海百合纲动物的成分。3. 从日本海羊齿（Comanthus japonica）中分离出具有促神经突生长活性的糖基肌醇磷酸神经酰胺型神经节苷脂及其结构

Constituents of Crinoidea. 3. Isolation and structure of a glycosyl inositolphosphoceramide-type ganglioside with neuritogenic activity from the feather star Comanthus japonica.

作者信息

Arao Kazuyoshi, Inagaki Masanori, Miyamoto Tomofumi, Higuchi Ryuichi

机构信息

Faculty of Pharmaceutical Sciences, Kyushu University, Hitashi-ku, Fukuoka 812-8582, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2004 Sep;52(9):1140-2. doi: 10.1248/cpb.52.1140.

DOI:10.1248/cpb.52.1140

PMID:15340207

Abstract

A glycosyl inositolphosphoceramide-type ganglioside, CJP4, was obtained from the polar lipid fraction of the chloroform/methanol extract of the feather star Comanthus japonica. The structure of this ganglioside has been determined on the basis of chemical and spectroscopic evidence to be 9-O-methyl-(N-glycolyl-alpha-D-neuraminosyl)-(2-->11)-9-O-methyl-(N-glycolyl-alpha-D-neuraminosyl)-(2-->11)-9-O-methyl-(N-glycolyl-alpha-D-neuraminosyl)-(2-->3)-inositolphosphoceramide, which contains C(16)-sphingosine and C(22:0)-, C(24:0)-fatty acid. This is the first report on the isolation and structural elucidation of a trisialo-glycosyl inositolphosphoceramide-type ganglioside. Moreover, CJP4 exhibited neuritogenic activity toward the rat pheochromocytoma PC12 cells in the presence of nerve growth factor.

摘要

从日本海羊齿（Comanthus japonica）的氯仿/甲醇提取物的极性脂质部分中获得了一种糖基肌醇磷酸神经酰胺型神经节苷脂CJP4。基于化学和光谱证据确定该神经节苷脂的结构为9-O-甲基-（N-糖基-α-D-神经氨酰基）-（2→11）-9-O-甲基-（N-糖基-α-D-神经氨酰基）-（2→11）-9-O-甲基-（N-糖基-α-D-神经氨酰基）-（2→3）-肌醇磷酸神经酰胺，其含有C(16)-鞘氨醇以及C(22:0)-、C(24:0)-脂肪酸。这是关于三唾液酸糖基肌醇磷酸神经酰胺型神经节苷脂的分离和结构解析的首次报道。此外，在神经生长因子存在的情况下，CJP4对大鼠嗜铬细胞瘤PC12细胞表现出促神经突生长活性。