The use of adult human hepatocytes in primary culture and other in vitro systems to investigate drug metabolism in man

Advanced Drug Delivery Reviews

Volumn 22, Issue 1-2, 1996, Pages 105-132

  Maurel, Patrick ^a  

^a CNRS   (France)

Author keywords

cytochromes P450; cytotoxicity; drug interactions; enzyme induction; enzyme inhibition; genotoxicity; hepatocyte cultures; liver microsomes; metabolic pathways

Indexed keywords

DRUG PRODUCTS; DRUG THERAPY; ENZYME INHIBITION; ENZYMES; HUMAN ENGINEERING; METABOLISM; PROTEINS; TISSUE CULTURE; TOXICITY;

ADULT HUMAN HEPATOCYTES; CYTOTOXICITY; DRUG METABOLISM; ENZYME INDUCTION; GENOTOXICITY; HEPATOCYTE CULTURES; LIVER MICROSOMES; METABOLIC PATHWAYS;

DRUG INTERACTIONS;

AMIODARONE; BUFURALOL; CLOMETACIN; CLOZAPINE; CYCLOSPORIN A; CYPROTERONE ACETATE; CYTOCHROME P450 ISOENZYME; DIAZEPAM; DRUG METABOLIZING ENZYME; ENZYME INDUCING AGENT; ENZYME INHIBITOR; IBUPROFEN; IMIPRAMINE; KETOTIFEN; LANSOPRAZOLE; LOSARTAN; NAPROXEN; OMEPRAZOLE; ONDANSETRON; PARACETAMOL; PHENYTOIN; SULINDAC; TACRINE; THEOPHYLLINE; TOLBUTAMIDE; UNINDEXED DRUG; UNSPECIFIC MONOOXYGENASE; WARFARIN; ZOLPIDEM;

CHEMICAL CARCINOGENESIS; CYTOTOXICITY; DETOXIFICATION; DRUG METABOLISM; ENVIRONMENTAL FACTOR; ENZYME INDUCTION; GENETICS; GENOTOXICITY; HEPATITIS; HUMAN; HUMAN CELL; LIVER CELL CULTURE; LIVER MICROSOME METABOLISM; PATHOLOGY; PHYSIOLOGY; PRIORITY JOURNAL; PROTEIN EXPRESSION; REVIEW; XENOBIOTIC METABOLISM;

EID: 0030588645     PISSN: 0169409X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0169-409X(96)00417-6     Document Type: Review

References (140)

