Nonpeptidic HIV protease inhibitors: 6-alkyl-5,6-dihydropyran-2-ones possessing a novel and achiral 3-(2-t-butyl-5-methyl-4-sulfamate)phenylthio moiety.

Authors
Prasad, JVNV Markoski, LJ Boyer, FE Domagala, JM Ellsworth, EL Gajda, C Hagen, SE Tait, BD Lunney, EA Tummino, PJ Ferguson, D Holler, T Hupe, D Nouhan, C Gracheck, SJ VanderRoest, S Saunders, J Iyer, K Sinz, M
Citation
Jvnv. Prasad et al., Nonpeptidic HIV protease inhibitors: 6-alkyl-5,6-dihydropyran-2-ones possessing a novel and achiral 3-(2-t-butyl-5-methyl-4-sulfamate)phenylthio moiety., BIOORG MED, 9(15), 1999, pp. 2217-2222
Citations number
9
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
9
Issue
15
Year of publication
1999
Pages
2217 - 2222
Database
ISI
SICI code
0960-894X(19990802)9:15<2217:NHPI6P>2.0.ZU;2-9
Abstract
Dihydropyran-Zones possessing a sulfamate moiety at the 4-position of the t hiophenyl ring were designed to reach S-3' pocket of the HIV protease. Synt hetic routes for the preparation of thiotosylates possessing 3-(2-t-butyl-5 -methyl-4-sulfamate) phenylthio moiety were established. SAR of various sul famate analogs including HIV protease binding affinities, antiviral activit ies and therapeutic indices will be described. (C) 1999 Elsevier Science Lt d. All rights reserved.