Racemic and enantioselective synthesis of enol-lactone and their biological activity as potent HIV-1 protease inhibitors.

摘要

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.