新型C2-C3' N-肽连接的大环紫杉烷类化合物。第1部分：C3'位带有肽侧链的多西他赛类似物的合成与生物活性

Novel C2-C3' N-peptide linked macrocyclic taxoids. Part 1: Synthesis and biological activities of docetaxel analogues with a peptide side chain at C3'.

作者信息

Larroque Anne-Laure, Dubois Joëlle, Thoret Sylviane, Aubert Geneviève, Guénard Daniel, Guéritte Françoise

机构信息

Institut de Chimie des Substanes Naturelles, CNRS, 1 avenue de la Terrasse, 91198 Gif sur Yvette Cedex, France.

出版信息

Bioorg Med Chem Lett. 2005 Nov 1;15(21):4722-6. doi: 10.1016/j.bmcl.2005.07.069.

DOI:10.1016/j.bmcl.2005.07.069

Abstract

A series of novel docetaxel analogues possessing a peptide side chain at the C3'-N position was synthesized. These compounds were designed to mimic a region of the alpha-tubulin loop that is equivalent to the paclitaxel binding pocket in beta-tubulin. Eight new peptidic taxoids were obtained and evaluated as inhibitors of microtubule disassembly, as well as for their cytotoxicity.

摘要

合成了一系列在C3'-N位置具有肽侧链的新型多西他赛类似物。设计这些化合物是为了模拟α-微管蛋白环中与β-微管蛋白中的紫杉醇结合口袋相当的区域。获得了8种新的肽类紫杉烷，并对其作为微管解聚抑制剂以及细胞毒性进行了评估。

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