从黄斑海盘车（Luidia maculata）中分离并鉴定四种新的神经酰胺的结构。

Isolation and structure of four new ceramides from the starfish Luidia maculata.

作者信息

Inagaki Masanori, Ikeda Yuriko, Kawatake Satoshi, Nakamura Kazufumi, Tanaka Miyuki, Misawa Eriko, Yamada Muneo, Higuchi Ryuichi

机构信息

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

出版信息

Chem Pharm Bull (Tokyo). 2006 Dec;54(12):1647-9. doi: 10.1248/cpb.54.1647.

DOI:10.1248/cpb.54.1647

PMID:17139098

Abstract

A new sphingosine-type ceramide LMCer-1-1 (1) and three new phytosphingosine-type ceramides, LMCer-2-1 (2), LMCer-2-6 (3), and LMCer-2-7 (4), were isolated from the anti-hyperglycemic active ceramide molecular species LMCer-1 and LMCer-2, obtained from the less polar fraction of the chloroform-methanol extract of the whole bodies of Luidia maculata. The structures of these ceramides were determined on the basis of chemical and spectroscopic evidence as: (2S,3R,4E,2'R)-2-(2-hydroxyhexadecanoylamino)-16-methyl-4-octadecene-1,3-diol (1), (2S,3S,4R,2'R)-2-(2-hydroxyhexadecanoylamino)-16-methyl-octadecane-1,3,4-triol (2), (2S,3S,4R,2'R)-2-(2-hydroxydocosanoylamino)-hexadecane-1,3,4-triol (3), and (2S,3S,4R,2'R)-2-(2-hydroxydocosanoylamino)-14-methyl-hexadecane-1,3,4-triol (4).

摘要

从黄斑海盘车全体的氯仿 - 甲醇提取物的低极性部分获得的具有降血糖活性的神经酰胺分子种类LMCer - 1和LMCer - 2中，分离出一种新的鞘氨醇型神经酰胺LMCer - 1 - 1（1）和三种新的植物鞘氨醇型神经酰胺LMCer - 2 - 1（2）、LMCer - 2 - 6（3）和LMCer - 2 - 7（4）。这些神经酰胺的结构根据化学和光谱证据确定为：(2S,3R,4E,2'R)-2-(2-羟基十六烷酰氨基)-16-甲基-4-十八碳烯-1,3-二醇（1）、(2S,3S,4R,2'R)-2-(2-羟基十六烷酰氨基)-16-甲基十八烷-1,3,4-三醇（2）、(2S,3S,4R,2'R)-2-(2-羟基二十二烷酰氨基)十六烷-1,3,4-三醇（3）和(2S,3S,4R,2'R)-2-(2-羟基二十二烷酰氨基)-14-甲基十六烷-1,3,4-三醇（4）。