Detoxification of 1-chloro-2,4-dinitrobenzene in MCF7 breast cancer cells expressing glutathione S-transferase P1-1 and/or multidrug resistance protein 1

Toxicology and Applied Pharmacology

Volumn 157, Issue 2, 1999, Pages 85-93

  Diah, Sri K ^a   Smitherman, Pamela K ^a   Townsend, Alan J ^a   Morrow, Charles S ^a  

^a WAKE FOREST SCHOOL OF MEDICINE   (United States)

Author keywords

1 chloro 2,4 dinitrobenzene; Detoxification; Glutathione S conjugates; Glutathione S transferase; Multidrug resistance protein

Indexed keywords

1 CHLORO 2,4 DINITROBENZENE; 2,4 DINITROPHENYLGLUTATHIONE; GLUTATHIONE; GLUTATHIONE DERIVATIVE; GLUTATHIONE TRANSFERASE; MULTIDRUG RESISTANCE PROTEIN; UNCLASSIFIED DRUG;

ARTICLE; BREAST CANCER; CANCER CELL CULTURE; CONTROLLED STUDY; CYTOTOXICITY; DETOXIFICATION; HUMAN; HUMAN CELL; PROTEIN EXPRESSION;

EID: 0033152624     PISSN: 0041008X     EISSN: None     Source Type: Journal    
DOI: 10.1006/taap.1999.8672     Document Type: Article

References (38)

