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 I was determined, and the major component was 1-O-[α-L- fucopyranosyl-(1→4)-(N-acetyl-α-D-neuraminosyl)-(2→11)-(N-glycolyl-α-D- neuraminosyl)-(2→4)-(N-acetyl-α-D-neuraminosyl)-(2→6)-β-D- glucopyranosyl]-(2S,3S,4R)-2-[(2R)-2-hydroxytetracosanylamino]-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.