Chemical modification and structure-activity relationships of pyripyropenes. 2. 1,11-cyclic analogs

Rika Obata, Toshiaki Sunazuka, Yumiko Kato, Hiroshi Tomoda, Yoshihiro Harigaya, Satoshi Omura

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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 CoA:cholesterol acyltransferase (ACAT) inhibitory activity. Especially noteworthy is benzylidene acetal analog 35, the most potent inhibitor (IC50 = 5.6 nM) among the derivatives prepared so far, which showed 16 times more potent inhibitory activity than pyripyropene A.

Original languageEnglish
Pages (from-to)1149-1156
Number of pages8
JournalJournal of Antibiotics
Volume49
Issue number11
DOIs
Publication statusPublished - 1996 Jan 1

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ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

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