1. Adams J. D., Klaidman L. K. Acrolein-induced oxygen radical formation. Free Rad. Biol. Med. 15:1993;187-193.
2. Adams P. A., Sikakana C. N. 1-Chloro-2,4-nitrobenzene-mediated irreversible inactivation of acid glutathione S-transferases. Inactivation mechanism - a saturation-type or simple second order kinetic process. Biochem. Pharmacol. 43:1992;1757-1760.
3. Ali-Osman F., Akande O., Antoun G., Mao J.-X., Buolamwini J. Molecular cloning, characterization, and expression in Escherichia coli of full-length cDNAs of three human glutathione S-transferase Pi gene variants. J. Biol. Chem. 272:1997;10004-10012.
4. Arner E. S., Bjornstedt M., Holmgren A. 1-Chloro-2,4-dinitrobenzene is an irreversible inhibitor of thioredoxin reductase. Loss of thioredoxin disulfide reductase activity is accompanied by a large increase in NADPH oxidase activity. J. Biol. Chem. 270:1995;3479-3482.
5. Cole S. P., Bhardwaj G., Gerlach J. H., Mackie J. E., Grant C. E., Almquist K. C., Stewart A. J., Kurz E. U., Duncan A. M. V., Deeley R. G. Overexpression of a transporter gene in a multidrug-resistant human lung cancer cell line. Science. 258:1992;1650-1654.
6. Corrigall A. V., Bhargava M. M., Ivanetich K. M., Ehlers M. R., Kirsch R. E. Site-directed inactivation of human lung acid glutathione S-transferase by 1-chloro-2,4-dinitrobenzene in the absence of glutathione. Biochim. Biophys. Acta. 991:1989;399-404.
7. Dekant W. Biosynthesis and cellular effects of toxic glutathione S-conjugates. Adv. Exp. Med. Biol. 387:1996;297-312.
8. Grant C. E., Valdimarsson G., Hipfner D. R., Almquist K. C., Cole S. P. C., Deeley R. G. Overexpression of multidrug resistance-associated protein (MRP) increased resistance to natural product drugs. Cancer Res. 54:1994;357-361.
9. Griffith O. W. Determination of glutathione and glutathione disulfide using glutathione reductase and 2-vinylpyridine. Anal. Biochem. 106:1980;207-212.
10. Griffith O. W., Meister A. Potent and specific inhibition of glutathione synthesis by buthionine sulfoximine (S-n-butyl homocysteine sulfoximine. J. Biol. Chem. 254:1979;7558-7560.
11. Habig W., Pabst M., Jakoby W. Glutathione S-transferase: The first enzymatic step in mercapturic acid formation. J. Biol. Chem. 249:1974;7130-7139.
12. Harries L. W., Stubbins M. J., Forman D., Howard G. C. W., Wolf C. R. Identification of genetic polymorphisms at the glutathione S-transferase Pi locus and association with susceptibility to bladder, testicular and prostate cancer. Carcinogenesis. 18:1997;641-644.
13. Hayes J. D., Pulford D. J. The glutathione S-transferase supergene family: Regulation of GST and the contribution of the isozymes to cancer chemoprevention and drug resistance. Crit. Rev. Biochem. Mol. Biol. 30:1995;445-600.
14. Hipfner D. R., Gauldie S. D., Deeley R. G., Cole S. P. C. Detection of the Mr 190,000 multidrug resistance protein, MRP, with monoclonal antibodies. Cancer Res. 54:1994;5788-5792.
15. Ishikawa T. The ATP-dependent glutathione S-conjugate export pump. Trends Biol. Sci. 17:1992;463-468.
16. Ishikawa T., Li Z. S., Lu Y. P., Rea P. A. The GS-X pump in plant, yeast, and animal cells: Structure, function, and gene expression. Biosci. Rep. 17:1997;189-207.
17. Jedlitschky G., Leier I., Buchholz U., Barnouin K., Kurz G., Keppler D. Transport of glutathione, glucuronate, and sulfate conjugates by the MRP gene-encoded conjugate export pump. Cancer Res. 56:1996;988-994.
18. Jedlitschky G., Leier I., Buchholz U., Center M., Keppler D. ATP-dependent transport of glutathione S-conjugates by the multidrug resistance-associated protein. Cancer Res. 54:1994;4833-4836.
19. Keppler D., Leier I., Jedlitschky G. Transport of glutathione conjugates and glucuronides by the multidrug resistance proteins MRP1 and MRP2. Biol. Chem. 378:1997;787-791.
20. Leier I., Jedlitschky G., Buchholz U., Center M., Cole S. P. C., Deeley R. G., Keppler D. ATP-dependent glutathione disulfide transport mediated by MRP gene-encoded conjugate export pump. Biochem. J. 314:1996;433-437.
21. Leyland-Jones B., Townsend A. J., Tu C. P., Cowan K. H., Goldsmith M. E. Antineoplastic drug sensitivity of human MCF-7 breast cancer cells stably transfected with a human alpha class glutathione S-transferase gene. Cancer Res. 51:1991;587-594.
22. Loe D. W., Almquist K. C., Deeley R. G., Cole S. P. C. Multidrug resistance protein (MRP)-mediated transport of leukotriene C4 and chemotherapeutic agents in membrane vesicles: Demonstration of glutathione-dependent vincristine transport. J. Biol. Chem. 271:1996;9675-9682.
23. Loe D. W., Deeley R. G., Cole S. P. C. Characterization of vincristine transport by the Mr 190,000 multidrug resistance protein (MRP): Evidence for cotransport with reduced glutathione. Cancer Res. 58:1998;5130-5136.
24. Meyer D. J. Significance of an unusually low Km for glutathione in glutathione transferases of the α, μ, and π classes. Xenobiotica. 23:1993;823-834.
25. Monks T. J., Anders M. W., Dekant W., Stevens J. L., Lau S. S., van Bladeren P. J. Glutathione conjugate mediated toxicities. Toxicol. Appl. Pharmacol. 106:1990;1-19.
26. Morrow C. S., Cowan K. H. Glutathione S-transferases and drug resistance. Cancer Cells. 2:1990;15-22.
27. Morrow C. S., Diah S., Smitherman P. K., Schneider E., Townsend A. J. Multidrug resistance protein and glutathione S-transferase P1-1 act in synergy to confer protection from 4-nitroquinoline 1-oxide toxicity. Carcinogenesis. 19:1998a;109-115.
28. Morrow C. S., Smitherman P. K., Diah S. K., Schneider E., Townsend A. J. Coordinated action of glutathione S-transferases (GST) and multidrug resistance protein 1 (MRP1) in antineoplastic drug detoxification: Mechanism of GST A1-1- and MRP1-associated resistance to chlorambucil in MCF7 breast carcinoma cells. J. Biol. Chem. 273:1998b;20114-20120.
29. Morrow C. S., Smitherman P. K., Townsend A. J. Combined expression of multidrug resistance protein (MRP) and glutathione S-transferase P1-1 (GSTP1-1) in MCF7 cells and high level resistance to the cytotoxicities of ethacrynic acid but not oxazaphosphorines or cisplatin. Biochem. Pharmacol. 56:1998c;1013-1022.
30. Moscow J. A., Townsend A. J., Cowan K. H. Elevation of π class glutathione S-transferase activity in human breast cancer cells by transfection of the GSTπ gene and its effect on sensitivity to toxins. Mol. Pharmacol. 36:1989;22-28.
31. Muller M., Meijer C., Zaman G. J. R., Borst P., Scheper R. J., Mulder N. H., De Vries E. G. E., Jansen P. L. M. Overexpression of the gene encoding the multidrug resistance-associated protein results in increased ATP-dependent glutathione S-conjugate transport. Proc. Natl. Acad. Sci. USA. 91:1994;13033-13037.
32. Polidoro G., Di Ilio C., Arduini A., Federici G. Molecular and catalytic properties of purified glutathione S-transferase from human placenta. Biochem. Med. 25:1981;247-259.
33. Ramu K., Perry C. S., Ahmed T., Pakenham G., Kehrer J. P. Studies on the basis for the toxicity of acrolein mercapturates. Toxicol. Appl. Phamacol. 140:1996;487-498.
34. Schneider E., Horton J., Yang C.-h., Nakagawa M., Cowan K. H. Multidrug resistance-associated protein gene overexpression and reduced drug sensitivity of topoisomerase II in a human breast carcinoma MCF-7 cell line selected for etoposide resistance. Cancer Res. 54:1994;152-158.
35. Skehan P., Storeng R., Scudiero D., Monks A., McMahon J., Vistica D., Warren J. T., Bokesch H., Kenney S., Boyd M. R. New colorimetric cytotoxicity assay for anticancer-drug screening. J. Natl. Cancer Inst. 82:1990;1107-1112.
36. Tietze F. Enzymatic method for quantitative determination of nanogram amounts of total and oxidized glutathione: Applications to mammalian blood and other tissues. Anal. Biochem. 27:1969;502-522.
37. Townsend A. J., Tu C. P., Cowan K. H. Expression of human mu or alpha class glutathione S-transferases in stably transfected human MCF-7 breast cancer cells: Effect on cellular sensitivity to cytotoxic agents. Mol. Pharmacol. 41:1992;230-236.
38. Wareing C. J., Black S. M., Hayes J. D., Wolf C. R. Increased levels of alpha-class and pi-class glutathione S-transferases in cell lines resistant to 1-chloro-2,4-dinitrobenzene. Eur. J. Biochem. 217:1993;671-676.