Role of cytochrome p-450 in chemical toxicity and carcinogenesis

Journal of Toxicologic Pathology

Volumn 2, Issue 2, 1989, Pages 241-251

  Watanabe, Minro ^a   Kikuchi, Hideaki ^a   Sagami, Ikuko ^a   Fujii, Hiroshi ^a   Ohmachi, Tetsuo ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

Chemical carcinogenesis; Chemical toxicity; Cytochrome P 450; Genetic manifestation; Tissue difference

Indexed keywords

EID: 85010187033     PISSN: 09149198     EISSN: None     Source Type: Journal    
DOI: 10.1293/tox.2.241     Document Type: Article

References (85)

1. Lu, AYH and West, SB: Multiplicity of mammalian microsomal cytochrome P-450. Pharmacol Rev 31: 277-295, 1980
2. Guengerich, FP (Ed.): In: Mammalian Cytochrome P-450, 1 and 2 CRC Press, Boca Raton, Florida, 1987
3. Nebert, DW, Adesnick, M, Coon, MJ, Estabrook, RW, Gonzalez, FJ, Guengerich, FP, Gunsalus, IC, Johnson, EF, Kemper, B, Levin, W, Phillips, IR, Sato, R, and Waterman, MR: The P-450 gene family: recommended nomenclature. DNA 6: 1-11, 1987
4. Ryan, DE, Thomas, PE, Reik, LM, and levin, W: Purification, characterization and regulation of five rat hepatic microsomal cytochrome P-450 isozymes. Xenobiotica 12: 727-744, 1982
5. Hammons, GT, Guengerich FP, Weis, CC, Beland, FA, and Kadlubar, FF: Metabolic oxidation of carcinogenic aryl amines by rat, dog and human hepatic microsomes and by purified flavin-containing and cytochrome P-450 monooxygenases. Cancer Res 45: 3578-3585, 1985
6. Kawano, S, Kamataki, T, Maeda, K, Kato, R, Nakao, T, and Mizoguchi, I: Activation and inactivation of a variety of mutagenic compounds by the reconstituted system containing highly purified preparations of cytochrome P-450 from rat liver. Fund Appl Toxicol 5: 487-498, 1985
7. Wood, AW, Levin, W, Lu, AYH, Yagi, H, Hernandez, O, Jerina, DM, and Conney, AH: Metabolism of benzo [a] pyrene and benzo [a] pyrene derivatives to mutagenic products by highly purified hepatic microsomal enzymes. J Biol Chem 251: 4882-4890, 1976
8. Kato, R: Metabolic activation of mutagenic heterocyclic aromatic amines from protein pyrolyzates. CRC Crit Rev Toxicol 16: 307-348, 1986
9. McCord, A, Burnett, AK, Wolf, CR, Morrison, V, and Craft, JA: Role of specific cytochrome P-450 isoenzymes in the regioselective metabolism of 7, 12-dimethylbenz [a] anthracene in microsomes from rats treated with phenobarbital or Sudan III. Carcinogenesis 9: 1485-1491, 1988
10. Christou, M, Moore, CJ, Gould, MN, and Jefcoate, CR: Induction of mammary cytochrome P-450: An essential first step in the metabolism of 7, 12-dimethylbenz [a] anthracene by rat mammary epithelial cells. Carcinogenesis 118: 78-80, 1987
11. Shimada, T and Nakamura, S-I: Cytochrome P-450-mediated activation of procarcinogens and promutagens to DNA-damaging products by measuring expression of μ mu gene in Salmonella typhimurium TA 1535/pSK 1002. Biochem Phamacol 36: 1979-1987, 1987
12. Robertson, IGC, Zeiger, E, and Goldstein, JA: Specificity of rat liver cytochrome P-450 isozymes in the mutagenic activation of benzo [a] pyrene, aromatic amines, and aflatoxin B1. Carcinogenesis 4: 93-96, 1983
13. Yamazoe, Y, Shimada, M, Maeda, K, Kamataki, T, and Kato, R: Specificity of four forms of cytochrome P-450 in the metabolic activation of several aromatic amines and benzo [a] pyrene. Xenobiotica 14: 549-552, 1984
