Symmetry-based inhibitors of HIV-1 protease. Design, synthesis and preliminary structure-activity studies of acylated 2,3-diamino-1- hydroxypropanes and 2,4 diamino-1-hydroxybutanes

European Journal of Medicinal Chemistry

Volumn 34, Issue 7-8, 1999, Pages 651-657

  Marastoni, Mauro ^a   Bazzaro, Martina ^a   Bortolotti, Fabrizio ^a   Salvadori, Severo ^a   Tomatis, Roberto ^a  

^a UNIVERSITY OF FERRARA   (Italy)

Author keywords

Aspartyl protease; HIV 1 inhibitors; Peptidomimetic

Indexed keywords

ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; ASPARTIC PROTEINASE; PROTEINASE INHIBITOR;

ARTICLE; CELL CULTURE; CELL MEMBRANE PERMEABILITY; CONTROLLED STUDY; DRUG DESIGN; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS INFECTION; NONHUMAN; STRUCTURE ACTIVITY RELATION; VIRUS REPLICATION;

EID: 0032710153     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0223-5234(00)80034-3     Document Type: Article

References (24)

1. De Clercq E. J. Med. Chem. 38:1995;2491-2517.
2. Gottlinger H.G., Sodroski J.G., Haseltine W.A. Proc. Natl. Acad. Sci. USA. 86:1989;5781-5785.
3. Kempf D., Sham H. Curr. Pharm. Des. 2:1996;225-246.
4. West M.L., Fairlie D.P. Trends Pharmacol. Sci. 16:1995;67-75.
5. Thaisrivongs S. Annu. Rep. Med. Chem. 29:1994;133-144.
6. Darke P.L., Huff J.R. Adv. Pharmacol. 25:1994;399-404.
7. Barrish J.C., Zahler R. Annu. Rep. Med. Chem. 28:1993;131-140.
8. Erickson J., Kempf D.J. Arch. Virol. 9:1994;19-29.
9. Clare M. Perspect. Drug Discov. Des. 1:1993;49-68.
10. Wlodawer A., Erickson J.W. Annu. Rev. Biochem. 62:1993;543-585.
11. Kempf D.J. Methods Enzymol. 241:1994;334-354.
12. Lam P.Y.S., Jadhav P.K., Eyermann C.J., Hodge C.N., Ru Y., Bacheler L.T., et al. Science. 263:1994;280-284.
13. Barrish J.C., Gordon E., Alam M., Lin P.F., Bisacchi G.S., Chen P., et al. J. Med. Chem. 37:1994;1758-1768.
14. Marastoni M., Salvadori S., Bortolotti F., Tomatis R. J. Pept. Res. 49:1997;538-544.
15. Marastoni M., Bergonzoni M., Bortolotti F., Tomatis R. Arzneim.-Forsch./Drug Res. 47:1997;889-892.
16. Marastoni M., Salvadori S., Balboni G., Spisani S., Reali E., Traniello S., Tomatis R. Int. J. Pept. Protein Res. 41:1993;447-454.
17. Mimoto T., Imai J., Kisanuki S., Enomoto H., Hattori N., Akaji K., Kiso Y. Chem. Pharmacol. Bull. 40:1992;2251-2253.
18. Kempf D.J., Sham H.L., Marsh K.C., Flentge C.A., Betebenner D., Green B.E., et al. J. Med. Chem. 41:1998;602-617.
19. Roberts N.A., Martin J.A., Kitchington D., Broadhurst A.V., Craig J.C., Duncan I.B., et al. Science. 248:1990;358-361.
20. Vacca J.P., Dorsey B.D., Schleif W.A., Levin R.B., McDaniel S.L., Darke P.L., et al. Proc. Natl. Acad. Sci. USA. 91:1994;4096-4100.
21. Marastoni M., Bortolotti F., Salvadori S., Tomatis R. Arzneim.-Forsch. Drug Res. 48 (I):1998;709-712.
22. Marastoni M., Bortolotti F., Tomatis R. Arzneim.-Forsch. Drug Res. in press.
23. Chen P., Cheng P.T.W., Alam M., Beyer B.D., Bisacchi G.S., Dejneka T., et al. J. Med. Chem. 39:1996;1991-2007.
24. Ho D.D., Moudgil T., Alam M. New Engl. J. M. 321:1989;1621-1625.