Constituents of holothuroidea.9. Isolation and structure of a new ganglioside molecular species from the sea cucumber Holothuria pervicax.
A new ganglioside molecular species, HPG-7 (1) was obtained from the polar fraction of the chloroform/methanol extract of the sea cucumber, Holothuria pervicax. On the basis of chemical and spectroscopic evidence, the structure of 1 was determined, and the major component was 1-O-[alpha-L-fucopyranosyl-(1-->4)-(N-acetyl-alpha-D-neuraminosyl) - (2-->11)-(N-glycolyl-alpha-D-neuraminosyl)-(2-->4)-(N-acetyl -alpha-D- neuraminosyl)-(2-->6)-beta-D-glucopyranosyl]-(2S,3S,4R)-2-[(2R)-2- hydroxytetracosanoylamino]-14-methyl-hexadecane-1,3,4-triol. This is the first report on the isolation and structure elucidation of trisialo-ganglioside from sea cucumber. 1 showed neuritogenic activity toward the rat pheochromocytoma cell line, PC-12 cell.
Yamada
K
K
Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan.
Harada
Y
Y
Miyamoto
T
T
Isobe
R
R
Higuchi
R
R
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002240:Carbohydrate Sequence; D005732:Gangliosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008401:Gas Chromatography-Mass Spectrometry; D008745:Methylation; D008969:Molecular Sequence Data; D016716:PC12 Cells; D051381:Rats; D012616:Sea Cucumbers / Q000737:chemistry*
D000970:Antineoplastic Agents; D005732:Gangliosides; C406444:HPG-7 ganglioside