14. Guengerich, FP: Separation and purification of multiple forms of microsomal cytochrome P-450: activities of different forms of cytochrome P-450 towards several compounds of environmental interest. J Biol Chem 252: 3970-3979, 1977
15. Ishii, K, Maeda, K, Kamataki, T, and Kato, R: Mutagenic activation of aflatoxin B1 by several forms of purified cytochrome P-450. Mutation Res 174: 85-88, 1986
16. Shimada, T, Nakamura, S-I, Imaoka, S, and Funae, Y: Genotoxic and mutagenic activation of aflatoxin B1 by constitutive forms of cytochrome P-450 in rat liver microsomes. Toxicol Appl Pharmacol 91: 13-21, 1987
17. Guengerich, FP, Butler, MA, Macdonald, TL, and Kadlubar, FF: Oxidation of carcinogenic aryl amines by cytochrome P-450 enzymes. In: Carcinogenic and Mutagenic Responses to Aromatic Amines and Nitroarenes, CM King, LJ Romano, D. Schuetzle Ed, Elsevier, new York, pp. 89-95, 1987
18. Kimura, T, Kodama, M, Nagata, C, Kamataki, T, and Kato, R: Comparative study on the metabolism of N-methyl-4-aminoazobenzene by two forms of cytochrome P-448. Biochem Phamacol 34: 3375-3377, 1985
19. Levin, W, Thomas, PE, Oldfield, N, and Ryan, DE: N-demethylation of N-nitrosodimethylamine catalyzed by purified rat hepatic microsomal cytochrome P-450: Isozyme specificity and role of cytochrome b5. Arch Biochem Biophys 248: 158-165, 1986
20. Patten, CJ, Ning, SM, Lu, AYH, and Yang, CS: Aceton-inducible cytochrome P-450: purification, catalytic activity, and interaction with cytochrome b5. Arch Biochem Biophys 251: 629-638, 1986
21. Kaminsky, LS, Guengerich, FP, Dannan, GA, and Aust, SD: Comparisons of warfarin metabolism by liver microsomes of rats treated with a series of polybrominated biphenyl congeners and by the component-purified cytochrome P-450 isozymes. Arch Biochem Biophys 225: 398-404, 1983
22. Zuber, MX, Simpson, ER, and Waterman, MR: Expression of bovine 17α-hydroxylase cytochrome P-450 cDNA in nonsteroidogenic (COS 1) cells. Science 234: 1258-1261, 1986
23. Faletto, MB, Koser, PL, Battula, N, Townsend, GK, Maccubbin, AE, Gelboin, HV, and Gurtoo, HL: Cytochrome P3-450 cDNA encodes aflatoxin B1-4-hydroxylase. J Biol Chem 263: 12187-12189, 1988
24. Battula, N: Transduction of cytochrome P3-450 by retroviruses: Constitutive expression of enzymatically active microsomal hemoprotein in animal cells. J Biol Chem 264: 2991-2996, 1989
25. Fujino, T, Park, SS, West, D, and Gelboin, HV: Phenotyping of cytochrome P-450 in human tissues with monoclonal antibodies. Proc Natl Acad Sci 79: 3682-3686, 1982
26. Distlerath, LM, Reilly, PEB, Martin, MV, Davis, GG, Wilkinson, GR, and Guengerich FP: Purification and characterization and phenacetin 0-deethylation, two prototypes for genetic polymorphism in oxidative drug metabolism, J Biol Chem 260: 9057-9067, 1985
27. Ishii, K, Maeda, K, Kamataki, T, and Kato, R: Mutagenic activation of afflatoxin B1 by several forms of purified cytochrome P-450. Mutation Res 174: 85-88, 1986
28. Shimada, T, Nakamura, S-I, Imaoka, S, and Funae, Y: Genotoxic and mutagenic activation of aflatoxin B1 by constitutive forms of cytochrome P-450 in rat liver microsomes. Toxicol Appl Pharmacol 91: 13-21, 1987
