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C-11 位修饰的甘草次酸衍生物的构效关系:一个酮基基团重要吗?

Does one keto group matter? Structure-activity relationships of glycyrrhetinic acid derivatives modified at position C-11.

机构信息

Martin-Luther-Universität Halle-Wittenberg, Bereich Organische Chemie, Halle (Saale), Germany.

出版信息

Arch Pharm (Weinheim). 2012 Jan;345(1):28-32. doi: 10.1002/ardp.201000327. Epub 2011 Nov 11.

DOI:10.1002/ardp.201000327
PMID:22076975
Abstract

Several triterpenoic acids display a remarkable cytotoxicity on tumor cells. Glycyrrhetinic acid - the main content of the licorice root - possesses an apoptotic effect on tumor cells. Previous studies pointed out the presence of a keto group at position C-11 in glycyrrhetinic acid derivatives as the main reason for its apoptotic activity. Several pairs of derivatives were synthesized differing only at position C-11. These compounds were tested in a sulforhodamine B colorimetric assay for cytotoxicity screening on 12 tumor cell lines and mouse embryonic fibroblasts (NIH3T3). Our results show that there is no direct relation between the existence of the C-11 keto group and the apoptotic activity of the compounds.

摘要

几种三萜酸对肿瘤细胞显示出显著的细胞毒性。甘草次酸是甘草根的主要成分,对肿瘤细胞具有凋亡作用。先前的研究指出,在甘草次酸衍生物中 C-11 位置的酮基是其凋亡活性的主要原因。几对仅在 C-11 位置不同的衍生物被合成。这些化合物在磺基罗丹明 B 比色法细胞毒性筛选试验中,对 12 种肿瘤细胞系和小鼠胚胎成纤维细胞(NIH3T3)进行了测试。我们的结果表明,C-11 酮基的存在与化合物的凋亡活性之间没有直接关系。

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