ALPHA-HYDROXYAMIDE DERIVED AMINODIOLS AS POTENT INHIBITORS OF HIV PROTEASE

Authors
AHMAD S ASHFAQ A ALAM M BISACCHI GS CHEN P CHENG PTW GREYTOK JA HERMSMEIER MA LIN PF LIS KA MERCHANT Z MITT T SKOOG M SPERGEL SH TINO JA VITE GD COLONNO RJ ZAHLER R BARRISH JC
Citation
S. Ahmad et al., ALPHA-HYDROXYAMIDE DERIVED AMINODIOLS AS POTENT INHIBITORS OF HIV PROTEASE, Bioorganic & medicinal chemistry letters, 5(15), 1995, pp. 1729-1734
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
5
Issue
15
Year of publication
1995
Pages
1729 - 1734
Database
ISI
SICI code
0960-894X(1995)5:15<1729:ADAAPI>2.0.ZU;2-C
Abstract
A novel series of HIV protease inhibitors has been prepared. Replaceme nt of the P-2 carbamate of compound 1 [IC50 = 125 nM] with an alpha-hy droxy amide moiety results in a significant increase in anti-HIV prote ase activity [e. g., compound 25a; IC50 = 15 nM]. Furthermore, isomers with (R) absolute configuration at the P-2 site show greater inhibito ry activity than the corresponding (S)-isomers. A proposed binding mod e based on molecular modeling is used to rationalize the structure-act ivity relationships.