1. [1] Gonzalez, F.J. (1989) The molecular biology of cytochrome P450s. Pharmacol. Rev. 40, 243-288.
2. [2] Jakoby, W.B. (1980) Enzymatic Basis of Detoxication, Volumes I and II. Academic Press, New York.
3. [3] Nelson, D.R., Kamataki, T., Waxman, D.J., Guengerich, F.P., Estabrook, R.W., Feyereisen, R., Gonzalez, F.J., Coon, M.J., Gunsalus, I.C., Gotoh, O., Okuda, K. and Nebert, D. (1993) The P450 superfamily: Update on new sequences, gene mapping, accession numbers, early trivial names of enzymes, and nomenclature. DNA Cell Biol. 12, 1-51.
4. [4] Coon, M.J., Xinxin, D., Pernecky, S.J. and Vaz, A.D.N. (1992) Cytochrome P450: progress and predictions. FASEB J. 6, 669-673.
5. [5] Kalow, W. (1991) Interethnic variation of drug metabolism. Trends Pharmacol. Sci. 12, 102-107.
6. [6] Meyer, U.A. (1991) Genotype or phenotype: the definition of a pharmacogenetic polymorphism. Pharmacogenetics 1, 66-67.
7. [7] Gonzalez, F.J. (1992) Human cytochromes P450: problems and prospects. Trends Pharmacol. Sci. 13, 346-352.
8. [8] Cholerton, S., Daly, A.K. and Idle, J.R. (1992) The role of individual human cytochromes P450 in drug metabolism and clinical response. Trends Pharmacol. Sci. 13, 434-439.
9. [9] Distlerath, L.M., Reilly, P.E.B., Martin, M.V., Davis, G.G., Wilkinson, G.R. and Guengerich, F.P. (1985) Purification and characterization of the human liver cytochromes P450 involved in debrisoquine 4-hydroxylation and phenacetin O-deethylation, two prototypes for genetic polymorphism in oxidative drug metabolism. J. Biol. Chem. 260, 9057-9067.
10. [10] Sesardic, D., Boobis, A.R., Edwards, R.J. and Davies, D.S. (1988) A form of cytochrome P450 in man, orthologous to form d in the rat, catalyses the O-deethylation of phenacetin and is inducible by cigarette smoking. Br. J. Clin. Pharmacol. 26, 363-372.
11. [11] Guengerich, F.P. (1990) Characterization of roles of human cytochrome P-450 enzymes in carcinogen metabolism. Asia Pac. J. Pharmacol. 5, 327-345.
12. [12] Petersen, D.D., McKinney, C.E., Ikeya, K., Smith, H.H., Bale, A.E., McBride, O.W. and Nebert, D.W. (1991) Human CYP1A1 gene: cosegregation of the enzyme inducibility phenotype and an RFLP. Am. J. Hum. Genet. 48, 720-725.
13. [13] Hayashi, S., Watanabe, J., Nakachi, K. and Kawajiri, K. (1991) Genetic linkage of lung cancer-associated MspI polymorphisms with amino acid replacement in the heme binding region of the human cytochrome P450IA1 gene. J. Biochem. 110, 407-411.
14. [14] Miles, J.S., McLaren, A.W., Forrester, L.M., Glancey, M.J., Lang, M.A. and Wolf, C.R. (1990) Identification of the human liver cytochrome P450 responsible for coumarin 7-hydroxylase activity. Biochem. J. 267, 365-371.
15. [15] Maurice, M., Emiliani, S., Dalet-Beluche, I., Derancourt, J. and Lange, R. (1991) Isolation and characterization of a cytochrome P450 of the IIA subfamily from human liver microsomes. Eur. J. Biochem. 200, 511-517.
16. [16] Mimura, M., Baba, T., Yamazaki, H., Ohmori, S., Inui, Y., Gonzalez, F.J., Guengerich, F.P. and Shimada, T. (1993) Characterization of cytochrome P-450 2B6 in human liver microsomes. Drug Metab. Dispos. 21, 1048-1056.
17. [17] Dalet-Beluche, I., Boulenc, X., Fabre, G., Maurel, P. and Bonfils, C. (1992) Purification of two cytochrome P450 isozymes related to CYP2A and CYP3A gene families from monkey (baboon, Papio papio) liver microsomes. Cross reactivity with human forms. Eur. J. Biochem. 204, 641-648.
18. [18] Chang, T.K.H., Maurel, P. and Waxman, D.J. (1995) Enhanced activation of cyclophosphamide and ifosphamide in primary cultures of human hepatocytes treated with inducers of CYP2B, CYP2C and CYP3A. Proceedings of the International Congress of Toxicology-VII, July 2-6, Seattle, WA.
19. [19] Ged, C., Umbenhauer, D.R., Bellew, T.M., Bork, R.W., Srivastava, P.K., Shinkiri, N., Lloyd, R.S. and Guengerich, F.P. (1988) Characterization of cDNAs, mRNA, and proteins related to human liver microsomal cytochrome P450 (S)-mephenytoin 4′-hydroxylase. Biochemistry 27, 6929-6940.
20. [20] Rettie, A.E., Korzekwa, K.R., Kunze, K.L., Lawrence, R.F., Eddy, A.C., Aoyama, T., Gelboin, H.V., Gonzalez, F.J. and Trager, W.F. (1992) Hydroxylation of warfarin by human cDNA-expressed cytochrome P-450: a role for P-4502C9 in the etiology of (S)-warfarin-drug interactions. Chem. Res. Toxicol. 5, 54-59.
21. [21] Wrighton, S.A., Stevens, J.C., Becker, G.W. and Vandenbranden, M. (1993) Isolation and characterization of human liver cytochrome P450 2C19: correlation between 2C19 and S-mephenytoin 4′-hydroxylation. Arch. Biochem. Biophys. 306, 240-245.
