Facile synthesis and cytotoxicity of triterpenoid saponins bearing a unique disaccharide moiety:: hederacolchiside A1 and its analogues
Facile synthesis and cytotoxicity of triterpenoid saponins bearing a unique disaccharide moiety:: hederacolchiside A1 and its analogues
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DOI：
10.1016/j.carres.2007.12.014
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发表时间：
2008-03-17
影响因子：
3.1
通讯作者：
Cheng, Mao-Sheng
中科院分区：
文献类型：
--
作者：
Yan, Mao-Cai;Liu, Yang;Cheng, Mao-Sheng
建立了一种改进的常春藤苷 A(1) 合成方法，常春藤苷 A(1) 是一种具有独特二糖部分的抗肿瘤三萜皂苷。这种方法从部分受保护的中间体开始，避免了繁琐的保护-去保护操作。在中间体中发现中心阿拉伯糖残基的异常环构象((1)C(4))，这可能解释了阿拉伯糖的3-OH和4-OH之间不寻常的区域选择性。然后通过这种方法轻松制备了常春藤苷 A(1) 的两种类似物，并在初步体外测定中表现出显着的细胞毒性。 (c) 2007 Elsevier Ltd. 保留所有权利。
An improved synthetic approach toward hederacolchiside A(1), an antitumor triterpenoid saponin bearing a unique disaccharide moiety, was established. This approach began from a partially protected intermediate and avoided tedious protection-deprotection manipulation. An abnormal ring conformation ((1)C(4)) of the center arabinose residue was found in the intermediate, which may account for the unusual regioselectivity between 3-OH and 4-OH of arabinose. Two analogues of hederacolchiside A(1) were then facilely prepared by this approach and exhibited significant cytotoxicity in preliminary in vitro assay. (c) 2007 Elsevier Ltd. All rights reserved.