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Volumn 12, Issue 7, 1999, Pages 639-645

Characterization of multiple products of cytochrome P450 2A6-catalyzed cotinine metabolism

Author keywords

[No Author keywords available]

Indexed keywords

3' HYDROXYCOTININE; COTININE; CYTOCHROME P450 ISOENZYME; NICOTINE;

EID: 0032819109     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx990015e     Document Type: Article
Times cited : (48)

References (29)
  • 1
    • 0028266566 scopus 로고
    • Aspects of the oridative metabolism of nicotine
    • Neurath, G. B. (1994) Aspects of the oridative metabolism of nicotine. Clin. Invest. 72, 190-195.
    • (1994) Clin. Invest. , vol.72 , pp. 190-195
    • Neurath, G.B.1
  • 2
    • 0027958225 scopus 로고
    • Nicotine metabolic profile in man: Comparison of cigarette smoking and transdermal nicotine
    • Benowitz, N. L., Jacob, P., III, Fong, I., and Gupta, S. (1994) Nicotine metabolic profile in man: comparison of cigarette smoking and transdermal nicotine. J. Pharmacol. Exp. Ther. 268, 296-303.
    • (1994) J. Pharmacol. Exp. Ther. , vol.268 , pp. 296-303
    • Benowitz, N.L.1    Jacob P. III2    Fong, I.3    Gupta, S.4
  • 3
    • 0015935463 scopus 로고
    • 1′(5′) iminium ion
    • 1′(5′) iminium ion. J. Biol. Chem. 248, 2796-2800.
    • (1973) J. Biol. Chem. , vol.248 , pp. 2796-2800
    • Murphy, P.J.1
  • 6
    • 0026702860 scopus 로고
    • Metabolism of nicotine by human liver microsomes: Stereoselective formation of transnicotine N′-oxide
    • Cashman, J. R., Park, S. B., Yang, Z.-C., Wrighton, S. A., Jacob, P., III, and Benowitz, N. L. (1992) Metabolism of nicotine by human liver microsomes: stereoselective formation of transnicotine N′-oxide. Chem. Res. Toxicol. 5, 639-646.
    • (1992) Chem. Res. Toxicol. , vol.5 , pp. 639-646
    • Cashman, J.R.1    Park, S.B.2    Yang, Z.-C.3    Wrighton, S.A.4    Jacob P. III5    Benowitz, N.L.6
  • 8
    • 0030885491 scopus 로고    scopus 로고
    • A major role for CYP2A6 in nicotine C-oxidation by human liver microsomes
    • Messina, E. S., Tyndale, R. F., and Sellers, E. M. (1997) A major role for CYP2A6 in nicotine C-oxidation by human liver microsomes. J. Pharmacol. Exp. Ther. 282, 1608-1614.
    • (1997) J. Pharmacol. Exp. Ther. , vol.282 , pp. 1608-1614
    • Messina, E.S.1    Tyndale, R.F.2    Sellers, E.M.3
  • 10
    • 0025173114 scopus 로고
    • Identification of cis-3′-hydroxycotinine as a urinary nicotine metabolite
    • Voncken, P., Rustemeier, K., and Schepers, G. (1990) Identification of cis-3′-hydroxycotinine as a urinary nicotine metabolite. Xenobiotica 20, 1353-1356.
    • (1990) Xenobiotica , vol.20 , pp. 1353-1356
    • Voncken, P.1    Rustemeier, K.2    Schepers, G.3
  • 12
    • 0015319224 scopus 로고
    • Structure of hydroxycotinine, a nicotine metabolite
    • Dagne, E., and Castagnoli, N. (1972) Structure of hydroxycotinine, a nicotine metabolite. J. Med. Chem. 15, 356-360.
    • (1972) J. Med. Chem. , vol.15 , pp. 356-360
    • Dagne, E.1    Castagnoli, N.2
  • 15
    • 0016295831 scopus 로고
    • Deuterium isotope effects in the in vivo metabolism of cotinine
    • Dagne, E., Gruenke, L., and Castagnoli, N. (1974) Deuterium isotope effects in the in vivo metabolism of cotinine. J. Med. Chem. 17, 1330-1333.
    • (1974) J. Med. Chem. , vol.17 , pp. 1330-1333
    • Dagne, E.1    Gruenke, L.2    Castagnoli, N.3
  • 16
    • 0015385918 scopus 로고
    • Cotinine n-oxide, a new metabolite of nicotine
    • Dagne, E., and Castagnoli, N. (1972) Cotinine N-oxide, a new metabolite of nicotine. J. Med. Chem. 15, 840-841.
    • (1972) J. Med. Chem. , vol.15 , pp. 840-841
    • Dagne, E.1    Castagnoli, N.2
  • 18
    • 0028174713 scopus 로고
    • N-Hydroxymethylnorcotinine, a new primary in vitro metabolite of cotinine
    • Li, Y., and Gorrod, J. W. (1994) N-Hydroxymethylnorcotinine, a new primary in vitro metabolite of cotinine. Xenobiotica 24, 409-415.
    • (1994) Xenobiotica , vol.24 , pp. 409-415
    • Li, Y.1    Gorrod, J.W.2
  • 19
    • 0031419535 scopus 로고    scopus 로고
    • Evidence for cytochrome P450 2A6 and 3A4 as major catalysts for N'-nitrosonornicotine α-hydroxylation in human liver microsomes
    • Patten, C. J., Smith, T. J., Tynes, R., Friesen, M., Lee, J., Yang, C. S., and Murphy, S. E. (1997) Evidence for cytochrome P450 2A6 and 3A4 as major catalysts for N'-nitrosonornicotine α-hydroxylation in human liver microsomes. Carcinogenesis 18, 1623-1628.
    • (1997) Carcinogenesis , vol.18 , pp. 1623-1628
    • Patten, C.J.1    Smith, T.J.2    Tynes, R.3    Friesen, M.4    Lee, J.5    Yang, C.S.6    Murphy, S.E.7
