| RRC ID |
41770
|
| Author |
Yamada K, Hamada A, Kisa F, Miyamoto T, Higuchi R.
|
| Title |
Constituents of Holothuroidea, 13. Structure of neuritogenic active ganglioside molecular species from the sea cucumber Stichopus chloronotus.
|
| Journal |
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.
|
| Volume |
51(1)
|
| Pages |
46-52
|
| Published |
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
|
| Times Cited |
26
|
|
WOS Category
|
CHEMISTRY, MULTIDISCIPLINARY
PHARMACOLOGY & PHARMACY
CHEMISTRY, MEDICINAL
|
| Resource |
| Human and Animal Cells |
PC-12(RCB0009) |
