Glycoside modification of oleanolic acid derivatives as a novel class of anti-osteoclast formation agents

被引：55

作者：

Li, Jun-Feng ^{[1
]}

Chen, Song-Jie ^{[1
]}

Zhao, Yu ^{[1
]}

Li, Jian-Xin ^{[1
]}

机构：

[1] Nanjing Univ, Key Lab Analyt Chem Life Sci, Sch Chem & Chem Engn, Nanjing 210093, Peoples R China

来源：

CARBOHYDRATE RESEARCH | 2009年 / 344卷 / 05期

关键词：

Oleanolic acid; Glycoside derivative; Osteoclast formation; Inhibitory activity; NITRIC-OXIDE PRODUCTION; HIGHLY-ACTIVE INHIBITORS; BIOLOGICAL EVALUATION; SAPONINS BEARING; FACILE SYNTHESIS; HIV ACTIVITY; AIDS AGENTS; APOPTOSIS; DESIGN; CELLS;

D O I：

10.1016/j.carres.2009.01.019

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

070307 [化学生物学]; 071010 [生物化学与分子生物学];

摘要：

Oleanolic acid, a natural product, possesses an anti-osteoclast formation activity. Targeting at discovery of novel and potent anti-bone resorption agents, 22 glycosides of oleanolic acid derivatives (including D-galactopyranosides, D-glucopyranosides, D-xylopyranoses, D-arabopyranoses and D-glycuronic acids) were synthesized at phase-transfer-catalyzed conditions (K2CO3, Bu4NBr, CH2Cl2-H2O) and their inhibitory activity on the formation of osteoclast-like multinucleated cells (OCLs) induced by 1 alpha,25-dihydroxyvitamin D-3 was evaluated in a co-culture assay system. The structure-activity relationships of these compounds were also discussed. (C) 2009 Elsevier Ltd. All rights reserved.

引用

收藏

页码：599 / 605

页数：7

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