Detoxication of vinca alkaloids by human P450 CYP3A4-mediated metabolism: Implications for the development of drug resistance

Journal of Pharmacology and Experimental Therapeutics

Volumn 294, Issue 1, 2000, Pages 387-395

  Yao, Denggao ^a   Ding, Shaohong ^a   Burchell, Brian ^b   Wolf, C Roland ^a   Friedberg, Thomas ^a,b  

^a IMPERIAL CANCER RESEARCH FUND   (United Kingdom)

^b UNIVERSITY OF DUNDEE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BETA GALACTOSIDASE; CYTOCHROME P450 3A4; CYTOCHROME REDUCTASE; MULTIDRUG RESISTANCE PROTEIN; VINBLASTINE; VINCA ALKALOID;

ADENOCARCINOMA; ANIMAL CELL; ARTICLE; BACTERIAL MEMBRANE; CELL SURVIVAL; CHO CELL; CYTOTOXICITY; DETOXIFICATION; DRUG METABOLISM; HUMAN; HUMAN CELL; MULTIDRUG RESISTANCE; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; TURNOVER TIME;

ANIMALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; CHO CELLS; CRICETINAE; CYTOCHROME P-450 ENZYME SYSTEM; DRUG RESISTANCE, NEOPLASM; HUMANS; METABOLIC DETOXICATION, DRUG; MIXED FUNCTION OXYGENASES; VINBLASTINE; VINCRISTINE;

EID: 0033917116     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (39)

