Charge is the major discriminating factor for glutathione reductase versus trypanothione reductase inhibitors

Bioorganic and Medicinal Chemistry

Volumn 4, Issue 8, 1996, Pages 1247-1253

  Faerman, Carlos H ^a   Savvides, Savvas N ^a   Strickland, Corey ^a   Breidenbach, Mark A ^a   Ponasik, James A ^b   Ganem, Bruce ^b   Ripoll, Daniel ^a   Krauth Siegel, R Luise ^c   Karplus, P Andrew ^a  

^a Cornell University ^*  (United States)

^b Department of Molecular Biology and Genetics   (United States)

^c UNIVERSITY OF HEIDELBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORPROMAZINE; CHLORPROMAZINE DERIVATIVE; ENZYME INHIBITOR; GLUTATHIONE REDUCTASE; OXIDOREDUCTASE;

ANTIPROTOZOAL ACTIVITY; ARTICLE; CELL GROWTH; CONTROLLED STUDY; CRITHIDIA FASCICULATA; DRUG DESIGN; ELECTRIC ACTIVITY; ENZYME BINDING; ENZYME INHIBITION; NONHUMAN; STRUCTURE ACTIVITY RELATION; TRYPANOSOMA CRUZI;

CRITHIDIA FASCICULATA; TRYPANOSOMA; TRYPANOSOMA CRUZI;

EID: 0030221261     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/0968-0896(96)00120-4     Document Type: Article

References (43)

