Synthèse racémique et énantiosélective d'énol-lactones et leur évaluation comme inhibiteurs de la protéase du VIH-1

Racemic and enantioselective synthesis of enol-lactone and their biological activity as potent HIV-1 protease inhibitors. A series of enol-lactones was prepared and evaluated for its activity against HIV-1 protease. The preparation of (R,S)-5,6-dihydro-4-hydroxy-6-phenyl-2H-pyran-2-one (3) is the key intermediate for the synthesis. The synthesized enol-lactones (5 and 8-11) were kinetically evaluated against a HIV-1 protease substrate and were found to exhibit moderate inhibitory activity. The enantioselective synthesis of enol-lactone is achieved to give the two enantiomers. To cite this article: S. Ibrahimi et al., C. R. Chimie 8 (2005).