29. Black, SD and Coon, MJ: Comparative structure of P-450 cytochromes. In: Cytochrome P-450. Structure, Mechanism and Biochemistry, PR Oritiz de Montelano Ed, Plenum Press, New York, pp. 161-216, 1986
30. Kaminsky, LS, Dannan, GA, and Guengerich, FP: Comparison of cytochrome P-450 isozymes from hepatic microsomes of C57BL/6 and DBA/2 mice assessed by warfarin metabolism, immunoinhibition, and immunoelectrophoresis with anti-(rat cytochrome P-450). Eur J Biochem 141: 141-148, 1984
31. Guengerich, FP: Separation and purification of multiple forms of microsomal cytochrome P-450: partial characterization of three apparently homogeneous cytochrome P-450 prepared from livers of phenobarbital- and 3-methylcholanthrene-treated rats. J Biol Chem 253: 7931-7939, 1978
32. Umbenhauer, DR, Martin, MV, Lloyd, RS, and Guengerich, FP: Cloning and sequence determination of a complementary DNA related to human liver microsomal cytochrome P-450 S-mephenytoin 4-hydroxylase. Biochemistry 26: 1094-1099, 1987
33. Wroblewski, VJ, Gessner, T, and Olson, JR: Qualitative differences in the induction and inhibition of hepatic benzo [a] pyrene metabolism in the rat and hamster. Biochem Pharmacol 37: 1509-1517, 1988
34. Blaich, G, Göttlicher, M, Cikryt, P, and Metzler, M: Induction of P-450 isozyme activities in Syrian golden hamster liver compared to rat liver as probed by the rate of 7-alkoxyresorfin-O-dealkylation. Chem-Biol Interactions 67: 129-138, 1988
35. Watanabe, M, Fujii, H, Sagami, I, and Tanno, M: Characterization of hepatic and pulmonary cytochrome P-450 in 3-methylcholanthrene-treated hamsters. Arch Toxicol 60: 52-58, 1987
36. Negishi, M and Nebert, DW: Structural gene products of the Ah locus: genetic and immunolochemical evidence for two forms of mouse liver cytochrome P-450 induced by 3-methylcholanthrene. J Biol Chem 254: 11015-11023, 1979
37. Kuwahara, S, Harada, N, Yoshioka, H, Miyata, T, and Omura, T: Purification and characterization of four forms of cytochrome P-450 from liver microsomes of phenobarbital-treated and 3-methylcholanthrene-treated rats. J Biochem 95: 703-714, 1984
38. Ryan, DW, Thomas, PE, Korzeniowski, D, and Levin, W: Separation and characterization of highly purified forms of liver microsomal cytochrome P-450 from rat treated with polychlorinated biphenyl, phenobarbital, and 3-methylcholanthrene. J Biol Chem 254: 1365-1374, 1979
39. Wolf, CR and Oesch, F: Isolation of a high spin form of cytochrome P-450 induced in rat liver by 3-methylcholanthrene. Biochem Biophys Res Commun 111: 504-511, 1983
40. Kamataki, T, Maeda, K, Yamazoe, Y, Matsuda, N, Ishii, K, and Kato, R: A high-spin form of cytochrome P-450 highly purified from polychlorinated biphenyl-treated rats: Catalytic characterization and immunochemical quantitation in liver microsomes. Mol Pharmacol 24: 146-155, 1983
41. Aoyama, T, Imai, Y, and Sato, R: Multiple forms of cytochrome P-450 from liver microsomes of druguntreated rabbits: Purification and characterization. In: Microsomes, Drug Oxidations, and Drug Toxicity. R Sato and R Kato, Ed, Japan Scientific Societies Press, pp. 83-84, Tokyo, 1982