1. 1. Benson, T. J.; McKie, J. H.; Garforth, J.; Borges, A.; Fairlamb, A.H.; Douglas, K. T. Biochem. J. 1992, 286, 9.
2. 2. Walsh, C; Bradley, M.; Nadeau, K. Trends Biochem. Sci. 1991, 16, 305.
3. 3. Schirmer, R. H.; Müller, J.G.; Krauth-Siegel, R. L. Angew. Chem. Intl. Ed. Engl. 1995, 34, 141.
4. 4. Kuriyan, J.; Kong, X. P.; Krishna, T.; Sweet, R.; Murgolo, N.; Field, H.; Cerami, A.; Henderson, G. Proc. Natl. Acad. Sci. U.S.A. 1991, 88, 8764.
5. 5. Hunter, W. N.; Bailey, S.; Habash, J.; Harrop, S. J.; Helliwell, J. R.; Aboagye-Kwarteng, T.; Smith, K.; Fairlamb, A. H. J. Mol. Biol. 1992, 227, 322.
6. 6. Bailey, S.; Smith, K.; Fairlamb, A. H.; Hunter, W. N. Eur. J. Biochem. 1993, 213, 67.
7. 7. Bailey, S.; Fairlamb A. H.; Hunter, W. N. Acta Cryst. 1994, B50, 139-154.
8. 8. Lantwin, C. B.; Schlichting, I.; Kabsch, W.; Pai, E. F.; Krauth-Siegel, R. L. Proteins: Struct., Funct. Genet. 1994, 18, 161-173.
9. 9. Karplus, P. A.; Schulz, G. E. J. Mol. Biol. 1987, 195, 701.
10. 10. Karplus, P. A.; Schulz, G. E. J. Mol. Biol. 1989, 210, 163.
11. 11. Karplus, P. A.; Pai, E. F.; Schulz, G. E. Eur. J. Biochem. 1989, 178, 693.
12. 12. Henderson, G. B.; Ulrich, P.; Fairlamb, A. H.; Rosenberg, I.; Pereira, M.; Sela, M.; Cerami, A. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5374.
13. 13. Krauth-Siegel, R.L.; Lohrer, H.; Bücheler, U. S.; Schirmer, R. H. Biochemical Protozoology; Coomb, G. H.; North, M. J., Eds; Taylor and Francis: London, 1991, pp 493-505.
14. 14. Cenas, N.; Bironaite, D.; Dickancaite, E.; Anusevicius, Z.; Sarlauskas, J.; Blanchard, J. S. Biochem. Biophys. Res. Commun. 1994, 204, 224.
15. 15. Fairlamb, A. H.; Henderson, G. B.; Cerami, A. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 2607.
16. 16. Cunningham, M. L.; Zvelebil, M. J. J. M.; Fairlamb, A. H. Eur. J. Biochem. 1994, 221, 285.
17. 17. Garforth, J.; McKie, J. H.; Jaouhari, R.; Benson, T. J.; Fairlamb, A. H.; Douglas, K. T. Amino Acids (Vienna) 1994, 6, 295.
18. 18. Tromelin, A.; Moutiez, M.; Meziane-Cherif, D.; Aumercier, M.; Tartar, A.; Sergheraert, C. Med. Chem. Lett. 1993, 3, 1971 .
19. 19. Evans, A. T.; Croft, S. L. Biochem. Pharmac. 1994, 48, 613.
20. 20. Douglas, K. T. Parasitol. Today 1994, 10, 389.
21. 21. Sussman, J. L.; Harel, M.; Frolow, F.; Oefner, C.; Goldman, A.; Toker, L.; Silman, I. Science 1991, 253, 872.
22. 22. Lim, L. W.; Shamala, N.; Mathews, F. S.; Steenkamp, D. J.; Hamlin, R.; Xuong, N. J. J. Biol. Chem. 1989, 264, 11887.
23. 23. Dougherty, D. A.; Stauffer, D. A. Science 1990, 250, 1558.
24. 24. Ponasik, J. A.; Strickland, C. L.; Faerman, C.; Savvides, S.; Karplus, P. A.; Ganem, B. Biochem. J. 1995, 311, 371.
25. 25. Funayama, S.; Yoshida, K.; Konno, C.; Hikino, H. Tetrahedron Lett. 1980, 21, 1355.
26. 26. Strickland, C.; Puchalski, R.; Savvides, S. N.; Karplus, P. A. Acta Cryst. 1995, D51, 337.
27. 27. Bücheler, S. U.; Werner, D.; Schirmer, R. H. Nucleic Acids Research 1992, 20, 3127.
28. 28. Tutic, M.; Lu, X.; Schirmer, R. H.; Werner, D. Eur. J. Biochem. 1990, 188, 523-528.
29. 29. Savvides, S. N.; Karplus, P. A. J. Biol. Chem. 1996, 271, 8101.
30. 30. Krauth-Siegel, R. L.; Schlichting, C.; Jöst, I.; Walsh, C. T.; Pai, E. F.; Kabsch, W.; Lantwin, C. B. FEBS Lett. 1993, 317, 105.
31. 31. Krohne-Ehrich, G.; Schirmer, R. H.; Untucht-Grau, R. Eur. J. Biochem. 1977, 80, 65.
32. 32. Meng, E. C.; Shoichet, B. K.; Kuntz, I. D. J. Comp. Chem. 1992, 13, 504.
33. 33. Klein, C. L.; Conrad III, J. M. Acta Cryst. 1986, C42, 1083.
34. 34. Biosym Technologies, InsightII version 2.35 interphased to Delphi.
35. 35. Klapper, I.; Hagstrom, R.; Fine, R. M.; Sharp, K. A.; Gilson, M. K.; Honig, B. H. Proteins: Struct., Funct. Genet. 1986, 1, 47.
36. 36. Gilson, M. K.; Sharp, K. A.; Honig, B. H. J. Comput. Chem. 1988, 9, 327.
37. 37. Gilson, M. K.; Honig, B. H. Proteins: Struct., Funct. Genet. 1988, 3, 32.
38. 38. Sybyl Molecular modeling program, Version 6.1a, TRIPOS, St. Louis, Missouri.
39. 39. Weiner, S. J.; Kollman, P. A.; Nguyen, D. T.; Case, D. A. J. Comp. Chem. 1986, 7, 230.
40. 40. We have used Version 2.1 of the Visualization Data Explorer (DX), which is a commercial product of International Business Machines Corporation.
41. 41. Gillilan, R. E.; Ripoll, D. R. In Data Visualization in Molecular Science: Tools for Insight and Innovation, Bowie, J., Ed.; Addison-Wesley: New York, 1995; pp 62-81.
42. 42. Varshney, A.; Brooks, Jr., F. P. Fast Analytical Computation for Richards's Smooth Molecular Surface'. In IEEE Visualization '93, Nielson, G. M., Bergeron, D., Eds.; IEEE Computer Society Press: Los Alamitos, California, 1993; pp 300-307.
43. 43. Smith, K.; Borges, A.; Ariyanayagam, M. R.; Fairlamb, A. H. Biochem. J. 1995, 512, 465.