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3-(2,8,9-三氧杂-氮杂-1-锗杂三环[3.3.3.0]十一烷-1-基)-咖啡酸的合成与生物活性

Synthesis and biological activity of 3-(2, 8, 9-trioxa-aza-1-germatricyclo [3. 3. 3. 0] undecane-1-yl)-caffeic acid.

作者信息

Ye Lianbao, Luo Yan, Peng Xuedong, Zhou Yuping, Ou Xiaomin

机构信息

Medicinal Chemistry Department, Guangdong Pharmaceutical University, Guangzhou, Guangdong 510006, China.

出版信息

Med Chem. 2009 Jul;5(4):382-4. doi: 10.2174/157340609788681539.

Abstract

The new germanium compound of caffeic acid, (1), has been obtained to compare anti-tumor activities with 3-(2, 8, 9-trioxa-aza-1-germatricyclo[3. 3. 3. 0]undecane-1-yl)-hydroxycinnamic acids which have been researched previously. Compound was prepared which mainly used caffeic acid, germanium dioxide, sodium hypophosphite, triethanolamine as materials by reducing reaction, Micheal addition reaction and transesterification. The structure is comfirmed by (1)H-NMR and MS. Biological investigation has demonstrated that the compound is stronger anti-tumor activity than 3-(2, 8, 9-trioxa-aza-1-germatricyclo[3. 3. 3. 0]undecane-1-yl)-hydroxylcinnamic acids with lower toxicity.

摘要

已制得新的咖啡酸锗化合物(1),以便与先前已研究的3-(2,8,9-三氧杂-氮杂-1-锗杂三环[3.3.3.0]十一烷-1-基)-羟基肉桂酸进行抗肿瘤活性比较。该化合物主要以咖啡酸、二氧化锗、次磷酸钠、三乙醇胺为原料,通过还原反应、迈克尔加成反应和酯交换反应制备而成。其结构经(1)H-NMR和MS确证。生物学研究表明,该化合物具有比3-(2,8,9-三氧杂-氮杂-1-锗杂三环[3.3.3.0]十一烷-1-基)-羟基肉桂酸更强的抗肿瘤活性,且毒性更低。

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