1311267-98-7Relevant academic research and scientific papers
Synthesis and evaluation of novel oleanolic acid derivatives as potential antidiabetic agents
Zhang, Liying,Jia, Xiaojian,Dong, Jizhe,Chen, Dongyin,Liu, Jun,Zhang, Luyong,Wen, Xiaoan
, p. 297 - 305 (2014/03/21)
Antidiabetic agents simultaneously inhibiting hepatic glucose production and stimulating hepatic glucose consumption could apply a better control over hyperglycemia. A series of oleanolic acid derivatives with bulky substituents at C-3 position were designed and synthesized in order to search for this kind of agents. All of the compounds were evaluated biologically in vitro using glycogen phosphorylase and HepG2 cells. The results indicated that several derivatives exhibited moderate-to-good inhibitory activities against glycogen phosphorylase. Compound 8g showed the best inhibition with an IC50 value of 5.4 μm. Moreover, most of the derivatives were found to increase the glucose consumption in HepG2 cells in a dose-dependent manner. The possible binding mode of compound 8g with glycogen phosphorylase was also explored by docking study. 8g was found to have hydrogen bonding interactions with Arg193, Arg310, and Arg60 of the allosteric site.
Synthesis and cytotoxicity evaluation of oleanolic acid derivatives
Hao, Jia,Liu, Jun,Wen, Xiaoan,Sun, Hongbin
supporting information, p. 2074 - 2077 (2013/04/23)
Twelve derivatives of oleanolic acid (1) have been synthesized and evaluated for their inhibitory activities against the growth of prostate PC3, breast MCF-7, lung A549, and gastric BGC-823 cancer cells by MTT assays. Within these series of derivatives, compound 17 exhibited the most potent cytotoxicity against PC3 cell line (IC50 = 0.39 μM) and compound 28 displayed the best activity against A549 cell line (IC50 = 0.22 μM). SAR analysis indicates that H-donor substitution at C-3 position of oleanolic acid may be advantageous for improvement of cytotoxicity against PC3, A549 and MCF-7 cell lines.
Identification of pentacyclic triterpenes derivatives as potent inhibitors against glycogen phosphorylase based on 3D-QSAR studies
Liang, Zhongjie,Zhang, Liying,Li, Lianchun,Liu, Jun,Li, Hongling,Zhang, Luyong,Chen, Limin,Cheng, Keguang,Zheng, Mingyue,Wen, Xiaoan,Zhang, Pu,Hao, Jia,Gong, Yanchun,Zhang, Xia,Zhu, Xiaoyun,Chen, Jun,Liu, Hong,Jiang, Hualiang,Luo, Cheng,Sun, Hongbin
supporting information; experimental part, p. 2011 - 2021 (2011/06/22)
Naturally occurring pentacyclic triterpenes (PT), a novel class of inhibitors against glycogen phosphorylase (GP), hold promise for the treatment of type-2 diabetes and other diseases with disorders in glycogen metabolism. To identify novel and more potent GP inhibitors, the receptor-based comparative molecular field analysis (CoMFA) and comparative molecular similarity analysis (CoMSIA) approaches were performed to investigate the quantitative structure-activity relationships (QSAR) among 106 PT analogues. The validated models demonstrated that the elongated or bulky substitutions in C17 position and/or C2, C3 positions are favorable. Then based on the structural information extracted from these models, 56 derivatives were synthesized and biochemically tested in this study. The IC50 value of the most potent compound P50 was found to be 1.1 μM.