22. [22] Goldstein, J.A., Faletto, M.B., Romkes-Sparks, M., Sullivan, T., Kitareewan, S., Raucy, J.L., Lasker, J.M. and Ghanayem, B.I. (1994) Evidence that CYP2C19 is the major (S)-mephenytoin 4′-hydroxylase in humans. Biochemistry 33, 1743-1752.
23. [23] Goldstein, J.A. and de Morais, M.F. (1994) Biochemistry and molecular biology of the human CYP2C sub-family. Pharmacogenetics 4, 285-299.
24. [24] Kimura, S., Umeno, M., Skoda, R.C., Meyer, U.A. and Gonzalez, F.J. (1989) The human debrisoquine 4-hydroxylase (CYP2D) locus: sequence and identification of the polymorphic CYP2D6 gene, a related gene and a pseudogene. Am. J. Hum. Genet. 45, 889-904.
25. [25] Gonzalez, F.J., Skoda, R.C., Kimura, S., Umeno, M., Zanger, U.M., Nebert, D.W., Gelboin, H.V., Hardwick, J.P. and Meyer, U.A. (1988) Characterization of the common genetic defect in humans deficient in debrisoquine metabolism. Nature 331, 442-446.
26. [26] Masimirembwa, C.M., Johansson, I., Hasler, J.A. and Ingelman-Sundberg, M. (1993) Genetic polymorphism of cytochrome P450 CYP2D6 in Zimbabwean population. Pharmacogenetics 3, 275-280.
27. [27] Broly, F., Gaedigk, A., Heim, M., Eichelbaum, M., Morike, K. and Meyer, U.A. (1991) Debrisoquine/sparteine hydroxylation genotype and phenotype: analysis of common mutations and alleles of CYP2D6 in a European population. DNA Cell Biol. 10, 545-558.
28. [28] Ingelman-Sundberg, M., Johansson, I., Yin, H., Terelius, Y., Eliasson, E., Clot, P. and Albano, E. (1993) Ethanol-inducible cytochrome P4502E1: genetic polymorphism, regulation, and possible role in the etiology of alcohol-induced liver disease. Alcohol 10, 447-452.
29. [29] Koop, D.R. (1992) Oxidative and reductive metabolism by cytochrome P450 2E1. FASEB J. 6, 724-730.
30. [30] Perrot, N., Nalpas, B., Yang, C.S. and Beaune, P.H. (1989) Modulation of cytochrome P450 isozymes in human liver by ethanol and drug intake. Eur. J. Clin. Invest. 19, 549-555.
31. [31] Ekström, G., von Bahr, C. and Ingelman-Sundberg, M. (1989) Human liver microsomal cytochrome P-4502E1. Immunological evaluation of its contribution to microsomal ethanol oxidation, carbon tetrachloride reduction and NADPH oxidase activity. Biochem. Pharmacol. 38, 689-693.
32. [32] Maurel, P. (1996) The CYP3A family. In: C. Ioannides (Ed.), Cytochromes P450: Metabolic and Toxicological Aspects. CRC Press, Boca Raton, FL. 241-270.
33. [33] de Waziers, I., Cugnene, P.H., Yang, C.S., Leroux, J.P. and Beaune, P.H. (1990) Cytochrome P450 isoenzymes, epoxide hydrolase and glulathione transferases in rat and human hepatic and extrahepatic tissues. J. Pharmacol. Exp. Ther. 253, 387-394.
34. [34] Ged, C., Rouillon, J.M., Pichard, L., Combalbert, J., Bressot, N., Bories, P., Michel, H., Beaune, P. and Maurel, P. (1989) The increase in urinary excretion of 6β-hydroxycortisol as a marker of human hepatic cytochrome P450 IIIA induction. Br. J. Clin. Pharmacol. 28, 373-387.
35. [35] Pichard, L., Fabre, I., Fabre G., Domergue, J., Saint Aubert, B., Mourad, G. and Maurel, P. (1990) Cyclosporin A drug interactions. Screening for inducers and inhibitors of cytochrome P450 (cyclosporin A oxidase) in primary cultures of human hepatocytes and in liver microsomes. Drug Metab. Dispos. 18, 595-606.
36. [36] Guengerich, F.P., Martin, M.V., Beaune, P.H., Kremers, P., Wolff, T. and Waxman, D.J. (1986) Characterization of rat and human liver microsomal cytochrome P450 forms involved in nifedipine oxidation, a prototype for genetic polymorphism in oxidative drug metabolism. J. Biol. Chem. 261, 5051-5060.
37. [37] Pichard, L., Curi-Pedrosa, R., Bonfils, C., Jacqz-Aigrain, E., Domergue, J., Joyeux, H., Cosme, J., Guengerich, F.P. and Maurel, P. (1995) Oxidative metabolism of lansoprazole by human liver cytochromes P450. Mol. Pharmacol. 47, 410-418.
38. [38] Aoyama, T., Yamano, S., Waxman, D.J., Lapenson, D.P., Meyer, U.A., Fischer, V., Tyndale, R., Inaba, T., Kalow, W., Gelboin, H.Y. and Gonzalez, F.J. (1989) Cytochrome P450 hPCN3, a novel cytochrome P450 IIIA gene product that is differentially expressed in adult liver. cDNA and deduced amino acid sequence and distinct specificities of cDNA-expressed hPCN1 and hPCN3 for the metabolism of steroids and cyclosporin. J. Biol. Chem. 264, 10388-10395.
39. [39] Schuetz, J.D., Beach, D.L. and Guzclian, P.S. (1994) Selective expression of cytochrome P450 CYP3A mRNAs in embryonic and adult human liver. Pharmacogenetics 4, 11-20.
