Synthesis of potent C-2-symmetric, diol-based HIV-1 protease inhibitors. Investigation of thioalkyl and thioaryl P1/P1 ' substituents

Authors
Muhlman, A Classon, B Hallberg, A Samuelsson, B
Citation
A. Muhlman et al., Synthesis of potent C-2-symmetric, diol-based HIV-1 protease inhibitors. Investigation of thioalkyl and thioaryl P1/P1 ' substituents, J MED CHEM, 44(21), 2001, pp. 3402-3406
Citations number
39
Categorie Soggetti
Chemistry & Analysis
Journal title
JOURNAL OF MEDICINAL CHEMISTRY
ISSN journal
00222623 → ACNP
Volume
44
Issue
21
Year of publication
2001
Pages
3402 - 3406
Database
ISI
SICI code
0022-2623(20011011)44:21<3402:SOPCDH>2.0.ZU;2-M
Abstract
The synthesis of novel, potent diol-based HIV-1 protease inhibitors, having either -SAr, -SCH2-Ar, or -SCH2R groups as P1/P1' substituents is describe d. They can be prepared using a straightforward synthesis involving a thiol nucleophilic ring opening of a diepoxide. Inhibitor 13 was found to be a p otent inhibitor of HIV-1 PR, showing good antiviral activity in a cell-base d assay.