Glutathione-S-transferase Activates Novel Alkylating Agents

Journal of Medicinal Chemistry

Volumn 37, Issue 10, 1994, Pages 1501-1507

  Lyttle, Matthew H ^a   Satyam, Apparao ^a   Hocker, Michael D ^a   Bauer, Karin E ^a   Caldwell, Colby G ^a   Hui, Hon C ^a   Morgan, Amy S ^a   Mergia, Alemayehu ^a   Kauvar, Lawrence M ^a  

^a Terrapin Technologies Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATING AGENT; ANTINEOPLASTIC AGENT; CHLORMETHINE DERIVATIVE; GAMMA GLUTAMYL ALPHA AMINO BETA [(2 ETHYL N,N,N',N' TETRAETHYLPHOSPHORODIAMIDATE)SULFONYL]PROPIONYLGLYCINE; GAMMA GLUTAMYL ALPHA AMINO BETA [[2 ETHYL N,N,N',N' TETRAKIS(2 CHLOROETHYL)PHOSPHORODIAMIDATE]SULFONYL]PROPIONYLGLYCINE; GAMMA GLUTAMYL ALPHA AMINO BETA [[2 ETHYL N,N,N',N' TETRAKIS(2 CHLOROETHYL)PHOSPHORODIAMIDATE]SULFONYL]PROPIONYLPHENYLGLYCINE; GLUTATHIONE TRANSFERASE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CELL STRAIN MCF 7; DRUG ACTIVATION; DRUG CYTOTOXICITY; DRUG METABOLISM; DRUG SENSITIVITY; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; MASS SPECTROMETRY;

ALKYLATING AGENTS; ANTINEOPLASTIC AGENTS; BIOTRANSFORMATION; CATALYSIS; GLUTATHIONE TRANSFERASE; HUMAN; ISOENZYMES; SPECTRUM ANALYSIS, MASS; TUMOR CELLS, CULTURED;

EID: 0028356487     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm00036a016     Document Type: Article

References (14)

1. Tew, K. D.; Clapper, M. L. Glutathione-S-transferases and anticancer drug resistance. In Mechanism of Drug Resistance in Neoplastic Cells; Wooley, P. V., Tew, K. D., Eds.; Academic Press: Orlando, FL 1987; pp 141-159
2. Kauvar, L. M. Pharmaceutical targeting of GST isozymes. In Structure and Function of Glutathione Transferases; Tew, K., Pickett, C., Mantle, T., Mannervik, B., Hayes, J., Eds.; CRC Press: Boca Raton, FL, 1993; pp 251-263
3. Howie, A.; Forrester, L.; Glancy, M.; Schlager, J.; Powis, G.; Beckett, G.; Hayes, J.; Wolf, C. Glutathione S-transferase and glutathione peroxidase expression in normal and tumor human tissues. Carcinogenisis 1990, 11, 451-458
4. Mannervik, B.; Danielson, U. Glutathione transferases-structure and catalytic activity. In CRC Crit. Rev. Biochemistry 23; CRC Press: Boca Raton, FL, 1988; pp 283-337
5. Ji, X.; Zhang, P.; Armstrong, R.; Gilliland, G. The three dimensional structure of a glutathione-S-transferase from the mu gene class. Structural analysis of the binary complex of isozyme 3-3 and glutathione at 2.2 Å resolution. Biochemistry 1992, 31, 10169-10184
6. Reinemer, P.; Dirr, H.; Ladenstein, R.; Huber, R.; Lo Bello, M.; Federici, G.; Parker, M. Three dimensional structure of class π glutathione S-transferase from human placenta in complex with S-hexyl glutathione at 2.8 Å resolution. J. Mol. Biol. 1992, 227, 214-226
7. Colvin, M.; Hilton, J. Pharmacology of cyclophosphamide and metabolites. Cancer Treat. Rep. 1981, 65, 89-95
8. Borch, R.; Valente, R. Synthesis, activation and cytotoxicity of aldophosphamide analogs. J. Med. Chem. 1991, 34, 3052-3058
9. Lyttle, M.; Hocker, M.; Hui, H.; Caldwell, C.; Aaron, D.; Engquist-Goldstein, Å.; Flatgaard, J.; Bauer, K. Isozyme specific glutathione S-transferase inhibitors: design and synthesis. J. Med. Chem. 1994, 34, 189-194
10. Flatgaard, J.; Bauer, K.; and Kauvar, L. Isozyme specificity of novel glutathione-S-transferase inhibitors. Cancer Chemother. Pharmacol. 1993, 33, 63-70
11. Kuzmich, S.; Vanderveer, L.; Walsh, E.; LaCreta, F.; Tew, K. Increased levels of glutathione-S-transferase π transcript as a mechanism of resistance to ethacrynic acid. Biochem. J. 1991, 1, 219-224
12. Moscow, J.; Townsend, A.; Cowan, K. Elevation of π class glutathione S-transferase activity in human breast cancer cells by transfection of the GST π class gene and its effect on sensitivity to toxins. Mol. Pharmacol. 1989, 36, 22-28
13. Satyam, A.; Narang, S. Improved methods for the synthesis of polyethylene glycols and sulfur-substituted polyethylene glycols. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 1992, 33, 122-123
14. Oliver, M.; Harrison, N.; Bishop, J.; Cole, P.; Laurent, G. A rapid and convenient assay for counting cells cultured in microwell plates: application and assessment of growth factors. J. Cell Sci. 1989, 92, 513-518