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源自4-氯-4-脱氧-α-D-半乳糖的呋喃糖基α-C-糖苷的合成及其细胞毒性活性。

Synthesis of furanosyl alpha-C-glycosides derived from 4-chloro-4-deoxy-alpha-D-galactose and their cytotoxic activities.

作者信息

Yan Lin, Dai Gui-Fu, Yang Jian-Li, Liu Feng-Wu, Liu Hong-Min

机构信息

New Drug Research & Development Center, Zhengzhou University, Zhengzhou 450052, China.

出版信息

Bioorg Med Chem Lett. 2007 Jun 15;17(12):3454-7. doi: 10.1016/j.bmcl.2007.03.079. Epub 2007 Mar 30.

DOI:10.1016/j.bmcl.2007.03.079
PMID:17462891
Abstract

Condensation of a new unnatural sugar 1 with 1,3-dicarbonyl compounds in the presence of anhydrous zinc chloride gave the polyhydroxyalkyl-furans in excellent yields. Further modification afforded the corresponding furanosyl alpha-C-glycoside derivatives. The absolute configuration of 3-acetyl-2-methyl-5-(2'-chloro-D-galacto-tetritol-1-yl)-furan was confirmed by single-crystal X-ray analysis. The in vitro cytotoxic activities of these furanosyl C-glycosides were also investigated.

摘要

在无水氯化锌存在下,新的非天然糖1与1,3 - 二羰基化合物缩合,以优异的产率得到多羟基烷基呋喃。进一步修饰得到相应的呋喃糖基α-C-糖苷衍生物。通过单晶X射线分析确定了3-乙酰基-2-甲基-5-(2'-氯-D-半乳糖四醇-1-基)呋喃的绝对构型。还研究了这些呋喃糖基C-糖苷的体外细胞毒性活性。

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