A [2 + 2 + 2]-cycloaddition approach toward 6-oxa-allocolchicinoids with apoptosis-inducing activity.

A [2 + 2 + 2]-cycloaddition approach toward 6-oxa-allocolchicinoids with apoptosis-inducing activity.
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具有细胞凋亡诱导活性的 6-氧杂-别秋水仙素的 [2 2 2]-环加成方法。

DOI：
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发表时间：
2009
期刊：
Organic Letters
影响因子：
5.2
通讯作者：
H. Schmalz
H. Schmalz
中科院分区：
化学1区
文献类型：
--
作者：
Norman Nicolaus;S. Strauss;Joerg‐Martin Neudoerfl;A. Prokop;H. Schmalz

文献摘要

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采用A—> ABC策略，以微波催化Co-或rh催化分子内[2 + 2 + 2]环加成（炔环三聚化）为关键步骤，合成了6-氧-异秋水仙花素。该方法为多种新化合物开辟了一条短而有效的途径，其中一些化合物被发现对BJAB肿瘤细胞表现出显著的选择性凋亡诱导活性。
Following an A --> ABC strategy, a new synthesis of 6-oxa-allocolchicinoids was developed exploiting a microwave-promoted Co- or Rh-catalyzed intramolecular [2 + 2 + 2]-cycloaddition (alkyne cyclotrimerization) as a key step. The approach opens a short and efficient access to a variety of novel compounds, some of which were found to exhibit significant and selective apoptosis-inducing activities against BJAB tumor cells.