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

Authors :
Sugiura R
Kita A
Tsutsui N
Muraoka O
Hagihara K
Umeda N
Kunoh T
Takada H
Hirose D
Source :
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2012 Nov 01; Vol. 22 (21), pp. 6735-9. Date of Electronic Publication: 2012 Aug 31.
Publication Year :
2012

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.<br /> (Copyright © 2012 Elsevier Ltd. All rights reserved.)

Details

Language :
English
ISSN :
1464-3405
Volume :
22
Issue :
21
Database :
MEDLINE
Journal :
Bioorganic & medicinal chemistry letters
Publication Type :
Academic Journal
Accession number :
23013934
Full Text :
https://doi.org/10.1016/j.bmcl.2012.08.085