Glutathione and glutathione-dependent enzymes in cancer drug resistance

Hayes, 1990, Molecular mechanisms of drug resistance, Biochem J, 272, 281, 10.1042/bj2720281

Calcutt, 1963, Tumour sulphydryl and sensitivity to nitrogen mustard, Biochem Pharmacol, 12, 839, 10.1016/0006-2952(63)90114-X

Lewis, 1988, Amplification and increased expression of alpha class glutathione S-transferase-encoding genes associated with resistance to nitrogen mustards, Proc Natl Acad Sci USA, 85, 8511, 10.1073/pnas.85.22.8511

Perito, 1996, Molecular cloning and overexpression of a glutathione transferase gene from Proteus mirabilis, Biochem J, 318, 157, 10.1042/bj3180157

Ranson, 1997, Cloning and characterisation of two glutathione S-transferases from a DDT-resistant strain of Anopheles gambiae, Biochem J, 324, 97, 10.1042/bj3240097

Grondin, 1997, Co-amplification of the γ-glutamylcysteine synthetase gene gsh1 and of the ABC transporter gene pgpA in arsenite-resistant Leishmania tarentolae, EMBO J, 16, 3057, 10.1093/emboj/16.11.3057

Townson, J. K. Herbicide resistance. Hayes, J. D. Wolf, C. R. eds. Molecular Genetics of Drug Resistance, The Netherlands, Harwood Academic Publishers, 1997: 139–174.

Devary, 1991, Rapid and preferential activation of the c-jun gene during the mammalian UV response, Mol Cell Biol, 11, 2804, 10.1128/MCB.11.5.2804

Toledano, 1991, Modulation of transcription factor NF-κB binding activity by oxidation-reduction in vitro, Proc Natl Acad Sci USA, 88, 4328, 10.1073/pnas.88.10.4328

Schreck, 1991, Reactive oxygen intermediates as apparently widely used messengers in the activation of the NF-κB transcription factor and HIV-1, EMBO J, 10, 2247, 10.1002/j.1460-2075.1991.tb07761.x

Kretz-Remy, 1996, Inhibition of IκB-α phosphorylation and degradation and subsequent NF-κB activation by glutathione peroxidase overexpression, J Cell Biol, 133, 1083, 10.1083/jcb.133.5.1083

Pinkus, 1996, Role of oxidants and antioxidants in the induction of AP-1, NF-κB and glutathione S-transferase gene expression, J Biol Chem, 271, 13422, 10.1074/jbc.271.23.13422

Ward, 1998, Irreversible inactivation of protein kinase C by glutathione, J Biol Chem, 273, 12558, 10.1074/jbc.273.20.12558

Black, 1991, The role of glutathione-dependent enzymes in drug resistance, Pharmac Ther, 51, 139, 10.1016/0163-7258(91)90044-M

Bailey, 1992, Wilding G, Mulcahy RT, Increase in γ-glutamylcysteine synthetase activity and steady-state messenger RNA levels in melphalan-resistant DU-145 human prostate carcinoma cells expressing elevated glutathione levels. Cancer Res, 52, 5115

Godwin, 1992, High resistance to cisplatin in human ovarian cancer cell lines is associated with marked increase of glutathione synthesis, Proc Natl Acad Sci USA, 89, 3070, 10.1073/pnas.89.7.3070

Mulcahy, 1994, Up-regulation of γ-glutamylcysteine synthetase activity in melphalan-resistant human multiple myeloma cells expressing increased glutathione levels, Cancer Chemother Pharmacol, 34, 67, 10.1007/BF00686114

Yao, 1995, Evidence for altered regulation of γ-glutamylcysteine synthetase gene expression among cisplatin-sensitive and cisplatin-resistant human ovarian cancer cell lines, Cancer Res, 55, 4367

Shen, 1997, Importance of glutathione and associated enzymes in drug response, Oncology Res, 9, 295

Vallis, 1997, Menadione-resistant Chinese hamster ovary cells have an increased capacity for glutathione synthesis, Brit J Cancer, 76, 870, 10.1038/bjc.1997.477

Tipnis, 1999, Over-expression of the regulatory subunit of γ-glutamylcysteine synthetase in HeLa cells increases γ-glutamylcysteine synthetase activity and confers drug-resistance, Biochem J, 337, 559, 10.1042/0264-6021:3370559

Yan, 1990, Amino acid sequence of rat kidney γ-glutamylcysteine synthetase, J Biol Chem, 265, 1588, 10.1016/S0021-9258(19)40057-4

Huang, 1993, Catalytic and regulatory properties of the heavy subunit of rat kidney γ-glutamylcysteine synthetase, J Biol Chem, 268, 19675, 10.1016/S0021-9258(19)36569-X

