6533b830fe1ef96bd1297013

RESEARCH PRODUCT

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

Elisabetta PanzaElisabetta PanzaAngela IanaroErnesto FattorussoAlfonso MangoniRoberta TetaValeria Costantino

subject

LipopolysaccharidesTerpiosStereochemistryClinical BiochemistryMolecular ConformationPharmaceutical ScienceNitric Oxide01 natural sciencesBiochemistryFucoseCell Line03 medical and health scienceschemistry.chemical_compoundGlycolipidDrug DiscoveryAnimalsMolecular Biology030304 developmental biologychemistry.chemical_classification0303 health sciencesbiology010405 organic chemistryChemistryMacrophagesOrganic ChemistryAbsolute configurationGlycosphingolipidOligosaccharideMacrophage Activationbiology.organism_classificationFuranose0104 chemical sciencesPoriferaSpongeBiochemistryMolecular MedicineGlycolipids

description

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.

yearjournalcountryeditionlanguage
2010-01-19Bioorganicmedicinal chemistry
10.1016/j.bmc.2010.05.048https://pubmed.ncbi.nlm.nih.gov/20624608