A quantitative structure-activity relationship study on some sulfolanes and arylthiomethanes acting as HIV-1 protease inhibitors

Bioorganic and Medicinal Chemistry

Volumn 6, Issue 11, 1998, Pages 2185-2192

  Gupta, S P ^a   Babu, M S ^a   Sowmya, S ^a  

^a BIRLA INSTITUTE OF TECHNOLOGY AND SCIENCE   (India)

Author keywords

Arylthiomethanes; HIV 1 protease inhibitors; Quantitative structure activity relationship; Sulfolanes

Indexed keywords

ARYLTHIOMETHANE DERIVATIVE; PROTEINASE INHIBITOR; SULFOLANE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; ENZYME BINDING; HUMAN IMMUNODEFICIENCY VIRUS 1; NONHUMAN; PHYSICAL CHEMISTRY; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

CRYSTALLOGRAPHY, X-RAY; DRUG DESIGN; HIV PROTEASE; HIV PROTEASE INHIBITORS; HIV-1; HYDROGEN BONDING; KINETICS; METHANE; MODELS, MOLECULAR; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; REGRESSION ANALYSIS; STRUCTURE-ACTIVITY RELATIONSHIP; THIOPHENES;

EID: 0031771671     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(98)00157-6     Document Type: Article

References (21)

1. (a) Pillay, D.; Bryant, M.; Getman, D.; Richman, D. D. Rev. Med. Vir. 1995, 5, 23.
2. (b) West, M. L.; Fairlie, D. P. Trends Pharmacol. Sci. 1995, 16, 67.
3. (c) Darke, P. L.; Huff, J. R. Adv. Pharmacol. 1994, 25, 399.
4. Kohl, N. E.; Emini, N. A.; Schleif, W. A.; Davis, L. J.; Heimbach, J. C.; Dixon, R. A. F.; Scolnick, E. M.; Sigal, I. S. Proc. Natl. Acad. Sci. U.S.A. 1998, 85, 4686.
5. Peng, C.; Ho, B. K.; Chang, T. W.; Chang, N. T. J. Virol. 1989, 63, 2550.
6. Wlodawer, A.; Ericson, J. W. Annu. Rev. Biochem. 1993, 62, 543.
7. Appelt, K. Perspec. Drug Discovery Des. 1993, 1, 23.
8. Romines, K. R.; Thaisrivongs, S. Drugs Future 1995, 20, 377.
9. Olson, G. L.; Bolin, D. R.; Bonner, M. P.; Bos, M.; Cook, C. M.; Fry, D. C.; Graves, B. J.; Hatada, M.; Hill, D. E.; Kahn, M.; Madison, V. S.; Rusiecki, V. K.; Sarabu, R.; Sepinwall, J.; Vincent, G. P.; Voss, M. E. J. Med. Chem. 1993, 36, 3039.
10. See for example: Maligres, P. E.; Upadhyay, V.; Rossen, K.; Cianciosi, S. J.; Purick, R. M.; Eng., K. K.; Reamer, R. A.; Askin, D.; Volante, R. P.; Reider, P. J. Tetrahedron Lett. 1995, 36, 2195.
11. (a) Richman, D. D. AIDS Res. Hum. Retroviruses 1992, 8, 1065.
12. (b) El-Farrash, M. A.; Kuroda, M. J.; Kitazaki, T.; Masuda, T.; Kato, K.; Hatanaka, M.; Harada, S. J. Virol. 1994, 68, 233.
13. Ghosh, A. K.; Lee, H. Y.; Thompson, W. J.; Culberson, C.; Holloway, K.; McKee, S. P.; Munson, P. M.; Duong, T. T.; Smith, A. M.; Darke, P. L.; Zugay, J. A.; Emini, E. A.; Schleif, W. A.; Huff, J. R.; Anderson, P. S. J. Med. Chem. 1994, 37, 1177.
14. Vara Prasad, J. V. N.; Para, K. S.; Tummino, P. J.; Ferguson, D.; McQuade, T. J.; Lunney, E. A.; Rapundalo, S. T.; Batley, L. B.; Hingorani, G.; Domagala, J. M.; Gracheck, S. J.; Bhat, T. N.; Liu, B.; Baldwin, E. T.; Erickson, J. W.; Sawyer, T. K. J. Med. Chem. 1995, 38, 898.
15. Hansch, C.; Leo, A. J. Substituent constants for correlation analysis in chemistry and biology; New York: John Wiley, 1979.
16. Moriguchi, I.; Kanada,Y.; Komatsu, K. Chem. Pharm. Bull. Tokyo 1976, 24, 1799.
17. Babine, R. E.; Bender, S. L. Chem. Rev. 1997, 97, 1359.
18. Schechter, I.; Berger, A. Biochem. Biophys. Res. Commun. 1967, 27, 157.
19. Bernstein, F. C.; Koetzle, T. F.; William, G. T. B.; Meyer, E. F., Jr.; Brice, M. D.; Rodgers, J. R.; Kennard, O.; Shimanouchi, T.; Tasumi, M. Arch. Biochem. Biophys. 1978, 185, 584.
20. Wang, S.; Milne, G. W. A.; Yan, X.; Posey, I. J.; Nicklaus, M. C.; Graham, L.; Rice, W. G. J. Med. Chem. 1996, 39, 2047.
21. Gupta, S. P.; Gao, H.; Garg, R.; Babu, M. S.; Hansch, C. Chem. Rev. 1998, submitted.