1. Blake JAR, Pritchard M, Ding S, Smith GCM, Burchell B, Wolf CR and Friedberg T (1996) Coexpression of a human P450 (CYP3A4) and P450 reductase generates a highly functional monooxygenase system in Escherichia coli. FEBS Lett 397:210-214.
2. Capdevila JH, Falck JR and Estabrook RW (1992) Cytochrome P450 and the arachidonate cascade. FASEB J 6:731-736.
3. de la Luna S, Soria I, Pulido D, Ortin J and Jimenez A (1988) Efficient transformation of mammalian cells with constructs containing a puromycin-resistance marker. Gene 82:121-126.
4. Ding SH, Yao DG, Burchell B, Wolf CR and Friedberg T (1997) High levels of recombinant CYP3A4 expression in CHO cells are modulated by coexpressed human P450 reductase and hemin. Arch Biochem Biophys 348:403-410.
5. Dorr KT, Bozak KA, Shipp NG, Hendrix M, Alberts DS and Ahmann F (1988) In vitro rat myocyte cardiotoxicity model for antitumor antibiotics using adenosine triphosphate/protein ratios. Cancer Res 48:5222-5227.
6. Friedberg T, Pritchard MP, Bandera M, Hanlon SP, Yao D, McLaughlin LA, Ding S, Burchell B and Wolf CR (1999) Merits and limitations of recombinant models for the study of human P450 mediated drug metabolism and toxicity. Drug Metab Rev 31:523-544.
7. Gillam EMJ, Baba T, Kim BR, Ohmori S and Guengerich FP (1993) Expression of modified human cytochrome-P450 3A4 in Escherichia coli and purification and reconstitution of the enzyme. Arch Biochem Biophys 305:123-131.
8. Goeptar AR, Groot EJ, Scheerens H, Commandeur JN and Vermeulen NP (1994) Cytotoxicity of mitomycin C and adriamycin in freshly isolated rat hepatocytes: The role of cytochrome P450. Cancer Res 54:2411-2418.
9. Gonzalez FJ (1992) Human cytochromes P450: Problems and prospects. Trends in Pharmacol Sci 12:346-352.
10. Hollo Z, Homlya L, Hegedus T and Sarkadi B (1996) Transport properties of the multidrug resistance-associated protein (mrp) in human tumour cells. FEBS Lett 383:99-104.
11. Houghton PJ, Hazelton BJ and Douglas EC (1985) In situ selection of a human rhabdomyosarcoma resistant to vincristine with altered alpha-tubulins. Cancer Res 45:2706-2710.
12. Kaufman RJ (1990) Selection and coamplification of heterologous genes in mammalian cells, in Gene Expression Technology, Methods in Enzymology (Goeddel DV ed) vol 185, pp 537-566, Academic Press, San Diego.
13. Kivisto KT, Kroemer HK and Eichelbaum M (1995) The role of human cytochrome P450 enzymes in the metabolism of anticancer agents: Implications for drug interactions. Br J Clin Pharmacol 40:523-530.
14. Kostrubsky VE, Lewis LD, Strom SC, Wood SG, Schuetz EG, Schuetz JD, Sinclair PR, Wrighton SA and Sinclair JF (1998) Induction of cytochrome P4503A by taxol in primary cultures of human hepatocytes. Arch Biochem Biophys 355: 131-136.
15. LeCluyse EL, Bullock PL and Parkinson A (1996) Strategies for restoration and maintenance of normal hepatic structure and function in long-term cultures of rat hepatocytes. Ado Drug Deliv Rev 22:133-186.
16. Lewis AD, Lau DH, Duran GE, Wolf CR and Sikic BI (1992) Role of cytochrome P-450 from the human CYP3A gene family in the potentiation of morpholino doxorubicin by human liver microsomes. Cancer Res 52:4379-4384.
17. Louie KG, Hamilton TC, Winker MA, Behrens BC, Tsuruo T, Klecker RW, McKoy WM, Grotzinger KR, Myers CE and Young RC (1986) Adriamycin accumulation and metabolism in adriamycin-sensitive and resistant human ovarian cancer cell lines. Biochem Pharmacol 35:467-472.
18. Maurel P (1996) The use of adult human hepatocytes in primary culture and other in vitro systems to investigate drug metabolism in man. Adv Drug Deliv Rev 22:105-132.
19. Murray GI, McKay JA, Weaver RJ, Ewen SW, Melvin WT and Burke MD (1993a) Cytochrome P450 expression is a common molecular event in soft tissue sarcomas. J Pathol 171:49-52.
20. Murray GI, Taylor VE, McKay JA, Weaver RJ, Ewen SW, Melvin WT and Burke MD (1995) The immunohistochemical localization of drug-metabolizing enzymes in prostate cancer. J Pathol 177:147-152.
21. Murray GI, Weaver RJ, Paterson PJ, Ewen SW, Melvin WT and Burke MD (1993b) Expression of xenobiotic metabolizing enzymes in breast cancer. J Pathol 169:347-353.
22. Petriz J, O'Connor JE, Carmona M and Garcia LJ (1997) Is rhodamine 123 an appropriate fluorescent probe to assess P-glycoprotein mediated multidrug resistance in vinblastine resistant CHO cells. Anal Cell Pathol 14:129-140.
23. Porter TD and Coon MJ (1991) Cytochrome P450: Multiplicity of isoforms, substrates, and catalytic and regulatory mechanisms. J Biol Chem 266:13469-13472.
24. Pritchard MP, Glancey MJ, Blake JAR, Gilham DE, Burchell B, Wolf CR and Friedberg T (1998) Functional coexpression of CYP2D6 and human cytochrome P450 reductase in Escherichia coli. Pharmacogenetics 8:33-42.
25. Pritchard MP, Ossetian R, Li DN, Henderson CJ, Burchell B, Wolf CR and Friedberg T (1997) A general strategy for the expression of recombinant human cytochrome P450s in Escherichia coli using bacterial signal peptides: Expression of CYP3A4, CYP2A6, and CYP2E1. Arch Biochem Biophys 345:342-354.
26. Relling MV, Nemec J, Schuetz EG, Schuetz JD, Gonzalez FJ and Korzekwa KR (1994) O-demethylation of epipodophyllotoxins is catalyzed by human cytochrome P450 3A4. Mol Pharmacol 45:352-358.
27. Ren S, Yang JS, Kalhorn TF and Slattery JT (1997) Oxidation of cyclophosphamide to 4-hydroxycyclophosphamide and deschloroethylcyclophosphamide in human liver microsomes. Cancer Res 57:4229-4235.
28. Rowinsky EK and Donehower RC (1996) Antimicrotubule agents, in Cancer Chemotherapy and Biotherapy: Principles and Practice (Chabner BA and Longo DL, eds) pp 263-296, Lippincott-Raven, Philadelphia.
29. Royer I, Monsarrat B, Sonnier M, Wright M and Cresteil T (1996) Metabolism of docetaxel by human cytochromes P450: Interactions with paclitaxel and other antineoplastic drugs. Cancer Res 56:58-65.
30. Schuetz EG, Beck WT and Schuetz JD (1996) Modulators and substrates of P-glycoprotein and cytochrome P4503A coordinately up-regulate these proteins in human colon carcinoma cells. Mol Pharmacol 49:311-318.
31. Siegsmund MJ, Cardarelli C, Aksentijevich J, Sugimoto Y, Pastan J and Gottesman MM (1994) Ketoconazole effectively reverses multidrug resistance in highly resistant KB cells. J Urol 15:485-491.
32. Turner RN and Curtin NJ (1996) Dipyramidole increases VP-16 growth inhibition, accumulation and retention in parental and multidrug resisant CHO cellls. Br J Cancer 73:856-860.
33. Ueda K, Cardell C, Gottesman MM and Pastan I (1987) Expression of a full length cDNA for the human MDR1 gene confers resistance to colchicine, doxorubicin and vinblastine. Proc Natl Acad Sci USA 84:3004-3008.
34. Villikka K, Kivistö KT, Mäenpää H, Joensuu H and Neuvonen P (1999) Cytochrome P450-inducing antiepileptics increase the clearance of vincriatine in patients with brain tumors. Clin Pharmacol Ther 66:589-593.
35. Weber GF and Waxman DJ (1993) Denitrosation of the anti-cancer drug 1,3-bis(2-chloroethyl)-1-nitrosourea catalyzed by microsomal glutathione S-transferase and cytochrome P450 monooxygenases. Arch Biochem Biophys 307:369-378.
36. Zhang C, Hughes M and Clarke P (1999) Ran-GTP stabilises microtubule aster and inhibits nuclear assembly in Xenopus egg extracts. J Cell Sci 112:2453-2461.
37. Zhou PX, Seree E, Zhou XJ, Placidi M, Maurel P, Barra Y and Rahmani R (1993a) Involvement of human liver cytochrome P450 3A in vinblastine metabolism: Drug interactions. Cancer Res 53:5121-5126.
38. Zhou XJ, Placidi M and Rahmani R (1994) Uptake and metabolism of vinca alkaloids by freshly isolated human hepatocytes in suspension. Anticancer Res 14:1017-1022.
39. Zhou XJ, Zhou PX, Gauthier T, Placidi M, Maurel P and Rahmani R (1993b) Human liver microsomal cytochrome P450 3A isozymes mediated vindesine biotransformation. Metabolic drug interactions. Biochem Pharmacol 45:853-861.