Chinese Journal of Organic Chemistry >
Design, Synthesis, Anti-cancer Activities and Computational Analysis of Novel Diamides Conformationally Restricted by Cyclopropane
Received date: 2021-06-29
Revised date: 2021-08-02
Online published: 2021-09-03
Supported by
National Key Research Program of China(2017YFD0200505)
A series of diamides conformationally restricted by cyclopropane were designed and synthesized. Most of the racemates containing cis-cyclopropane possessed promising inhibitory activity against four cancer cell lines (MCF-7, BGC-823, HepG2 and NCI-H460). In particular, racemate cis-N1-(2-methyl-4-(perfluoropropan-2-yl)phenyl)-N2-(4-phenoxy- benzyl)cyclopropane-1,2-dicarboxamide (1-19) showed the potential for further optimization as an anti-cancer lead with the IC50 value of (8.38±0.67) mg•L–1 on MCF-7. Moreover, steryl-sulfatase (STS) was predicated as the potential target protein and molecular docking was performed to explore the binding mode.
Key words： diamides; cyclopropane; anti-cancer activities; target prediction; docking
Ruijia Chen , Cong Zhou , Xiwen Pang , Jiajun Liu , Yucheng Gu , Jianwen Liu , Zhong Li . Design, Synthesis, Anti-cancer Activities and Computational Analysis of Novel Diamides Conformationally Restricted by Cyclopropane[J]. Chinese Journal of Organic Chemistry, 2022 , 42(1) : 277 -292 . DOI: 10.6023/cjoc202106053
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