42. Huang, M-T, Johnson, EF, Muller-Eberhard, V, Koop, DK, Coon, MJ, and Conney, AH: Specificity in the activation and inhibition by flavonoids of benzo [a] pyrene hydroxylation by cytochrome P-450 isozymes from rabbit liver microsomes. J Biol Chem 256: 10897-10901, 1981
43. Abe, T and Watanabe, M: Purification and characterization of three forms of microsomal cytochrome P-450 in livr from 3-methylcholanthrene-treated guinea pigs. Mol Pharmacol 23: 258-264, 1983
44. Ohmachi, T, Fujii, H, Sagami, I, Suzuki, Y, Fujiwara, T, and Watanabe, M: Purification and characterization of cytochrome P-450 from liver microsomes of 3-methylcholanthrene-treated crabeating monkeys. J Biochem 105: 307-311, 1989
45. Kimura, S, Gonzalez, FJ, and Nebert, DW: The murine Ah locus: Comparison of the complete cytochrome P1-450 and P3-450 cDNA nucleotide and amino acid sequences. J Biol Chem 259: 10705-10713, 1984
46. Yabusaki, Y, Shimizu, M, Murakami, H, Nakamura, K, Oeda, K, and Ohkawa, A: Nucleotide sequence of a full-length cDNA coding for 3-methylcholanthrene-induced rat liver cytochrome P-450MC. Nucleic Acid Res 12: 2929-2938, 1984
47. Kawajiri, K, Gotoh, O, Sogawa, K, Tagashira, Y, Muramatsu, M, and Fujii-Kuriyama, Y: Coding nucleotide sequence of 3-methylcholanthrene-inducible cytochrome P-450d cDNA from rat liver. Proc Natl Acad Sci 81: 1649-1653, 1984
48. Okino, ST, Quattrochi, LC, Barnes, HJ, Osanto, S, Griffin, KJ, Johnson, EF, and Tukey, RH: Cloning and characterization of cDNA encoding 2, 3, 7, 8-tetrachlorodibenzo-p-dioxin-inducible rabbit mRNAs for cytochrome P-450 isozymes 4 and 6. Proc Natl Acad Sci 82: 5310-5314, 1985
49. Hines, RN, Levy, JB, Conrad, RD, Iversen, PL, Shen M-L, and Bresnick, E: Gene structure and nucleotide sequence for rat P-450c. Arch Biochem Biophys 237: 465-476, 1985
50. Brown, SL, Brett, SM, Gough, M, Rodricks, JV, Tardiff, RG, and Turnbull, D: Review of interspecies risk comparison. Regulatory Toxicol Pharmacol 8: 191-206, 1988
51. Boyd, MR: Biochemical mechanisms in pulmonary toxicity of furan derivatives. Rev Biochem Toxicol 2: 71-102, 1980
52. Laskin, S and Sellakumarr, A: Models in chemical respiratory carcinogenesis. In: Experimental Lung Cancer. E Karbe, JF Park, Ed, Springer-Verlag, New York, pp. 7-19, 1974
53. Nettesheime, P and Griesemer, RA: Experimental models for studies of respiratory tract carcinogenesis. In: Pathogenesis and Therapy of Lung Cancer. CC Harris, Ed, Mercel Dekker, New York, pp. 75-188, 1978
54. Sagami, I and Watanabe, M: Purification and characterization of pulmonary cytochrome P-450 from 3-methylcholanthrene-treated rats. J Biochem 93: 1499-1508, 1983
55. Watanabe, M, Sagami, I, Ohmachi, T, and Fujii, H: Characteristics of purified cytochrome P-450s in microsomes of rat lung and Morris hepatoma 5123D. Y Tagashira, T Omura, Ed, In: P-450 and Chemical Carcinogenesis, GANN Monogr Cancer Res 30. pp. 19-36, 1985
56. Watanabe, M, Kikuchi, H, Sagami, I, and Fujii, H: Comparison of complementary DNA of major cytochrome P-450 in lung and liver from 3-methylcholanthrene-treated rats. In: Cytochrome P-450. Biochemistry and Biophysics. I Schuster, Ed, Taylor and Francis, London, pp. 536-539, 1989
57. Schreiber, H, Martin, DH, and Pazmino, N: Species differences in the effect of benzo [a] pyreneferric oxide on the respiratory tract of rats and hamsters. Cancer Res 35: 1654-1661, 1975
