从海星黄斑海盘车中分离并鉴定出一种具有促神经突生长活性的GD3型神经节苷脂分子种类及其结构。

Isolation and structure of a GD3-Type ganglioside molecular species possessing neuritogenic activity from the starfish Luidia maculata.

作者信息

Kawatake Satoshi, Inagaki Masanori, Isobe Ryuichi, Miyamoto Tomofumi, Higuchi Ryuichi

机构信息

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

出版信息

Chem Pharm Bull (Tokyo). 2004 Aug;52(8):1002-4. doi: 10.1248/cpb.52.1002.

DOI:10.1248/cpb.52.1002

PMID:15305002

Abstract

A GD3-type ganglioside molecular species, LMG-4 (1), has been obtained from the polar lipid fraction of the chloroform/methanol extract of the starfish Luidia maculata. The structure of this ganglioside has been determined on the basis of chemical and spectroscopic evidence to be 1-O-[(N-acetyl-alpha-D-neuraminosyl)-(2-->8)-(N-acetyl-alpha-D-neuraminosyl)-(2-->3)-beta-D-galactopyranosyl-(1-->4)-beta-D-glucopyranosyl]-ceramide. The ceramide moiety was composed of heterogeneous 2-hydroxy fatty acid and phytosphingosine units. This is the first report on the isolation and structure elucidation of GD3-type ganglioside from echinoderms. Moreover, 1 exhibited neuritogenic activity toward the rat pheochromocytoma PC12 cells in the presence of nerve growth factor.

摘要

一种GD3型神经节苷脂分子物种，LMG - 4（1），已从海星黄斑海盘车的氯仿/甲醇提取物的极性脂质部分中获得。基于化学和光谱证据，已确定该神经节苷脂的结构为1 - O - [（N - 乙酰基 - α - D - 神经氨酰基） - （2→8） - （N - 乙酰基 - α - D - 神经氨酰基） - （2→3） - β - D - 吡喃半乳糖基 - （1→4） - β - D - 吡喃葡萄糖基] - 神经酰胺。神经酰胺部分由异质的2 - 羟基脂肪酸和植物鞘氨醇单元组成。这是关于从棘皮动物中分离和鉴定GD3型神经节苷脂的首次报道。此外，在神经生长因子存在的情况下，1对大鼠嗜铬细胞瘤PC12细胞表现出促神经突生长活性。