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2,3,4-三-O-磺基-α-L-岩藻糖基吡喃糖苷-(1→3)-2,4-二-O-磺基-α-L-岩藻糖基吡喃糖苷-(1→3)-2,4-二-O-磺基-α-L-岩藻糖基吡喃糖苷-(1→3)-2,4-二-O-磺基-β-L-岩藻糖基吡喃糖苷辛酯的合成及生物活性

Synthesis and biological activities of octyl 2,3,4-tri-O-sulfo-alpha-L-fucopyranosyl-(1-->3)-2,4-di-O-sulfo-alpha-L-fucopyranosyl-(1-->3)-2,4-di-O-sulfo-alpha-L-fucopyranosyl-(1-->3)-2,4-di-O-sulfo-beta-L-fucopyranoside.

作者信息

Hua Yuxia, Gu Guofeng, Du Yuguo

机构信息

Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, PO Box 2871, Beijing 100085, PR China.

出版信息

Carbohydr Res. 2004 Mar 15;339(4):867-72. doi: 10.1016/j.carres.2003.12.014.

DOI:10.1016/j.carres.2003.12.014
PMID:14980830
Abstract

An efficient method for the regioselective 3-O-silylation of beta-thiofucopyranoside was disclosed. Based on this discovery, we described a high-yielding strategy for the synthesis of the natural core structure of L-fucan and its fully sulfated derivative. The bioassay suggested that octyl 2,3,4-tri-O-sulfo-alpha-L-fucopyranosyl-(1-->3)-2,4-di-O-sulfo-alpha-L-fucopyranosyl-(1-->3)-2,4-di-O-sulfo-alpha-L-fucopyranosyl-(1-->3)-2,4-di-O-sulfo-beta-L-fucopyranoside presented better antitumor activities than that of the free tetramer based on Sarcoma 180 cells and Lewis lung carcinoma model studies.

摘要

公开了一种用于β-硫代岩藻糖苷区域选择性3-O-硅烷化的有效方法。基于这一发现，我们描述了一种高产率的策略来合成岩藻聚糖的天然核心结构及其全硫酸化衍生物。生物测定表明，基于肉瘤180细胞和Lewis肺癌模型研究，辛基2,3,4-三-O-磺基-α-L-岩藻糖基-(1→3)-2,4-二-O-磺基-α-L-岩藻糖基-(1→3)-2,4-二-O-磺基-α-L-岩藻糖基-(1→3)-2,4-二-O-磺基-β-L-岩藻糖苷比游离四聚体具有更好的抗肿瘤活性。

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