Synthesis, Molecular Docking and Biological Evaluation of Glycyrrhizin Analogs as Anticancer Agents Targeting EGFR

Molecules

Yong-An Yang¹  Wen-Jian Tang²  Xin Zhang¹  Ji-Wen Yuan¹  Xin-Hua Liu¹ 

[1]State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, China

[2] E-Mails:

[3]School of Pharmacy, Anhui Medical University, Hefei 230032, China

关键词: glycyrrhizin;    anticancer activity;    EGFR;    18-epimer;    molecular docking;   

DOI  :  10.3390/molecules19056368

来源: mdpi

【 摘 要 】

Glycyrrhizin (GA) analogs in the form of 3-glucuronides and 18-epimers were synthesized and their anticancer activities were evaluated. Alkaline isomerization of monoglucuronides is reported. In vitro and in vivo studies showed that glycyrrhetinic acid monoglucuronides (GAMGs) displayed higher anticancer activities than those of bisglucuronide GA analogs, while anticancer activity of the 18α-epimer was superior to that of the 18β-epimer. 18α-GAMG was firstly nicely bound to epidermal growth factor receptor (EGFR) via six hydrogen bonds and one charge interaction, and the docking calculation proved the correlation between anticancer activities and EGFR inhibitory activities. Highly active 18α-GAMG is thus of interest for the further studies as a potential anticancer agent.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.