58. Mass, MJ and Kaufman, DG: A comparison between the activation of benzo [a] pyrene in organ cultures and microsomes from the tracheal epithelium of rats and hamsters. Carcinogenesis 4: 297-303, 1983
59. Burke, MD and Prough, RA: Some charcteristics of hamster liver and lung microsomal aryl hydrocarbon (biphenyl and benzo [a] pyrene) hydroxylation reactions. Biochem Pharmacol 25: 2187-2195, 1976
60. Chiang JYL and Steggles, AW: Identification and partial purification of hamster microsomal cytochrome P-450 isozymes. Biochem Pharmacol 32: 1389-1397, 1983
61. Lotlikar, PD, Luha, L, and Zaleski, K: Reconstituted hamster liver microsomal enzyme system for N-hydroxylation of the carcinogen 2-acetylaminofluorene. Biochem Biophys Res Commun 59: 1349-1355, 1974
62. Mizokami, K, Nohmi, T, Fukuhara, M, Takanaka, A, and Omori, Y: Purification and characterization of a form of cytochrome P-450 with high specificity for aflatoxin B1 from 3-methylcholanthrene-treated hamster liver. Biochem Biophys Res Commun 139: 466-472, 1986
63. Sagami, I, Ohmachi, T, Fujii, H, and Watanabe, M: Pulmomary microsomal cytochrome P-450 from 3-methylcholanthrene-treated hamster: purification, characterization and metabolism of benzo [a] pyrene. J Biochem 100: 449-457, 1986
64. Sagami, I, Ohmachi, T, Fujii, H, and Watanabe, M: Benzo [a] pyrene metabolism by purified cytochrome P-450 from 3-methylcholanthrene-treated rats. Xenobiotica 17: 189-198, 1987
65. Watanabe, M, Sagami, I, Ohmachi, T, and Fujii, H: Comparison in the character of purified pulmonary cytochrome P-450 between 3-methylcholanthrene-treated rat and hamster. In: Cytochrome P-450. Biochemistry, Biophysic and Induction, L Vereczkey, K Magyar, Ed, Elsevier, Amsterdam, pp. 379-382, 1985
66. Conney, AH: Induction of microsomal enzymes by foreign chemicals and carcinogenesis by polycyclic aromatic hydrocarbons: G.H.A Clows Memorial Lecture. Cancer Res 42: 4875-4917, 1982
67. Watanabe, M, Potter, VR, and Morris, HP: Benzpyrene hydroxylase activity and its induction by methylcholanthrene in Morris hepatoma, in host livers, in adult liver, and in rat liver during development. Cancer Res 30: 263-273, 1970
68. Ohmachi, T, Sagami, I, Fujii, H, and Watanabe, M: Microsomal monooxygenase system in Morris hepatoma: purification and characterization of cytochrome P-450 from Morris hepatoma 5123D of 3-methylcholanthrene-treated rats. Arch Biochem Biophys 263: 176-184, 1985
69. Watanabe, M, Ohmachi, T, and Sagami, I: Multiplicity of cytochrome P-450 in Morris hepatoma. In: Biological Reactive Intermediate III. JJ Kocsis, DJ Jollov, CM Witrer, JO Nelson, R Snyder Ed, Plenum Press, New York, pp. 202-212, 1986
70. Schulte-Hermann, R, Rohme, N, Timmermann-Trosiener, I, and Schuppler, J: Immunocytochemical demonstration of a phenobarbital-inducible cytochrome P-450 in putative preneoplastic foci of rat liver. Carcinogenesis 5: 149-153, 1984
71. Tsuda, H, Moore, MA, Asamoto, M, Inoue, T, Ito, N, Satoh, K, Ichihara, A, Nakamura T, Amelizad, Z, and Oesch, F: Effect of modifying agents on the phenotypic expression of cytochrome P-450, glutathione S-transferase molecular forms, microsomal epoxide hydrolase, glucose-6-phosphate dehydrogenase and α-glutamyltranspeptidase in rat liver preneoplastic lesions. Carcinogenesis 9: 547-554, 1988
