Use of proline bioisosteres in potential HIV protease inhibitors: phenylalanine-2-thiophenoxy-3-pyrrolidinone: synthesis and anti-HIV evaluation

J L Kraus; M Bouygues; J Courcambeck; J C Chermann

doi:10.1016/s0960-894x(00)00393-0

Use of proline bioisosteres in potential HIV protease inhibitors: phenylalanine-2-thiophenoxy-3-pyrrolidinone: synthesis and anti-HIV evaluation

Bioorg Med Chem Lett. 2000 Sep 4;10(17):2023-6. doi: 10.1016/s0960-894x(00)00393-0.

Authors

J L Kraus¹, M Bouygues, J Courcambeck, J C Chermann

Affiliation

¹ Laboratoire de Chimie Biomoleculaire, Faculté des Sciences de Luminy, Université de la Méditerranée, Marseille, France. kraus@luminy.univ-mrs.fr

PMID: 10987441
DOI: 10.1016/s0960-894x(00)00393-0

Abstract

The synthesis of new phenylalanine-2-thiophenoxy-3-pyrrolidinones is described. Anti-HIV recombinant protease assays and HIV infected cell culture assays (observation of syncytia) demonstrated the potent anti-HIV activity of this new class of pseudopeptides.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Biosensing Techniques
Cell Line
HIV Protease Inhibitors / chemical synthesis*
HIV Protease Inhibitors / pharmacology
Proline
Pyrrolidinones / chemical synthesis*
Pyrrolidinones / pharmacology
Structure-Activity Relationship

Substances

HIV Protease Inhibitors
Pyrrolidinones
Proline