Acremomannolipin A, the potential calcium signal modulator with a characteristic glycolipid structure from the filamentous fungus Acremonium strictum

Reiko Sugiura, Ayako Kita, Nozomi Tsutsui, Osamu Muraoka, Kanako Hagihara, Nanae Umeda, Tatsuki Kunoh, Hirofumi Takada, Dai Hirose

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

By the newly developed assay method, the glycolipid Acremomannolipin A (1) was isolated from a filamentous fungus Acremonium strictum as a potential calcium signal modulator. The structure of 1 elucidated on the basis of intensive spectroscopic analyses as well as its degradation studies is quite unique: the d-mannopyranose is connected to d-mannitol through a β-glycoside linkage; all the hydroxyls in the mannose are highly masked as peresters with aliphatic acids, and this moiety is made hydrophobic, whereas the mannitol part exhibits a highly hydrophilic property. The compound (1) showed the characteristic bioactivity property, enabling calcineurin deletion cells to grow in the presence of Cl-, which would be caused by calcium signal modulating. The activity was so potent as to exert the effect at a concentration of 200 nM.

Original languageEnglish
Pages (from-to)6735-6739
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume22
Issue number21
DOIs
Publication statusPublished - Nov 1 2012

Keywords

  • Acremomannolipin A
  • Acremonium strictum
  • Calcium signal modulator
  • Glycolipid
  • Phenotypic screen

ASJC Scopus subject areas

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

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