Synthesis and biological evaluation of a beauveriolide analogue library

Kenichiro Nagai, Takayuki Doi, Takafumi Sekiguchi, Ichiji Namatame, Toshiaki Sunazuka, Hiroshi Tomoda, Satoshi Omura, Takashi Takahashi

Research output: Contribution to journalArticlepeer-review

39 Citations (Scopus)

Abstract

Synthesis of beauveriolide III (1b), which is an inhibitor of lipid droplet accumulation in macrophages, was achieved by solid-phase assembly of linear depsipeptide using a 2-chlorotrityl linker followed by solution-phase cyclization. On the basis of this strategy, a combinatorial library of beauveriolide analogues was carried out by radio frequency-encoded combinatorial chemistry. After automated purification using preparative reversed-phase HPLC, the library was tested for inhibitory activity of CE synthesis in macrophages to determine structure-activity relationships of beauveriolides. Among them, we found that diphenyl derivative 7{9,1} is 10 times more potent than 1b.

Original languageEnglish
Pages (from-to)103-109
Number of pages7
JournalJournal of Combinatorial Chemistry
Volume8
Issue number1
DOIs
Publication statusPublished - 2006 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Discrete Mathematics and Combinatorics

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