Huang, 1993, Amino acid sequence and function of the light subunit of rat kidney γ-glutamylcysteine synthetase, J Biol Chem, 268, 20578, 10.1016/S0021-9258(20)80764-9

Kuo, 1996, Frequent coordinated overexpression of the MRP/GS-X pump and the γ-glutamylcysteine synthetase genes in human colorectal cancer, Cancer Res, 56, 3642

Ishikawa, 1996, Coordinated induction of MRP/GS-X pump and γ- glutamylcysteine synthetase by heavy metals in human leukemia cells, J Biol Chem, 271, 14981, 10.1074/jbc.271.25.14981

Kuo, 1998, Frequent coexpression of MRP/GS-X pump and γ- glutamylcysteine synthetase mRNA in drug-resistant cells, untreated tumour cells, and normal mouse tissues, Biochem Pharmacol, 55, 605, 10.1016/S0006-2952(97)00494-2

Ogretmen, 1998, Co-ordinated over-expression of the MRP and γ-glutamylcysteine synthetase genes, but not MDR1, correlates with doxorubicin resistance in human malignant mesothelioma cell lines, Int J Cancer, 75, 757, 10.1002/(SICI)1097-0215(19980302)75:5<757::AID-IJC15>3.0.CO;2-3

Yamane, 1998, Expression of Multidrug Resistance Protein/GS-X pump and γ-glutamylcysteine synthetase genes is regulated by oxidative stress, J Biol Chem, 273, 31075, 10.1074/jbc.273.47.31075

Galloway, 1997, Regulation of human γ- glutamylcysteine synthetase: co-ordinate induction of the catalytic and regulatory subunits in HepG2 cells, Biochem J, 328, 99, 10.1042/bj3280099

Galloway, 1998, Inducible expression of the γ-glutamylcysteine synthetase light subunit by t-butylhydroquinone in HepG2 cells is not dependent on an antioxidant- responsive element, Biochem J, 336, 535, 10.1042/bj3360535

Tian, 1997, Increased transcription of the regulatory subunit of γ- glutamylcysteine synthetase in rat lung epithelial L2 cells exposed to oxidative stress or glutathione depletion, Arch Biochem Biophys, 342, 126, 10.1006/abbi.1997.9997

Sekhar, 1997, Alteration of transcriptional and post-transcriptional expression of gamma-glutamylcysteine synthetase by diethylmaleate, Radiation Res, 147, 592, 10.2307/3579626

Moivova, 1998, An electrophile responsive element (EpRE) regulates β- naphthoflavone induction of the human γ-glutamylcysteine synthetase regulatory subunit gene, J Biol Chem, 273, 14683, 10.1074/jbc.273.24.14683

Mulcahy, 1995, Transfection of complementary DNAs for the heavy and light subunits of human γ-glutamylcysteine synthetase results in an elevation of intracellular glutathione and resistance to melphalan, Cancer Res, 55, 4771

Hayes, 1999, Glutathione and glutathione-dependent enzymes represent a co- ordinately regulated defence against oxidative stress, Free Radical Res, in press

Dirven, 1994, Involvement of human glutathione S- transferase isoenzymes in the conjugation of cyclophosphamide metabolites with glutathione, Cancer Res, 54, 6215

Hayes, 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, 10.3109/10409239509083491

Cnubben, 1998, Glutathione-dependent biotransformation of the alkylating drug thiotepa and transport of its metabolite monoglutathionylthiotepa in human MCF-7 breast cancer cells, Cancer Res, 58, 4616

Henderson, 1998, Increased skin tumorigenesis in mice lacking pi class glutathione S-transferase, Proc Natl Acad Sci USA, 95, 5275, 10.1073/pnas.95.9.5275

Kodym, 1999, The cloning and characterisation of a new stress response protein, J Biol Chem, 274, 5131, 10.1074/jbc.274.8.5131

Itoh, 1997, An Nrf2/small Maf heterodimer mediates the induction of phase II detoxifying enzyme genes through antioxidant response elements, Biochem Biophys Res Commun, 236, 313, 10.1006/bbrc.1997.6943

Itoh, 1999, Keap 1 represses nuclear activation of antioxidant responsive elements by Nrf2 through binding to the amino-terminal Neh2 domain, Genes & Development, 13, 76, 10.1101/gad.13.1.76

Kramer, 1988, Role of the glutathione redox cycle in aquired and de novo multidrug resistance, Science, 241, 694, 10.1126/science.3399900

Mirault, 1991, Overexpression of seleno-glutathione peroxidase by gene transfer enhances the resistance of T47D human breast cells to clastogenic oxidants, J Biol Chem, 266, 20752, 10.1016/S0021-9258(18)54772-4