40. [40] Wrighton, S.A., Brian, W.R., Sari, M.A., Iwasaki, M., Guengerich, F.P., Raucy, J.L., Molowa, D.T. and Vandenbranden, M. (1990) Studies on the expression and metabolic capability of human liver cytochrome P450IIIA5 (HLp3). Mol. Pharmacol. 38, 207-213.
41. [41] Waxman, D.J., Lapenson, D.P., Aoyama, T., Gelboin, H.V. Gonzalez, F.J. and Korzekwa, K. (1991) Steroid hormone hydroxylase specificities of eleven cDNA-expressed human cytochrome P450s. Arch. Biochem. Biophys. 290, 160-166.
42. [42] Komori, M., Nishio, K., Ohi, H., Kitada, M. and Kamataki, T. (1989) Molecular cloning and sequence analysis of cDNA containing the entire coding region for human fetal liver cytochrome P450. J. Biochem. (Tokyo) 105, 161-163.
43. [43] Komori, M., Nishio, K., Kitada, M., Shiramatsu, K., Muroya, K., Soma, M., Nagashima, K. and Kamataki, T. (1990) Fetus-specific expression of a form of cytochrome P450 in human liver. Biochemistry 29, 4430-4433.
44. [44] Schuetz, E.G., Schuetz, J.D., Grogan, W.M., Naray-Fejes-Toth, A., Fejes-Toth, G.F., Raucy, J., Guzelian, P., Gionela, K. and Watlington, C.O. (1992) Expression of cytochrome P450 3A in amphibian, rat and human kidney. Arch. Biochem. Biophys. 294, 206-214.
45. [45] Schuetz, J.D., Kauma, S. and Guzelian, P.S. (1993) Identification of the fetal liver cytochrome CYP3A7 in human endometrium and placenta. J. Clin. Invest. 92, 1018-1024.
46. [46] Diaz, D., Fabre, I., Daujat, M., Saint Aubert, B., Bories, P., Michel, H. and Maurel, P. (1990) Omeprazole is an aryl hydrocarbon-like inducer of human hepatic cytochrome P450. Gastroenterology 99, 737-747.
47. [47] Isom, H.C. and Georgoff, I. (1984) Quantitative assay for albumine-producing liver cells after simian virus 40 transformation of rat hepatocytes maintained in chemically defined medium. Proc. Natl. Acad. Sci. USA 81, 6378-6382.
48. [48] Guillouzo, A., Beaune, P., Gascoin, M.N., Begue, J.M., Campion, J.P., Guengerich, F.P. and Guguen-Guillouzo, C. (1985) Maintenance of cytochrome P-450 in cultured adult human hepatocytes. Biochem. Pharmacol. 34, 2991-2995.
49. [49] Pichard, L., Fabre, I., Domergue, J., Joyeux, H. and Maurel, P. (1991) Effect of FK506 on human hepatic cytochromes P-450: Interaction with CyA. Transplant. Proc. 23, 2791-2793.
50. [50] Maurice, M., Pichard, L., Daujat, M., Fabre, I., Joyeux, H., Domergue, J. and Maurel, P. (1992) Effects of imidazole derivatives on cytochromes P450 from human hepatocytes in primary culture. FASEB J. 6, 752-758.
51. [51] Pichard, L., Fabre, I., Daujat, M., Domergue, J., Joyeux, H. and Maurel, P. (1992) Effect of corticosteroids on the expression of cytochromes P450 and on cyclosporin A oxidase activity in primary cultures of human hepatocytes. Mol. Pharmacol. 41, 1047-1055.
52. [52] Curi-Pedrosa, R., Daujat, M., Pichard, L., Ourlin, J.C., Clair, P., Gervot, L., Lesca, P., Domergue, J., Joyeux, H., Fourtanier, G. and Maurel, P. (1994) Omeprazole and lansoprazole are mixed inducers of CYP1A and CYP3A in human hepatocytes in primary culture. J. Pharmacol. Exp. Ther. 269, 384-392.
53. [53] Rogiers, V. (1993) Cultures of human hepatocytes in in vitro pharmaco-toxicology. In: V. Rogiers, W. Sonck, E. Shephard and A. Vercruysse (Eds.), Human Cells in In Vitro Pharmaco-toxicology. Present Status Within Europe. VUB Press, Brussels, pp. 77-115.
54. [54] Cano, J.P., Fabre, G., Maurel, P., Bichet, N., Berger, Y. and Vic, P. (1988) Inter-individual variability and induction of cytochromes P-450 and UDP-glucuronosyl transferases in human liver microsomes and primary cultures of human hepatocytes. In: G. Siest, J. Magdalou and B. Burchell (Eds.), Cellular and Molecular Aspects of Glucuronidation. INSERM/John Libbey Eurotext, London, Vol. 173, pp. 249-260.
55. [55] Abid, A., Sabolovic, N., Batt, A.M., Siest, G., Maurel, P., Guillemin, F. and Magdalou, J. (1994) Induction of UDP-glucuronosyltransferases and cytochromes P450 in human hepatocytes. Cell. Pharmacol. 1, 257-262.
56. [56] Blanc, P., Etienne, H., Daujat, M., Fabre, I., Zindy, F., Domergue, J., Astre, C., Saint Aubert, B., Michel, H. and Maurel, P. (1992) Mitotic responsiveness of cultured adult human hepatocytes to epidermal growth factor, transforming growth factor a, and human serum. Gastroenterology 102, 1340-1350.
57. [57] Blanc, P., Etienne, H., Daujat, M., Fabre, I., Domergue, J., Astre, C., Saint Aubert, B., Michel, H. and Maurel, P. (1992) Proliferative responsiveness of human hepatocytes in culture: evidence for the transitory expression of hepatotrophic factors in the serum of patients with fulminant hepatitis or alter partial hepatectomy. In: D. Bernuau and G. Feldmann (Eds.), Liver Regeneration. John Libbey Eurotext. Paris, pp. 129-138.
