Total synthesis and evaluation of Wnt signal inhibition of melleumin A and B, and their derivatives

Midori A. Arai, Shuwa Hanazawa, Yujiro Uchino, Xiaofan Li, Masami Ishibashi

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The total synthesis of melleumin A (1), a novel cyclic depsipeptide isolated from the myxomycete Physarum melleum, and 3-epi-melleumin A (6) was achieved. Melleumin A-like compounds were also designed and synthesized; analysis of these melleumin A-like compounds showed moderate Wnt signal inhibition. Comparison of the inhibition activity of melleumin B and its three epimers, melleumin A, 3-epi-melleumin A and three melleumin A-like compounds led to further investigation of the structural conformation of the active molecules. The scaffold of melleumin is a potential target in the search for "peptide-like" Wnt signaling inhibitors.

Original languageEnglish
Pages (from-to)5285-5293
Number of pages9
JournalOrganic and Biomolecular Chemistry
Volume8
Issue number23
DOIs
Publication statusPublished - 2010 Dec 7
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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