原芹菜素及其类似物作为强效细胞毒剂的首次全合成。
First total synthesis of protoapigenone and its analogues as potent cytotoxic agents.
作者信息
Lin An-Shen, Nakagawa-Goto Kyoko, Chang Fang-Rong, Yu Donglei, Morris-Natschke Susan L, Wu Chin-Chung, Chen Shu-Li, Wu Yang-Chang, Lee Kuo-Hsiung
机构信息
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan.
出版信息
J Med Chem. 2007 Aug 9;50(16):3921-7. doi: 10.1021/jm070363a. Epub 2007 Jul 10.
Abstract
Protoapigenone (1), isolated from Thelypteris torresiana, previously showed significant cytotoxic activity against five human cancer cell lines. In a continued structure-activity relationship study, the first total synthesis and modification of 1 were achieved. All synthesized compounds and related intermediates were evaluated for cytotoxic activity against five human cancer cell lines, HepG2, Hep3B, MDA-MB-231, MCF-7, and A549. Among them, 24 showed 2.2-14.2-fold greater cytotoxicity than 1 and naphthyl A-ring analogues remarkably enhanced the activity.
摘要
从华南针毛蕨中分离得到的原芹菜素（1），此前已显示出对五种人类癌细胞系具有显著的细胞毒性活性。在一项持续的构效关系研究中，实现了1的首次全合成及修饰。对所有合成化合物和相关中间体针对五种人类癌细胞系HepG2、Hep3B、MDA-MB-231、MCF-7和A549进行了细胞毒性活性评估。其中，24表现出比1高2.2至14.2倍的细胞毒性，且萘基A环类似物显著增强了活性。
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