The chemical and biological potential of C ring modified triterpenoids

被引：50
|
作者：
Siewert, Bianka [1 ]
Wiemann, Jana [1 ]
Koewitsch, Alexander [1 ]
Csuk, Rene [1 ]
机构：
[1] Univ Halle Wittenberg, Bereich Organ Chem, D-06120 Halle, Saale, Germany
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2014年 / 72卷
关键词：
Oleanolic acid acid; Ursolic acid; Triterpenoids; Antitumor activity; Apoptosis; Structure-activity relationships; OLEANOLIC ACID-DERIVATIVES; URSOLIC ACID; ZUR KENNTNIS; CONSTITUENTS; INHIBITORS; SEPARATION; APOPTOSIS; ASSAY; FLOW; INDUCTION;
D O I：
10.1016/j.ejmech.2013.11.025
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A convenient and elegant route has been developed to separate the natural regioisomers triterpenoids ursolic acid (UA) and oleanolic acid (OA) as well as derivatives thereof. Eleven unknown derivatives of OA were designed, synthesized, and their cytotoxicity was investigated. Further sixteen compounds were prepared to correlate all compounds in a SAR study. It could be shown that C-ring modifications of OA and UA have only a moderate influence onto the cytotoxic activity of the compounds but a significant impact onto the ability to trigger apoptosis in ovarian cancer cells (cell line A2780). (C) 2013 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：84 / 101
页数：18
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