58. [58] Guillouzo, A. (1992) Hepatotoxicity. In: J.M. Frazier (Ed.), In Vitro Toxicity Testing. Application to Safety Evaluation. Marcel Dekker, New York, pp. 45-83.
59. [59] Isom, H.C., Secott, T., Georgoff, I., Woodworth, C. and Mummaw, J. (1985) Maintenance of differentiated rat hepatocytes in primary culture. Proc. Natl. Acad. Sci. USA 82, 3252-3256.
60. [60] Schuetz, E.G., Li, D., Omiecinski, C.J., Muller-Eberhard, U., Kleinman, H.K., Elswick, B. and Guzelian, P.S. (1988) Regulation of gene expression in adult rat hepatocytes cultured on a basement membrane matrix. J. Cell. Physiol. 134, 309-323.
61. [61] Dunn, J.C.Y., Tompkins, R.G. and Yarmush, M.L. (1991) Long-term in vitro function of adult hepatocytes in a collagen sandwich configuration. Biotechnol. Prog. 7, 237-245.
62. [62] Guguen-Guillouzo, C., Clément, B., Baffet, G., Beaumont, C., Morel-Chany, E., Glaise, D. and Guillouzo, A. (1983) Maintenance and reversibility of active albumin secretion by adult rat hepatocytes co-cultured with another liver epithelial cell type. Exp. Cell Res. 143, 47-54.
63. [63] Corlu, A., Kneip, B., Lhadi, C., Leray, G., Glaise, D., Baffet, G., Bourel, D. and Guguen-Guillouzo, C. (1991) A plasma membrane protein is involved in cell contact-mediated regulation of tissue-specific genes in adult hepatocytes. J. Cell Biol. 115, 505-515.
64. [64] Schuetz, E.G., Schuetz, J.D., Strom, S.C., Thompson, M.T., Fisher, R.A., Molowa, D.T., Li, D. and Guzelian, P.S. (1993) Regulation of human liver cytochromes P-450 in family 3A in primary and continuous culture of human hepatocytes. Hepatology 18, 1254-1262.
65. [65] Morel, F., Beaune, P.H., Ratanasavanh, D., Flinois, J.P., Yang, C.S., Guengerich, F.P. and Guillouzo, A. (1990) Expression of cytochrome P-450 enzymes in cultured human hepatocytes. Eur. J. Biochem. 191, 437-444.
66. [66] Koebe, H.G., Pahernik, S., Eyer, P. and Schildberg, F.W. (1994) Collagen gel immobilization: a useful cell culture technique for long-term metabolic studies on human hepatocytes. Xenobiotica 24, 95-107.
67. [67] Sandker, G.W., Vos, R.M.E., Delbressine, L.P.C., Slooff, M.J.H., Meijer, D.K.F. and Groothuis, G.M.M. (1994) Metabolism of three pharmacologically active drugs in isolated human and rat hepatocytes: analysis of interspecies variability and comparison with metabolism in vivo. Xenobiotica 24, 143-155.
68. [68] Chenery, R.J., Ayrton, A., Oldham, H.G., Standring, P., Norman, S.J., Seddon, T. and Kirby, R. (1987) Diazepam metabolism in cultured hepatocytes from rat, rabbit, dog, guinea pig, and man. Drug Metab. Dispos. 15, 312-317.
69. [69] Le Bigot, J.F., Begue, J.M., Kiechel, J.R. and Guillouzo, A. (1987) Species differences in metabolism of ketotifen in rat, rabbit and man: demonstration of similar pathways in vivo and in cultured hepatocytes. Life Sci. 40, 883-890.
70. [70] Green, C.E., LeValley, S.E. and Tyson, C.A. (1986) Comparison of amphetamine metabolism using isolated hepatocytes from five species including human. J. Pharmacol. Exp. Ther. 237, 931-936.
71. [71] Guillouzo, A., Begue, J.M., Maurer, G. and Koch, P. (1988) Identification of metabolic pathway of pindolol and fluverlapine in adult human hepatocyte cultures. Xenobiotica 18, 131-139.
72. [72] Fabre, G., Rahmani, R., Placidi, M., Combalbert, J., Covo, J., Cano, J.P., Coulange, C., Ducros, M. and Rampal, M. (1988) Characterization of midazolam metabolism using human hepatic microsomal fractions and hepatocytes in suspension obtained by perfusing whole human livers. Biochem. Pharmacol. 37, 4389-4397.
73. [73] Thénot, J.P., Hermann, P., Durand, A., Burke, J.T., Allen, J., Garrigou, D., Vajta, S., Albin, H., Thébault, J.J., Olive, G. and Warrington, S.J. (1988) Pharmacokinetics and metabolism of zolpidem in various species and in human. In: J.P. Sauvanet, S.Z. Langer and P.L. Morselli (Eds.), Imidazopyridines in Sleep Disorders. Raven Press, New York, pp. 139-153.
74. [74] Guengerich, F.P. (1988) Oxidation of 17a-ethynylestradiol by human liver cytochrome P450. Mol. Pharmacol. 33, 500-508.
75. [75] Combalbert, J., Fabre, I., Fabre, G., Dalet, I., Derancourt, J., Cano, J.P. and Maurel, P. (1989) Metabolism of cyclosporin A. VI. Purification and identification of the rifampicin-inducible human liver cytochrome P450 (cyclosporin A oxidase) as a product of P450IIIA gene subfamily. Drug Metab. Dispos. 17, 197-207.
