Chemical Modification and Structure-activity Relationships of Pyripyropenes

2. 1, 11-Cyclic Analogs

Abstract

A series of 1, 11-cyclic analogs of pyripyropene A were prepared. Replacement of the 1, 11-acyl groups of pyripyropenes with 1, 11-cyclic acetals effectively improved in vitro acyl Co A: cholesterol acyltransferase (ACAT) inhibitory activity. Especially noteworthy is benzylidene acetal analog 35, the most potent inhibitor (IC₅₀=5.6nM) among the derivatives prepared so far, which showed 16 times more potent inhibitory activity than pyripyropene A.