Multidrug resistance protein-mediated transport of chlorambucil and melphalan conjugated to glutathione

British Journal of Cancer

Volumn 77, Issue 2, 1998, Pages 201-209

  Barnouin, K ^a   Leier, I ^a   Jedlitschky, G ^a   Pourtier Manzanedo, A ^a   Konig J ^a   Lehmann, W D ^a   Keppler, D ^a  

^a GERMAN CANCER RESEARCH CENTER DKFZ   (Germany)

Author keywords

ATP dependent transport; Chlorambucil; Glutathione S conjugate; Melphalan; Multidrug resistance ( associated) protein (MRP1)

Indexed keywords

ALKYLATING AGENT; CHLORAMBUCIL; GLUTATHIONE; MELPHALAN;

ARTICLE; CELL MEMBRANE; CHO CELL; DRUG CONJUGATION; DRUG TRANSPORT; HUMAN; HUMAN CELL; MEMBRANE VESICLE; MULTIDRUG RESISTANCE; PRIORITY JOURNAL; TUMOR CELL LINE;

EID: 0031965130     PISSN: 00070920     EISSN: None     Source Type: Journal    
DOI: 10.1038/bjc.1998.34     Document Type: Article

References (40)

1. Akerboom TPM and Sies H (1994) Transport of glutathione disulphide and glutathione-S-conjugates in hepatocyte plasma membrane vesicles. Meth Enzymol 233: 416-425
2. Begleiter A and Goldenberg GJ (1983) Uptake and decomposition of chlorambucil by L5178Y lymphoblasts in vitro. Biochem Pharmacol 32: 535-539
3. Böhme M, Büchler M, Müller M and Keppler D (1993) Differential inhibition by cyclosporin of primary-active ATP-dependent transporters in the hepatocyte canalicular membrane. FEBS Lett 333: 193-196
4. Büchler M, Böhme M, Ortlepp H and Keppler D (1994) Functional reconstitution of ATP-dependent transporters from the solubilized hepatocyte canalicular membrane. Eur J Biochem 224: 345-352
5. Büchler M, König J, Brom M, Kartenbeck J, Spring H, Horie T and Keppler D (1996) cDNA cloning of the hepatocyte canalicular isoform of the multidrug resistance protein, cMRP, reveals a novel conjugate export pump deficient in hyperbilirubinemic mutant rats. J Biol Chem 271: 15091-15098
6. Ciaccio P, Tew K and LaCreta F (1990) The spontaneous and glutathione S-transferase-mediated reaction of chlorambucil with glutathione. Cancer Commun 2: 279-286
7. Cole SPC, Bhardwaj G, Gerlach JH, Mackie JE, Grant CE, Almquist KC, Stewart AJ, Kurz EU, Duncan AMV and Deeley RG (1992) Overexpression of a transporter gene in a multidrug-resistant human lung cancer cell line. Science 258: 1650-1654
8. Cole SPC, Sparks KE, Fraser K, Loe DW, Grant CE, Wilson GM and Deeley RG (1994) Pharmacological characterization of multidrug resistant MRP-transfected human tumor cells. Cancer Res 54: 5902-5910
9. Dulik D, Fenselau C and Hilton J (1986) Characterization of melphalan-glutathione adducts whose formation is catalyzed by glutathione transferases. Biochem Pharmacol J 35: 3405-3409
10. Dulik D, Colvin O and Fenselau, C (1990) Characterization of glutathione S-conjugates of chlorambucil by fast atom bombardment and thermospray liquid chromatography/mass spectrometry. Biomed Env Mass Spec 19: 248-252
11. Fenn JB, Mann M, Meng CK, Wong SF and Whitehouse CM (1988) Electrospray ionization for mass spectrometry of large biomolecules. Science 246: 64-71
12. Hayes JD and Pulford DJ (1995) The glutathione S-transferase supergene family: regulation of GST and the contribution of the isoenzymes to cancer chemoprotection and drug resistance. Crit Rev Biochem Mol Biol 30: 445-600
13. Jedlitschky G, Leier I, Buchholz U, Center M and Keppler D (1994) ATP-dependent transport of glutathione S-conjugates by the multidrug resistance-associated protein. Cancer Res 54: 4833-4836
14. Jedlitschky G, Leier I, Buchholz U, Barnouin K, Kurz G and Keppler D (1996) Transport of glutathione, glucuronate, and sulphate conjugates by the MRP gene-encoded conjugate export pump. Cancer Res 56: 988-994
15. Krishnamachary N and Center MS (1993) The MRP gene associated with a non-P-glycoprotein multidrug resistance encodes a 190-kDa membrane bound glycoprotein. Cancer Res 53: 3658-3661
16. Krishnamachary N, Ma L, Zheng L, Safa AR and Center MS (1994) Analysis of MRP gene expression and function in HL60 cells isolated for resistance to adriamycin. Oncol Res 6: 119-127