76. [76] Andersson, T., Miners, J.O., Veronese, M.E., Tassaneeyakul, W., Tassaneeyakul, W., Meyer, U.A. and Birkett, D.J. (1993) Identification of human liver cytochrome P450 isoforms mediating omeprazole metabolism. Br. J. Clin. Pharmacol. 36, 521-530.
77. [77] Carriere, V., Goasduff, T., Ratanasavanh, D., Morel, F., Gautier, J.C., Guillouzo, A., Beaune, P.H. and Berthou, F. (1993) Both cytochromes P450 2E1 and 1A1 are involved in the metabolism of chlorzoxazone. Chem. Res. Toxicol. 6, 852-857.
78. [78] Kerr, B.M., Bouldin-Brown, S.Y., Lee, C.A., Boehlert, C.C., Pritchard, J.F., Dixon, C.M., Colthup, P.V., Bayliss, M.K., Tarbit, M.H. and Serabjit-Singh, C.J. (1993) Cytochrome P450 metabolism of ondansetron by CYP1A2, CYP1A1 and CYP2D6. ISSX Proc. 4, 137.
79. [79] Ha, H.R., Chen, J., Freiburghaus, A.U. and Follath, F. (1995) Metabolism of theophylline by cDNA-expressed human cytochromes P-450. Br. J. Clin. Pharmacol. 39, 321-326.
80. [80] Yamazaki, H., Guo, Z., Persmark, M., Mimura, M., Inoue, K., Guengerich, F.P. and Shimada, T. (1994) Bufuralol hydroxylation by cytochrome P450 2D6 and 1A2 enzymes in human liver microsomes. Mol. Pharmacol. 46, 568-577.
81. [81] Berthou, F., Flinois, J.P., Ratanasavanh, D., Beaune, P., Riche, C. and Guillouzo, A. (1991) Evidence for the involvement of several cytochromes P-450 in the first steps of caffeine metabolism by human liver microsomes. Drug Metab. Dispos. 19, 561-567.
82. [82] Botsch, S., Gautier, J.C., Beaune, P., Eichelbaum, M. and Kroemer, H.K. (1993) Identification and characterization of the cytochrome P450 enzymes involved in N-dealkylation of propafenone: molecular base for interaction potential and variable disposition of active metabolites. Mol. Pharmacol. 43, 120-126.
83. [83] Masubushi, Y., Hosokawa, S., Horie, T., Suzuki, T., Ohmori, S., Kitada, M. and Narimatsu, S. (1994) Cytochrome P450 enzymes involved in propranolol metabolism in human liver microsomes. The role of CYP2D6 as ring-hydroxylase and CYP1A2 as N-desisopropylase. Drug Metab. Dispos. 22, 909-915.
84. [84] Woolf, T.F., Pool, W.F., Kukan, M., Bezek, S., Kunze, K. and Trager, W.F. (1993) Characterization of tacrine metabolism and bioactivation using heterologous expression systems and inhibition studies: evidence for CYP1A2 involvement. ISSX Proc. 4, 139.
85. [85] Hamman, M.A., Wrighton, S.A. and Hall, S.D. (1994) Sulindac metabolism by human liver microsomes. ISSX Proc. 6, 251.
86. [86] Walter, B.A. and Hundal, J.S. (1994) In vitro metabolism of fadrozole (CGS 16949A) in human microsomes and human cell lines expressing a single P450 isozyme. ISSX Proc. 6, 187.
87. [87] Chang, T.K.H., Weber, G.F., Crespi, C.L. and Waxman, D.J. (1993) Differential activation of cyclophosphamide and ifosphamide by cytochromes P-450 2B and 3A in human liver microsomes. Cancer Res. 53, 5629-5637.
88. [88] Coutts, R.T., Bolaji, O.O., Su, P. and Baker, G.B. (1994) Metabolism of methoxyphenamine in vitro by a CYP2D6 microsomal preparation. Drug Metab. Dispos. 22, 756-760.
89. [89] Marre, F., Fabre, G., Lacarelle, B., Bourrie, M., Catalin, J., Berger, Y., Rahmani, R. and Cano, J.P. (1992) Involvement of the cytochrome P-450IID subfamily in minaprine 4-hydroxylation by human hepatic microsomes. Drug Metab. Dispos. 20, 316-321.
90. [90] Fischer, V., Vickers, A.E.M., Heitz, F., Mahadevan, S., Baldeck, J.P., Minery, P. and Tynes, R. (1994) The polymorphic cytochrome P-4502D6 is involved in the metabolism of both 5-hydroxytryplamine antagonists, tropisetron and ondansetron. Drug Metab. Dispos. 22, 269-274.
91. [91] Mitra, A.K., Thummel, K.E., Unadkat, J.D. and Slattery, J.T. (1994) Metabolism of dapsone in human liver by cytochrome P-450 2E1. ISSX Proc. 6, 248.
92. [92] Clarke, S.E., Baldwin, S.J., Bloomer, J.C., Ayrton, A.D., Sozio, R.S. and Chenery, R.J. (1994) Lauric acid as a model substrate for the simultaneous determination of cytochrome P450 2E1 and 4A in hepatic microsomes. Chem. Res. Toxicol. 7, 836-842.
93. [93] Kharasch, E.D., Mautz, D. and Labroo, R. (1994) In vitro-in vivo correlations of human opioid metabolism: the role of cytochrome P450 3A4 in alfentanil pharmacokinetics. ISSX Proc. 6, 176.
94. [94] Jönsson, G., Aström, A. and Andersson, P. (1995) Busedonide is metabolized by cytochrome P450 (CYP3A) enzymes in human liver. Drug Metab. Dispos. 23, 137-142.
