Fragmentations of 13-oxo-taxyunnansin A and their application to preparation of abeo-paclitaxel and abeo-docetaxel analogues

Fragmentations of 13-oxo-taxyunnansin A and their application to preparation of abeo-paclitaxel and abeo-docetaxel analogues
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13-氧代紫杉素A的片段化及其在制备abeo-紫杉醇和abeo-多西紫杉醇类似物中的应用

DOI:
10.1016/j.tetlet.2010.11.008
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发表时间:
2011-01-05
影响因子:
1.8
通讯作者:
Zhao, Qin-Shi
Zhao, Qin-Shi
中科院分区:
化学4区
文献类型:
--
作者:
Zhao, Yu;Zhang, Hong-Bin;Zhao, Qin-Shi

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分别用(t)BuOK和Red-Al处理的13-oxo-taxyunnansin A(3)的两个有趣的前所未有的片段已被发现、优化并成功地应用于新型abeo-紫杉醇和abeo-多西他赛衍生物的合成。合成了8个具有11(15 -> 1)-abeo-taxane骨架的abeo-paclitaxel和abeo-docetaxel衍生物,并对其抗癌活性进行了初步评价。(C)2010爱思唯尔有限公司版权所有。
Two interesting unprecedented fragmentations of 13-oxo-taxyunnansin A (3), initiated by treatment with (t)BuOK and Red-Al, respectively, have been discovered, optimized and successfully applied to the synthesis of novel abeo-paclitaxel and abeo-docetaxel derivatives. Eight new derivatives of abeo-paclitaxel and abeo-docetaxel possessing the structurally simplified 11 (15 -> 1)-abeo-taxane skeleton with an oxetane ring and pi bond conjugate system were accordingly prepared for the further evaluation of anticancer activities. (C) 2010 Elsevier Ltd. All rights reserved.