Synthesis, Antiproliferative Activity and Molecular Docking Studies of Novel 1,3,5-Triaryl Pyrazole Compound as Estrogen α Receptor Inhibitor Targeting MCF7 Cell Line

Abstract

This research have been successfully synthesize novel compound of 1,3,5-triaryl pyrazole derivatives. Firstly, 3-(3-bromophenyl)-5-(2-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole (4) compound was obtained by multicomponent reaction of ketone, aldehyde and hydrazine in basic condition. Then, 3-(3-bromophenyl)-5-(2-methoxyphenyl)-1-phenyl-1H-pyrazole (5) compound was obtained by oxidative aromatization of compound 4 in the presense of iodine in acetic acid. Structure of predicted molecules were confirmed by FTIR, NMR and HRMS spectroscopy data analysis. Antiproliferative activity of compound 5 was evaluated by in vitro assay against MCF-7 cells and molecular docking simulation against ERα (PDB ID: 3ERT) using MOE 2019. Biological evaluation result showed that compound 5 has weak antiproliferative activity with IC50 was 8mM whereas the docking studies agrees the result.