Ho, 1997, Mice defficient in cellular glutathione peroxidase develop normally and show no increased sensitivity to hyperoxia, J Biol Chem, 272, 16644, 10.1074/jbc.272.26.16644

Beck, 1998, Glutathione peroxidase protects mice from viral- induced myocarditis, FASEB J, 12, 1143, 10.1096/fasebj.12.12.1143

de Haan, 1998, Mice with a homozygous null mutation for the most abundant glutathione peroxidase, Gpx1, show increased susceptibility to the oxidative stress-inducing agents paraquat and hydrogen peroxide, J Biol Chem, 273, 22528, 10.1074/jbc.273.35.22528

Hosking, 1990, An evaluation of glutathione and its associated enzymes in the expression of the role of differential sensitivities to antitumour agents shown by a range of human tumour cell lines, Biochem Pharmacol, 40, 1833, 10.1016/0006-2952(90)90364-Q

Colinas, 1996, Hydroqinone resistance in a murine myeloblastic leukemia cell line, Biochem Pharmacol, 52, 945, 10.1016/0006-2952(96)00470-4

Vanhoefer, 1997, Carbamoylation of glutathione reductase by N,N-Bis (2-chloroethyl)-N-nitrosourea associated with inhibition of Multidrug Resistance Protein (MRP) function, Biochem Pharmacol, 53, 801, 10.1016/S0006-2952(97)00010-5

Hanigan, 1993, Extracellular glutathione is a source of cysteine for cells that express γ-glutamyltranspeptidase, Biochemistry, 32, 6302, 10.1021/bi00075a026

Bailey, 1994, Increased expression of γ-glutamyl transpeptidase in transfected tumor cells and its relationship to drug sensitivity, Cancer Lett, 87, 163, 10.1016/0304-3835(94)90218-6

Hanigan, 1999, γ-glutamyl transpeptidase accelarates tumor growth and increases the resistance of tumors to cisplatin in vivo, Carcinogenesis, 20, 553, 10.1093/carcin/20.4.553

Chen, 1998, Potential for selective modulation of glutathione in cancer chemotherapy, Chemico-Biol Interactions, 111–112, 263, 10.1016/S0009-2797(97)00166-X

Chen, 1998, Characterisation of 5-oxo-L-prolinase in normal and tumor tissues of humans and rats: a potential new target for biochemical modulation of glutathione, Clin Cancer Res, 4, 131

Cole, 1992, Overexpression of a transporter gene in a multidrug-resistant human lung cancer cell line, Science, 258, 1650, 10.1126/science.1360704

Marquardt, 1990, Mechanisms of multidrug resistance in HL60 cells: detection of resistance-associated proteins with antibodies against synthetic peptides that correspond to the deduced sequence of P-glycoprotein, Cancer Res, 50, 1426

Lee, 1998, Isolation of MOAT-B, a widely expressed multidrug resistance-associated protein/canalicular multispecific organic anion transporter-related transporter, Cancer Res, 58, 2741

Kool, 1997, Analysis of expression of cMOAT (MRP2), MRP3, MRP4, and MRP5, homologues of the multidrug resistance-associated protein gene (MRP1), in human cancer cell lines, Cancer Res, 57, 3537

Kool, 1999, Expression of human MRP6, a homologue of the multidrug resistance protein gene MRP1, in tissues and cancer cells, Cancer Res, 59, 175

Grant, 1994, Overexpression of Multidrug Resistance- associated Protein (MRP) increases resistance to natural product drugs, Cancer Res, 54, 357

Cole, 1994, Pharmacological characterization of multidrug resistant MRP-transfected human tumor cells, Cancer Res, 54, 5902

Wang, 1998, Transcriptional suppression of Multidrug Resistance-associated Protein (MRP) gene expression by wild-type p53, Cancer Res, 58, 5762

Taniguchi, 1996, A human canalicular multispecific organic anion transporter (cMOAT) gene is overexpressed in cisplatin-resistant human cancer cell lines with decreased drug accumulation, Cancer Res, 56, 4124

Ishikawa, 1993, Glutathione-associated cis-diamminedichloroplatinum(II) metabolism and ATP-dependent efflux from leukemia cells, J Biol Chem, 268, 20116, 10.1016/S0021-9258(20)80702-9

Ishikawa, 1994, GS-X pump is functionally overexpressed in cis- diamminedichloroplatinum(II)-resistant human leukemia HL-60 cells and down-regulated by cell differentiation, J Biol Chem, 269, 29085, 10.1016/S0021-9258(19)62016-8

Ishikawa, 1997, The GS-X pump in plant, yeast, and animal cells: structure, function, and gene expression, Bioscience Reports, 17, 189, 10.1023/A:1027385513483

De Vries, 1995, Role of the glutathione S- conjugate pump in cisplatin resistance, J Natl Cancer Inst, 87, 537, 10.1093/jnci/87.7.537

