RRC ID 41770
著者 Yamada K, Hamada A, Kisa F, Miyamoto T, Higuchi R.
タイトル Constituents of Holothuroidea, 13. Structure of neuritogenic active ganglioside molecular species from the sea cucumber Stichopus chloronotus.
ジャーナル Chem Pharm Bull (Tokyo)
Abstract Three ganglioside molecular species, SCG-1, SCG-2, and SCG-3, were obtained from the lipid fraction of the chloroform-methanol extract of the sea cucumber Stichopus chloronotus. On the basis of chemical and spectroscopic evidence, the structures of these gangliosides have been determined to be 1-O-[(N-glycolyl-alpha-D-neuraminosyl)-(2-->6)-beta-D-glucopyranosyl]-ceramide (SCG-1), 1-O-[8-O-sulfo(major)-(N-acetyl-alpha-D-neuraminosyl)-(2-->6)-beta-D-glucopyranosyl]-ceramide (SCG-2), and 1-O-[alpha-L-fucopyranosyl-(1-->11)-(N-glycolyl-alpha-D-neuraminosyl)-(2-->6)-beta-D-glucopyranosyl]-ceramide (SCG-3). The ceramide moieties were composed of heterogeneous long-chain base and fatty acid units. SCG-3 is the first type of ganglioside containing a fucopyranose in the sialosyl trisaccharide moiety. Moreover, these three gangliosides exhibited neuritogenic activity toward the rat pheochromocytoma PC12 cells in the presence of nerve growth factor.
巻・号 51(1)
ページ 46-52
公開日 2003-1-1
DOI 10.1248/cpb.51.46
PMID 12520127
MeSH Animals Carbohydrate Sequence Gangliosides / chemistry* Gangliosides / isolation & purification Gangliosides / pharmacology Molecular Sequence Data Neurites / drug effects* Neurites / physiology PC12 Cells Rats Sea Cucumbers / chemistry*
IF 1.416
引用数 26
WOS 分野 CHEMISTRY, MULTIDISCIPLINARY PHARMACOLOGY & PHARMACY CHEMISTRY, MEDICINAL
リソース情報
ヒト・動物細胞 PC-12(RCB0009)