95. [95] Gorski, J.C., Wrighton, S.A., Jones, D.R. and Hall, S.D. (1994) The contribution of cytochrome P450 3A (CYP3A) to the 6-hydroxylation of chlorzoxazone. ISSX Proc. 6, 116.
96. [96] Yun, C.H., Lee, H.S., Rho, J.K., Jeong, H.G. and Guengerich, F.P. (1995) Oxidation of the angiotensin II receptor antagonist losartan (DuP 753) in human liver microsomes. Role of cytochrome P4503A(4) in formation of the active metabolite EXP3174. Drug Metab. Dispos. 23, 285-289.
97. [97] Iribarne, C., Picart, D., Dreano, Y., Menez, J.F. and Berthou, F. (1995) Involvement of cytochrome P4503A in the N-demethylation of methadone in rat and human liver microsomes. Proceedings of the 9th International Conference on Cytochromes P450 Biochemistry, Biophysics and Molecular Biology, Zurich, 23-27 July.
98. 14C]sertindole. ISSX Proc. 4, 147.
99. [99] Harris, J.V., Rahman, A., Kim, B.R., Guengerich, F.P. and Collins, J.M. (1994) Metabolism of taxol by human hepatic microsomes and liver slices: participation of cylochrome P450 3A4 and an unknown P450 enzyme. Cancer Res. 54, 4026-4035.
100. [100] Berthou, F., Dreano, Y., Belloc, C., Kangas, L., Gautier, J.C. and Beaune, P. (1994) Involvement of cytochrome P450 3A enzyme family in the major metabolic pathways of toremifene in human liver microsomes. Biochem. Pharmacol. 47, 1883-1895.
101. [101] Ring, B.J., Parli, C.J., George, M.C. and Wrighton, S.A. (1994) In vitro metabolism of zatosetron. Interspecies comparison and role of CYP 3A. Drug Metab. Dispos. 22, 352-357.
102. [102] Nakasa, H., Komiya, M., Ohmori, S., Rikihisa, T., Kiuchi, M. and Kitada, M. (1993) Characterization of human liver microsomal cytochrome P450 involved in the reductive metabolism of zonisamide. Mol. Pharmacol. 44, 216-221.
103. [103] Guengerich, F.P. (1990) Mechanism-based inactivation of human liver microsomal cytochrome P450 IIIA by gestodene. Chem. Res. Toxicol. 3, 363-371.
104. [104] Kocarek, T.A., Schuetz, E.G., Strom, S.C., Fisher, R.A. and Guzelian, P.S. (1995) Comparative analysis of cytochrome P4503A induction in primary cultures of rat, rabbit, and human hepatocytes. Drug Metab. Dispos. 23, 415-421.
105. [105] Daujat, M., Pichard, L., Pineau, T., Fabre, G., Bonfils, C. and Maurel, P. (1991). Induction protocols for cytochromes P450IIIA in vivo and in primary cultures of animal and human hepatocytes. Methods Enzymol. 206, 345-353.
106. [106] Johnson, E.F., Hsu, M.H., Griffin, K.J. and Palmer, C.N.A. (1994) Regulation of cytochrome P450 and other genes by the peroxisome proliferator activated receptor α. ISSX Proc. 6, 14.
107. 13C-[N-3-methyl]-caffeine breath test in poor and extensive metabolizers of S-mephenytoin. Clin. Pharmacol. Ther. 52, 170-180.
108. [108] McDonnell, W.M., Scheiman, J.M. and Traber, P.G. (1992) Induction of cytochrome P450 1A genes (CYP1) by omeprazole in the human alimentary tract. Gastroenterology 103, 1509-1516.
109. [109] Maurel, P., Pichard, L., Greuet, J., Muntane, J., Ourlin, J.C. and Daujat, M. (1994) Inhibition and repression of CYP3A4 in primary cultures of human hepatocytes. Comparative analysis with clinical observations. In Proceedings of the 10th International Symposium on Microsomes and Drug Oxidations, Toronto, Canada, July 18-21, pp. 188-190.
110. [110] Farrell, G. and Murray, M. (1990) Human cytochrome P450 isoforms. Their genetic heterogeneity and induction by omeprazole. Gastroenterology 99, 885-889.
111. [111] Parkinson, A. and Hurwitz, A. (1991) Omeprazole and the induction of human cytochrome P450: a response to concerns about potential adverse effects. Gastroenterology 100, 1157-1164.
112. [112] Lesca, P. (1981) Influence of the rate of 7,12-dimethylbenz(a)anthracene metabolic activation in vivo on its binding to epidermal DNA and skin carcinogenesis. Carcinogenesis 2, 199-204.
113. [113] Estabrook, R., Case. D., Parke, D., Maurel, P., Parkinson, A. and Caldwell, J. (1991) The P450 1A1 debate. ISSX Newslett. 10, 2-3.
114. [114] Lucier, G.W., Thompson, C.L. and Hoel, D.J. (1992) Omeprazole, cytochrome P450 and chemical carcinogenesis. Gastroenterology 102, 1823-1824.
115. [115] Green, S. (1992) Nuclear receptors and chemical carcinogenesis. Trends Pharmacol. Sci. 13, 251-255.
116. [116] Quattrochi, L.C. and Tukey, R.H. (1994) The human CYP1A2 gene and induction by 3-methylcholanthrene. A region of DNA that supports AH-receptor binding and promoter-specific induction. J. Biol. Chem. 269, 6949-6954.
117. [117] Gillam, E.M.J. and Reilly, P.E.B. (1988) Phenacetin O-deethylation by human liver microsomes: kinetics and propranolol inhibition. Xenobiotica 18, 95-104.
