Medicinal Chemistry

Synthesis of N-Substituted Benzamide Derivatives and their Evaluation as Antitumor Agents

Abstract

Taiping Chen, Hongwu Jiang, Jianjun Zhou, Zicheng Li, Wencai Huang, Youfu Luo and Yinglan Zhao

A series of N-substituted benzamide derivatives designed based on Entinostat (MS-275) were synthesized, and characterized by IR, MS, 1H NMR and 13C NMR. Their anti-proliferative activity in vitro against four cell lines including MCF-7, MDA-MB-231, K562 and A549 were also evaluated by the MTT assay, the results showed that several compounds displayed similar inhibitory activity compared with MS-275. Finally, binding affinity of the synthesized compounds towards targets (histone deacetylases, HDACs) was studied using molecular docking simulations, compounds 13h and 13k were observed hydrogen bond, Vander Waals bond and hydrophobic interactions with HDAC2 and HDAC8.