17. 4 and structurally related conjugates. J Biol Chem 269: 27807-27810
18. 4 export carrier in mastocytoma cells. Eur J Biochem 220: 599-606
19. Leier I, Jedlitschky G, Buchholz U, Center M, Cole SPC, Deeley RG and Keppler D (1996) ATP-dependent glutathione disulphide transport mediated by the MRP gene-encoded conjugate export pump. Biochem J 314: 433-437
20. Lewis AD, Hickson ID, Robson CN, Harris AJ, Hayes JD, Griffiths SA, Manson MM, Hall AE, Moss JE and Wolf CR (1988) Amplification and increased expression of alpha class glulathione S-transferase-encoding genes associated with resistance to nitrogen mustards. Proc Natl Acad Sci 85: 8511-8515
21. Loe DW, Almquist KC, Cole SPC and Deeley RG (1996a) ATP-dependent 17β-estradiol-(β-D-glucuronide) transport by multidrug resistance protein (MRP). J Biol Chem 271: 9683-9689
22. 4 and chemotherapeutic agents in membrane vesicles. Demonstration of glutathione-dependent vincristine transport. J Biol Chem 271: 9675-9682
23. Loe DW, Deeley RG and Cole SPC (1996c) Biology of the multidrug resistance-associated protein, MRP. Eur J Cancer 32A: 945-957
24. Mayer R, Kartenbeck J, Büchler M, Jedlitschky G, Leier I and Keppler K (1995) Expression of the MRP gene-encoded conjugate export pump in liver and its selective absence from the canalicular membrane in transport-deficient mutant hepatocytes. J Cell Biol 131: 137-150
25. Meyer D, Gilmore K, Harris J, Hartley J and Ketterer B (1992) Chlorambucil-monoglutathionyl conjugate is sequestered by human alpha class glutathione S-transferases. Br J Cancer 66: 433-438
26. Mosman T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65: 55-63
27. Müller M, Meijer C, Zaman GJR, Borst P, Scheper R, Mulder N, De Vries EGE and Jansen PLM (1994) Overexpression of the gene encoding the multidrug resistance-associated protein results in increased ATP-dependent glutathione S-conjugate transport. Proc Natl Acac Sci USA 91: 13033-13037
28. O'Brien ML and Tew KD (1996) Glutathione and related enzymes in multidrug resistance. Eur J. Cancer 32A: 967-978
29. Pourtier-Manzanedo A, Boesch D and Loor F (1991) FK-506 (fujimycin) reverses the multidrug resistance of tumor cells in vitro. Anti-Cancer Drugs 2: 279-283
30. Robson C, Alexander J, Harris A and Hickson I (1986) Isolation and characterization of a Chinese hamster ovary cell line resistant to bifunctional nitrogen mustards. Cancer Res 46: 6290-6294
31. Sanger F, Nicklen S and Coulson AR (1977) DNA sequencing with chain-terminating inhibitors. Proc Natl Acad Sci USA 74: 5463-5467
32. Stride BSD, Valdimarsson G, Gerlach JH, Wilson GW, Cole SPC and Deeley RG (1996) Structure and expression of the messenger RNA encoding the murine multidrug resistance protein, an ATP-binding cassette transporter. Mol Pharmacol 49: 962-971
33. Terenbaum L (1994) Cancer Chemotherapy and Biotherapy - A Reference Guide. WB Saunders: Philadelphia
34. Towbin J, Staehelin T and Gordon J (1979) Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: procedure and some applications. Proc Natl Acad Sci USA 76: 4350-4354
35. Turner RN and Curtin NJ (1996) Dipyridamole increases VP16 growth inhibition, accumulation and retention in parental and multidrug-resistant CHO cells. Br J Cancer 73: 856-860
36. Vistica DT (1983) Cellular pharmacokinetics of the phenylalanine mustards. Pharmacol Ther 22: 379-405
37. Voyksner RD (1992) Electrospray LC/MS - Can it be used to determine lower molecular weight molecules? Nature 356: 86-87
38. Wilm M and Mann M (1996) Analytical properties of the nanoelectrospray source. Anal Chem 68: 1-8
39. Zaman GJR, Lankelma J, van Tellingen O, Beijnen J, Dekker H, Paulusma C, Oude Elferink RPJ, Baas F and Borst P (1995) Role of glutathione in the export of compounds from cells by the multidrug-resistance-associated protein. Proc Natl Acad Sci USA 92: 7690-7694
40. Zijlstra JG, de Vries EGE and Mulder N (1987) Multifactorial drug resistance in an adriamycin-resistant human small cell lung carcinoma cell line. Cancer Res 47: 1780-1784