • Asami S., Hirano T., Yamaguchi Y., Itoh H., Kasai N.H. Increase of a type of oxidative DNA damage, 8-hydroxyguanine, and its repair activity in human leukocytes by cigarette smoking. Cancer Res. 56:1996;2546-2549.
    • (1996) Cancer Res. , vol.56 , pp. 2546-2549
    • Asami, S.1    Hirano, T.2    Yamaguchi, Y.3    Itoh, H.4    Kasai, N.H.5
  • 91
    • 0031428463 scopus 로고    scopus 로고
    • Cigarette smoking induces an increase in oxidative DNA damage, 8-hydroxydeoxyguanosine, in a central site of the human lung
    • Asami S., Manabe H., Miyake J., Tsurudome Y., Hirano T., Yamaguchi R., Itoh H., Kasai N.H. Cigarette smoking induces an increase in oxidative DNA damage, 8-hydroxydeoxyguanosine, in a central site of the human lung. Carcinogenesis. 18:1997;1763-1766.
    • (1997) Carcinogenesis , vol.18 , pp. 1763-1766
    • Asami, S.1    Manabe, H.2    Miyake, J.3    Tsurudome, Y.4    Hirano, T.5    Yamaguchi, R.6    Itoh, H.7    Kasai, N.H.8
  • 92
    • 0031419535 scopus 로고    scopus 로고
    • Evidence for cytochrome P450 2A6 and 3A4 as major catalysts for N′-nitrosonornicotine α-hydroxylation by human liver microsomes
    • Patten C., Smith T., Friesen M., Tynes R., Yang C., Murphy S. Evidence for cytochrome P450 2A6 and 3A4 as major catalysts for N′-nitrosonornicotine α-hydroxylation by human liver microsomes. Carcinogenesis. 18:1997;1623-1630.
    • (1997) Carcinogenesis , vol.18 , pp. 1623-1630
    • Patten, C.1    Smith, T.2    Friesen, M.3    Tynes, R.4    Yang, C.5    Murphy, S.6
  • 93
    • 0019952991 scopus 로고
    • Localization and binding of N′-nitrosonornicotine metabolites in the nasal region and in some other tissues of Sprague-Dawley rats
    • Löfberg B., Brittebo E.B., Tjälve H. Localization and binding of N′-nitrosonornicotine metabolites in the nasal region and in some other tissues of Sprague-Dawley rats. Cancer Res. 42:1982;2877-2883.
    • (1982) Cancer Res. , vol.42 , pp. 2877-2883
    • Löfberg, B.1    Brittebo, E.B.2    Tjälve, H.3
  • 94
    • 0022576636 scopus 로고
    • Administration of N-nitrosodimethylamine, N-nitrosopyrrolidine, or N′-nitrosonornicotine to nursing rats: Their interactions with liver and kidney nucleic acids from sucklings
    • Diaz Gómez M.I., Tamayo D., Castro J.A. Administration of N-nitrosodimethylamine, N-nitrosopyrrolidine, or N′-nitrosonornicotine to nursing rats: their interactions with liver and kidney nucleic acids from sucklings. J. Natl. Cancer Inst. 76:1986;1133-1136.
    • (1986) J. Natl. Cancer Inst. , vol.76 , pp. 1133-1136
    • Diaz Gómez, M.I.1    Tamayo, D.2    Castro, J.A.3


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