海参纲的成分。9. 从糙海参中分离出一种新的神经节苷脂分子种类并确定其结构。

Constituents of holothuroidea.9. Isolation and structure of a new ganglioside molecular species from the sea cucumber Holothuria pervicax.

作者信息

Yamada K, Harada Y, Miyamoto T, Isobe R, Higuchi R

机构信息

Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2000 Jan;48(1):157-9. doi: 10.1248/cpb.48.157.

DOI:10.1248/cpb.48.157

PMID:10705496

Abstract

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.

摘要

从糙海参的氯仿/甲醇提取物的极性部分中获得了一种新的神经节苷脂分子种类，即HPG-7 (1)。基于化学和光谱证据，确定了1的结构，其主要成分是1-O-[α-L-呋喃岩藻糖基-(1→4)-(N-乙酰基-α-D-神经氨酸基)-(2→11)-(N-羟乙酰基-α-D-神经氨酸基)-(2→4)-(N-乙酰基-α-D-神经氨酸基)-(2→6)-β-D-吡喃葡萄糖基]-(2S,3S,4R)-2-[(2R)-2-羟基二十四烷酰胺基]-14-甲基十六烷-1,3,4-三醇。这是关于从海参中分离和鉴定三唾液酸神经节苷脂的首次报道。1对大鼠嗜铬细胞瘤细胞系PC-12细胞显示出促神经突生长活性。