Twentyman, 1998, The influence of glutathione metabolism on multidrug resistance in MRP-overexpressing cells, Drug Resistance Updates, 1, 121, 10.1016/S1368-7646(98)80027-7

Morrow, 1998, Coordinated action of glutathione S-transferases (GSTs) and Multidrug Resistance Protein 1 (MRP1) in antineoplastic drug detoxification, J Biol Chem, 273, 20114, 10.1074/jbc.273.32.20114

Morrow, 1998, Multidrug resistance protein and glutathione S-transferase P1-1 act in synergy to confer protection from 4- nitroquinoline 1-oxide toxicity, Carcinogenesis, 19, 109, 10.1093/carcin/19.1.109

Adams, 1985, Altered mouse bone marrow glutathione and glutathione transferase levels in response to cytotoxins, Cancer Res, 45, 1669

Keyse, S. M. Oxidative stress responses in mammalian cells. Hayes, J. D. Wolf, C. R. eds. Molecular Genetics of Drug Resistance, The Netherlands, Harwood Academic Publishers, 1997: 335–372.

Adler, 1999, Regulation of JNK signaling by GSTp, EMBO J, 18, 1321, 10.1093/emboj/18.5.1321

Mulcahy, 1997, Constitutive and β-naphthoflavone- induced expression of the human γ-glutamylcysteine synthetase heavy subunit gene is regulated by a distal antioxidant response element/TRE sequence, J Biol Chem, 272, 7445, 10.1074/jbc.272.11.7445

McConkey, 1988, Stimulation of endogenous endonuclease activity in hepatocytes exposed to oxidative stress, Toxicology Lett, 42, 123, 10.1016/0378-4274(88)90069-0

van den Dobbelsteen, 1996, Rapid and specific efflux of reduced glutathione during apoptosis induced by anti-Fas/APO-1 antibody, J Biol Chem, 271, 15420, 10.1074/jbc.271.26.15420

Ghibelli, 1998, Rescue of cells from apoptosis by inhibition of active GSH extrusion, FASEB J, 12, 479, 10.1096/fasebj.12.6.479

Reed, 1997, Double identity for proteins of the Bcl-2 family, Nature, 387, 773, 10.1038/42867

Mirkovic, 1997, Resistance to radiation-induced apoptosis in Bcl-2-expressing cells is reversed by depleting cellular thiols, Oncogene, 15, 1461, 10.1038/sj.onc.1201310

Wright, S. C. Wang, H. Sheng Wei, Q. Kinder, D. H. Larrick, J. W. Bcl-2-mediated resistance to apoptosis is associated with glutathione-induced inhibition of AP24 activation of nuclear DNA fragmentation Cancer Res 1998; 58: 5570–5576.

Voehringer, 1998, Bcl-2 expression causes redistribution of glutathione to the nucleus, Proc Natl Acad Sci USA, 95, 2956, 10.1073/pnas.95.6.2956

Johnson, 1996, Reactive oxygen species are downstream mediators of p53-dependent apoptosis, Proc Natl Acad Sci USA, 93, 11848, 10.1073/pnas.93.21.11848

Polyak, 1997

Komarova, 1998, Stress-induced secretion of growth inhibitors: a novel tumor suppressor function of p53, Oncogene, 17, 1089, 10.1038/sj.onc.1202303

Tan, 1999, Transcriptional activation of the human glutathione peroxidase promoter by p53, J Biol Chem, 274, 12061, 10.1074/jbc.274.17.12061

Mulders, 1995, In vivo characterisation and modulation of the glutathione/glutathione S-transferase system in cancer patients, Drug Metabolism Reviews, 27, 191, 10.3109/03602539509029823

Schulz, 1997, Inhibitors of glutathione S-transferases as therapeutic agents, Advanced Drug Delivery Reviews, 26, 91, 10.1016/S0169-409X(97)00029-X

Kauvar, 1998, Glutathione based approaches to improving cancer treatment, Chemico-Biol Interactions, 111–112, 225, 10.1016/S0009-2797(97)00163-4

Morgan, 1998, Tumor efficacy and bone marrow-sparing properties of TER286, a cytotoxin activated by glutathione S-transferase, Cancer Res, 58, 2568

Niitsu, 1998, A proof of glutathione S-transferase-π-related multidrug resistance by transfer of antisense gene to cancer cells and sense gene to bone marrow stem cell, Chemico-Biol Interactions, 111–112, 325, 10.1016/S0009-2797(97)00169-5

Balley, 1998, L-S, R-buthionine sulfoximine: historical development and clinical issues, Chemico-Biol Interactions, 111–112, 239, 10.1016/S0009-2797(97)00164-6