118. [118] Sesardic, D., Boobis, A.R., Murray, B.P., Murray, S., Segura, J., De La Torre, R. and Davies, D.S. (1990) Furafylline is a potent and selective inhibitor of cytochrome P450IA2 in man. Br. J. Clin. Pharmacol. 29, 651-663.
119. [119] Brosen, K., Skjelbo, E., Rasmussen, B.B., Poulsen, H.E. and Loft, S. (1993) Fluvoxamine is a potent inhibitor of cytochrome P4501A2. Biochem. Pharmacol. 45, 1211-1214.
120. [120] Doecke, C.J., Veronese, M.E., Pond, S.M., Miners, J.O., Birkett, D.J., Sansom, L.N. and McManus, M.E. (1991) Relationship between phenytoin and tolbutamide hydroxylation in human liver microsomes. Br. J. Clin. Pharmacol. 31, 125-130.
121. [121] Knodell, R.G., Hall, S.D., Wilkinson, G.R. and Guengerich, F.P. (1987) Hepatic metabolism of tolbutamide: characterization of the form of cytochrome P450 involved in methyl hydroxylation and relationship to in vivo disposition. J. Pharmacol. Exp. Ther. 241, 1112-1119.
122. [122] Otton, S.V., Crewe, H.K., Lennard, M.S., Tucker, G.T. and Woods, H.F. (1988) Use of quinidine inhibition to define the role of the sparteine/debrisoquine cytochrome P450 in metoprolol oxidation by human liver microsomes. J. Pharmacol. Exp. Ther. 247, 242-247.
123. [123] Yamazaki, H., Inui, Y., Yun, C.H., Guengerich, F.P. and Shimada, T. (1992) Cytochrome P450 2E1 and 2A6 enzymes as major catalysts for metabolic activation of N-nitrosodialkylamines and tobacco-related nitrosamines in human liver microsomes. Carcinogenesis 13, 1789-1794.
124. [124] Shimada, T., Martin, M.V., Pruess-Schwartz, D., Marnett, L.J. and Guengerich, F.P. (1989) Roles of individual human cytochrome P450 enzymes in the bioactivation of benzo(a)pyrene, 7,8-dihydroxy-7,8-dihydrobenzo(a)pyrene, and other dihydrodiol derivatives of polycyclic aromatic hydrocarbons. Cancer Res. 49, 6304-6312.
125. [125] McInnes, G.T. and Brodie, M.J. (1988) Drug interactions that matter. A critical reappraisal. Drugs 36, 83-110.
126. [126] Wadhwa, N.K., Schroeder, T.J., Pesce, A.J., Myre, S.A., Clardy, C.W. and First, M.R. (1987) Cyclosporin drug interactions: a review. Ther. Drug Monit. 9, 399-406.
127. [127] Baciewicz, A.M. and Baciewicz, F.A. (1989) Cyclosporin pharmacokinetic drug interactions. Am. J. Surg. 157, 264-271.
128. [128] Zimmerman, H.J. and Maddrey, W.C. (1993) Toxic and drug-induced hepatitis. In: L. Schiff and E.R. Schiff (Eds.), Diseases of the Liver, 7th edn. J.B. Lippincott, Philadelphia, PA, pp. 707-783.
129. [129] Siproudhis, L., Beaugrand, M., Malledant, Y., Brissot, P., Guguen-Guillouzo, C. and Guillouzo, A. (1991) Use of adult human hepatocytes in primary culture for the study of clometacin-induced immunoallergic hepatitis. Toxicol. Vitro 5, 529-534.
130. [130] Cohen, S.M. and Ellwein, L.B. (1991) Genetic errors, cell proliferation, and carcinogenesis. Cancer Res. 51, 6493-6505.
131. [131] Harris, C.C. (1991) Chemical and physical carcinogenesis: advances and perspectives for the 1990s. Cancer Res. 51, 5023s-5044s.
132. [132] Ashby, J. and Morrod, R.S. (1991) Detection of human carcinogens. Nature 352, 185-186.
133. 32P-labeling test for DNA damage. Proc. Natl. Acad. Sci. USA 78, 6126-6129.
134. [134] Maron, D.M. and Ames, B.N. (1983) Revised methods for the salmonella mutagenicity test. Mutat. Res. 113, 173-215.
135. [135] Heil, J. and Reifferscheid, G. (1992) Detection of mammalian carcinogens with an immunological DNA synthesis-inhibition test. Carcinogenesis 13, 2389-2394.
136. [136] Fritsche, M., Haessler, C. and Brander, G. (1993) Induction of nuclear accumulation of the tumor-suppressor protein p53 by DNA-damaging agents. Oncogene 8, 307-318.
137. [137] Greuet, J., Perin, F. and Maurel, P. (1993) Genotoxicity of dibenzo(c,g)carbazole in human hepatocytes in primary culture. ISSX Proc. 3, 152.
138. [138] Schurdak, M.E. and Randerath, K. (1985) Tissue-specific DNA adduct formation in mice treated with environmental carcinogen, 7H-dibenzo(c,g)carbazole. Carcinogenesis 6, 1271-1274.
139. [139] Werner, S., Topinka, J., Kunz, S., Bekurts, T., Heidecke, C.D., Wolff, T. and Schwarz, L.R. (1995) Formation of hepatic DNA adducts by cyproterone acetate in various species: high levels are formed in human hepatocytes. 5th International Symposium on Biological Reactive Intermediates. Munich, Germany, January 4-8.
140. [140] Topinka, J., Andrea, U., Schwarz, L.R. and Wolff, T. (1993) Cyproterone acetate generates DNA adducts in rat liver and in primary rat hepatocyte cultures. Carcinogenesis 14, 423-427.