从冲绳星盘海星Protoreaster nodosus 中分离和结构阐明 GM4 型神经节苷脂。

Isolation and structure elucidation of GM4-type gangliosides from the Okinawan starfish Protoreaster nodosus.

机构信息

Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi 3-1-1, Higashi-ku, Fukuoka 812-8582, Japan.

出版信息

Mar Drugs. 2012 Nov 5;10(11):2467-80. doi: 10.3390/md10112467.

Three new ganglioside molecular species, termed PNG-1, PNG-2A, and PNG-2B were isolated from pyloric caeca of the starfish Protoreaster nodosus. Their structures were elucidated using a combination of spectroscopic and chemical methods, and characterized as 1-O-[8-O-methyl-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyranosyl]-ceramide for PNG-1, 1-O-[β-galactofuranosyl-(1→3)-α-galactopyranosyl-(1→4)-8-O-methyl-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyranosyl]-ceramide for PNG-2A, and 1-O-[β-galacto furanosyl-(1→3)-α-galactopyranosyl-(1→9)-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyr anosyl]-ceramide for PNG-2B. PNG-2A and PNG-2B represent the first GM4 elongation products in nature.

三种新的神经节苷脂分子种类，命名为 PNG-1、PNG-2A 和 PNG-2B，从星状海星Protoreaster nodosus 的幽门盲囊中分离得到。通过光谱和化学方法的组合，阐明了它们的结构，并将其表征为 1-O-[8-O-甲基-N-乙酰-α-神经氨酸基-(2→3)-β-半乳糖吡喃糖苷基]-神经酰胺，用于 PNG-1；1-O-[β-半乳糖呋喃基-(1→3)-α-半乳糖吡喃糖苷基-(1→4)-8-O-甲基-N-乙酰-α-神经氨酸基-(2→3)-β-半乳糖吡喃糖苷基]-神经酰胺，用于 PNG-2A；1-O-[β-半乳糖呋喃基-(1→3)-α-半乳糖吡喃糖苷基-(1→9)-N-乙酰-α-神经氨酸基-(2→3)-β-半乳糖吡喃糖苷基]-神经酰胺，用于 PNG-2B。PNG-2A 和 PNG-2B 代表了自然界中第一个 GM4 延伸产物。