72. Watanabe, M, Watanabe, K, Konno, K, and Sato, H: Genetic differences in the induction of aryl hydrocarbon hydroxylase and benzo [a] pyrene carcinogenesis in C3H/He and DBA/2 strains of mice. Gann Jpn J Cancer Res 66: 217-226, 1975
73. Watanabe, M and Watanabe, K: Effect of trichloropropane oxide and benzoflavone on polycyclic hydrocarbon carcinogenesis in C3H/He and DBA/2 mice. Gann Jpn J Cancer Res 70: 83-87, 1979
74. Kouri, RE, McKinney, CE, Slomiany, DJ, Snodgrass, DR, Wray, NP, and McLemore, TL: Positive correlation between high aryl hydrocarbon hydroxylase activity and primary lung cancer as analyzed in cryopreserved lymphocytes. Cancer Res 42: 5030-5037, 1987
75. Poland, A, Glover, E, and Kende, AS: Stereospecific, high affinity binding of 2, 3, 7, 8-tetrachlorodibenzo-P-dioxin by hepatic cytosol: evidence that the binding species is receptor for induction of aryl hydrocarbon hydroxylase. J Biol Chem 251: 4936-4946, 1976
76. Eisen, HJ, Hannah, RR, Legraverend, C, Okey, AB, and Nebert, DW: The Ah receptor: controlling factor in the induction of drug-metabolizing enzymes by certain chemical carcinogens and other environmental pollutants. pp. 227-258, In: Biochemical Action of Hormones, G Litwack, Ed, Academic Press, New York, vol. X, 1983
77. Kouri, RE and Nebert, DW: Genethc regulation of susceptibility to polycyclic hydrocarbon-induced tumors in the mouse. In: Origins of Human Cancer. MH Hiatt JD Watson, and JA Winsten Ed, Cold Spring Harbor Lab, pp. 811-835, 1977
78. Duran-Reynals, ML, Lilly, F, Bosch, A, and Blank, KJ: The genetic basis of susceptibility to leukemia induction in mice by 3-methylcholanthrane applied percutaneously. J Exp Biol 147: 459-469, 1978
79. Beanue, PH and Guengerich, FP: Human drug metabolism in vitro Pharmac Ther 37: 193-211, 1988
80. Nebert, DW: Genes encoding drug-metabolizing enzymes: possible role in human disease In: Phenotypic Variation in Populations, AD Woodhead Ed, Plenum Pub, New York, pp. 45-64, 1988
81. Guengerich, FP: Roles of cytochrome P-450 enzymes in chemical carcinogenesis and cancer chemotherapy. Cancer Res 48: 2946-2954, 1988
82. Idle, JR, Mahgonb, A, Sloan, TP, Smith, RL, Mbanefo, Co, and Bababunmi, EA: Some observations on the oxidation phenotype status of Nigerian patents presenting with cancer. Cancer Lett 11: 331-338, 1981
83. Weston, A, Willey, JC, Newman, MJ, Haugen, GE, Manchester, DK, Choi, JS, Krontiris, T, Light, B, Mann, DL, and Harris, CC: Application of biochemical and molecular techniques to the epidemiology of human lung cancer. In: Microsome and Drug Oxidations, J Miners, DJ Birkett, R Drew, M McManus, Ed, Taylor and Francis, London, pp. 380-391, 1988
84. Kaisary, A, Smith, P, Jaczq, E, McAllister, CB, Wilkinson, GR, Ray, WA, and Branch, RA: Genetic predisposition to bladder cancer: Ability to hydroxylate debrisoquine and mephenytoin as risk factors. Cancer Res 40: 5488-5493, 1987
85. Kahn, GC, Boobis, AR, Brodie, MJ, Toverud, E-L, Murray, S, and Davis, DS: Phenacetin O-deethylase: an activity of a cytochrome P-450 showing genetic linkage with that catalyzing the 4-hydroxylation of debrisoquine. Br J Clin Pharmacol 20: 67-76, 1985