Nobiloside, a new neuraminidase inhibitory triterpenoidal saponin from the marine sponge Erylus nobilis

Kentaro Takada; Yoichi Nakao; Shigeki Matsunaga; Rob W M van Soest; Nobuhiro Fusetani

doi:10.1021/np010480n

Nobiloside, a new neuraminidase inhibitory triterpenoidal saponin from the marine sponge Erylus nobilis

J Nat Prod. 2002 Mar;65(3):411-3. doi: 10.1021/np010480n.

Authors

Kentaro Takada¹, Yoichi Nakao, Shigeki Matsunaga, Rob W M van Soest, Nobuhiro Fusetani

Affiliation

¹ Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan.

PMID: 11908993
DOI: 10.1021/np010480n

Abstract

A neuraminidase inhibitor, nobiloside (1), was isolated from the marine sponge Erylus nobilis Thiele, 1903. Its structure was determined as a penasterol trisaccharide. The absolute configurations were determined by NMR and chiral GC analysis. It inhibited neuraminidase from the bacterium Clostridium perfringens with an IC50 value of 0.46 microg/mL.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Chromatography, Gas
Chromatography, High Pressure Liquid
Clostridium / enzymology
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / isolation & purification*
Enzyme Inhibitors / pharmacology
Japan
Molecular Conformation
Molecular Structure
Neuraminidase / antagonists & inhibitors
Nuclear Magnetic Resonance, Biomolecular
Porifera / chemistry*
Stereoisomerism
Sterols / chemistry
Sterols / isolation & purification*
Sterols / pharmacology
Trisaccharides / chemistry
Trisaccharides / isolation & purification*
Trisaccharides / pharmacology

Substances

Enzyme Inhibitors
Sterols
Trisaccharides
nobiloside
Neuraminidase