Enantiomerical excess determination, purification and biological evaluation of (3S) and (3R) alpha,beta-butenolide analogues of isobenzofuranone

Emmanuelle Lipka; Marie-Pierre Vaccher; Claude Vaccher; Christophe Len

doi:10.1016/j.bmcl.2004.11.065

Enantiomerical excess determination, purification and biological evaluation of (3S) and (3R) alpha,beta-butenolide analogues of isobenzofuranone

Bioorg Med Chem Lett. 2005 Feb 1;15(3):501-4. doi: 10.1016/j.bmcl.2004.11.065.

Authors

Emmanuelle Lipka¹, Marie-Pierre Vaccher, Claude Vaccher, Christophe Len

Affiliation

¹ Laboratoire de Chimie Analytique EA 1043, Université de Lille 2, BP 83-3, rue du Pr. Laguesse, 59006 Lille, France.

PMID: 15664801
DOI: 10.1016/j.bmcl.2004.11.065

Abstract

The asymmetric synthesis of isobenzofurane analogues, new potential antiviral agents, is reported. High performance liquid chromatography (HPLC) was the technique chosen to separate the enantiomers. We describe this chiral separation and then determine the enantiomerical excess. The biological results of each tested enantiomer are given.

Publication types

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

MeSH terms

Anti-HIV Agents / chemical synthesis*
Anti-HIV Agents / isolation & purification
Anti-HIV Agents / pharmacology
Benzofurans / chemical synthesis*
Benzofurans / isolation & purification
Benzofurans / pharmacology
Cell Line, Tumor
Chromatography, High Pressure Liquid
HIV-1 / drug effects
Humans
Stereoisomerism
Structure-Activity Relationship
Virus Replication / drug effects

Substances

Anti-HIV Agents
Benzofurans