  • 20
    • 0020464281 scopus 로고
    • Simultaneous determination of nicotine and cotinine in plasma using capillary column gas chromatography with nitrogen sensitive detection
    • Curvall, M., Kazemi-Vala, E., and Enzell, C. (1982) Simultaneous determination of nicotine and cotinine in plasma using capillary column gas chromatography with nitrogen sensitive detection. J. Chromatogr. 232, 283-293.
    • (1982) J. Chromatogr. , vol.232 , pp. 283-293
    • Curvall, M.1    Kazemi-Vala, E.2    Enzell, C.3
  • 21
    • 0030248683 scopus 로고    scopus 로고
    • Kinetic analysis of activation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone by heterologously expressed human P450 enzymes, and the effect of P450 specific chemical inhibitors on this activation in human liver microsomes
    • Patten, C. J., Smith, T. J., Murphy, S. E., Wang, M.-H., Lee, J., Tynes, R. E., Koch, P., and Yang, C. S. (1996) Kinetic analysis of activation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone by heterologously expressed human P450 enzymes, and the effect of P450 specific chemical inhibitors on this activation in human liver microsomes. Arch. Biochem. Biophys. 333, 127-138.
    • (1996) Arch. Biochem. Biophys. , vol.333 , pp. 127-138
    • Patten, C.J.1    Smith, T.J.2    Murphy, S.E.3    Wang, M.-H.4    Lee, J.5    Tynes, R.E.6    Koch, P.7    Yang, C.S.8
  • 22
    • 0019473826 scopus 로고
    • The tautomeric structures of 5-hydroxycotinine, a secondary mammalian metabolite of nicotine
    • Nguyen, T. L., Dagne, E., Gruenke, L., Bhargava, H., and Castagnoli, N. (1981) The tautomeric structures of 5-hydroxycotinine, a secondary mammalian metabolite of nicotine. J. Org. Chem. 46, 758-760.
    • (1981) J. Org. Chem. , vol.46 , pp. 758-760
    • Nguyen, T.L.1    Dagne, E.2    Gruenke, L.3    Bhargava, H.4    Castagnoli, N.5
  • 23
    • 0024239936 scopus 로고
    • Species variation and stereoselectivity in the metabolism of nicotine enantiomers
    • Nwosu, C. G., and Crooks, P. A. (1988) Species variation and stereoselectivity in the metabolism of nicotine enantiomers. Xenobiotica 18, 1361-1372.
    • (1988) Xenobiotica , vol.18 , pp. 1361-1372
    • Nwosu, C.G.1    Crooks, P.A.2
  • 24
    • 0026781890 scopus 로고
    • Species differences and interindividual variation in liver microsomal cytochrome P450 2A enzymes: Effects on coumarin, dicumarol, and testosterone oxidation
    • Pearce, R., Greenway, D., and Parkinson, A. (1992) Species differences and interindividual variation in liver microsomal cytochrome P450 2A enzymes: effects on coumarin, dicumarol, and testosterone oxidation. Arch. Biochem. Biophys. 298, 211-225.
    • (1992) Arch. Biochem. Biophys. , vol.298 , pp. 211-225
    • Pearce, R.1    Greenway, D.2    Parkinson, A.3
  • 25
    • 0024507690 scopus 로고
    • Identification of a novel P450 expressed in rat lung: CDNA cloning and sequence, chromosome mapping and induction by 3-methyl-cholanthrene
    • Kimura, S., Kozak, C. A., and Gonzalez, F. J. (1989) Identification of a novel P450 expressed in rat lung: cDNA cloning and sequence, chromosome mapping and induction by 3-methyl-cholanthrene. Biochemistry 28, 3798-3803.
    • (1989) Biochemistry , vol.28 , pp. 3798-3803
    • Kimura, S.1    Kozak, C.A.2    Gonzalez, F.J.3
  • 27
    • 0345017449 scopus 로고    scopus 로고
    • Studies on the metabolic fate of (S)-nicotine and its pyrrolic analog β-nicotyrine
    • (Benowitz, N. L., Ed.) Oxford University Press, New York
    • Castagnoli, N., Jr., Liu, X., Shigenaga, M. K., Wardrop, R., and Castagnoli, K. (1998) Studies on the metabolic fate of (S)-nicotine and its pyrrolic analog β-nicotyrine. In Nicotine Safety and Toxicity (Benowitz, N. L., Ed.) pp 57-65, Oxford University Press, New York.
    • (1998) Nicotine Safety and Toxicity , pp. 57-65
    • Castagnoli N., Jr.1    Liu, X.2    Shigenaga, M.K.3    Wardrop, R.4    Castagnoli, K.5
  • 28
    • 0032565878 scopus 로고    scopus 로고
    • Nicotine metabolism defect reduces smoking
    • Pianezza, M. L., Sellers, E. M., and Tyndale, R. F. (1998) Nicotine metabolism defect reduces smoking. Nature 393, 750.
    • (1998) Nature , vol.393 , pp. 750
    • Pianezza, M.L.1    Sellers, E.M.2    Tyndale, R.F.3
  • 29
    • 0031831381 scopus 로고    scopus 로고
    • Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines
    • Hecht, S. S. (1998) Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines. Chem. Res. Toxicol. 11, 559-603.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 559-603
    • Hecht, S.S.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.