Determination of absolute stereochemistry, total synthesis, and evaluation of peptides from the myxomycete Physarum melleum

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

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

The absolute stereochemistry of melleumin A (1) and B (2), novel peptide compounds isolated from the myxomycete Physarum melleum, was determined by synthesis of their segments and by a modified Mosher's method. Total synthesis of melleumin B (2) was achieved by a stereoselective method, which provided further evidence for all the absolute stereochemistries of melleumin B (2). The Wnt signal inhibitory activities of 2 and its 10R-epimer 19 were evaluated. Compound 19 showed moderate inhibition of Wnt signal transcription, which suggests that melleumin analogues might be useful as Wnt signal inhibitors.

Original languageEnglish
Pages (from-to)95-98
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number1
DOIs
Publication statusPublished - 2008 Jan 1
Externally publishedYes

Keywords

  • Melleumin
  • Myxomycete
  • Peptide
  • Physarum melleum
  • Wnt signal inhibitor

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Determination of absolute stereochemistry, total synthesis, and evaluation of peptides from the myxomycete Physarum melleum'. Together they form a unique fingerprint.

Cite this