Terpioside B, a difucosyl GSL from the marine sponge Terpios sp. is a potent inhibitor of NO release

Bioorg Med Chem. 2010 Jul 15;18(14):5310-5. doi: 10.1016/j.bmc.2010.05.048. Epub 2010 May 24.

Abstract

Terpioside B (2a), a unique glycolipid containing two fucose residues in the furanose form in its pentasaccharide chain, was isolated from the marine sponge Terpios sp. Its complete stereostructure was solved by interpretation of mass spectrometric and NMR data along with CD and GG-MS analyses of its degradation products. Terpioside B is a potent inhibitor against LPS-induced NO release, and is considerably more active than simpler glycosphingolipids such as terpioside A and monoglucosylceramide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line
  • Glycolipids / chemistry*
  • Glycolipids / isolation & purification
  • Glycolipids / pharmacology*
  • Lipopolysaccharides / immunology
  • Macrophage Activation / drug effects*
  • Macrophages / drug effects
  • Macrophages / immunology
  • Molecular Conformation
  • Nitric Oxide / immunology*
  • Porifera / chemistry*

Substances

  • Glycolipids
  • Lipopolysaccharides
  • terpioside B
  • Nitric Oxide