Synthesis, Docking Study, and Biological Evaluation of 2‐Phenylchroman‐4‐one Derivatives as Murine Double Minute 2 (MDM2) Inhibitors

Author:

Talebi Meysam1,Boumi Shahin1,Nezamtaheri Maryam Sadat2,Sarmad Yeganeh1,Hosseini Faezeh Sadat1,Delphi Ladan3,Goliaei Bahram2,Amini Mohsen1,Amanlou Massoud14ORCID

Affiliation:

1. Department of Medicinal Chemistry Faculty of Pharmacy Tehran University of Medical Sciences Tehran Iran

2. Laboratory of Biophysics and Molecular Biology Institute of Biochemistry and Biophysics (IBB) University of Tehran Tehran Iran

3. Animal Biology Department Faculty of Biology University College of Sciences University of Tehran Tehran Iran

4. Experimental Medicine Research Center Tehran University of Medical Sciences Tehran Iran

Abstract

AbstractInhibiting the interaction between the p53 tumor suppressor and its negative regulator murine double minute 2 (MDM2) is a promising therapeutic opportunity in cancer drug research. Herein, we describe the design, synthesis, and in vitro screening of phenyl chroman‐based derivatives 7 al as MDM2 inhibitors. Among target compounds, 7 e, 7 h, and 7 j had considerable cytotoxicity activity at concentrations of 50 μM and 100 μM against MCF7 and HCT‐116 cell lines. Designed compounds that demonstrated good toxicity, were selected for enzyme inhibition assay. The most potent MDM2 inhibitor in this series is compound 7 h, which showed a Ki value of 13.66 μM. Moreover, compound 7 h with acceptable safety profiles in normal cells was found the least effective compound against human umbilical vein endothelial cells (HUVECs). In addition, cell cycle analysis was also investigated for representative compound 7 h. Also, the docking study was done to predict the possible interaction between the synthesized compound and both MDM2 and murine double minute x (MDMX) proteins. Interestingly, the docking results were in good agreement with the experimental assay.

Publisher

Wiley

Subject

General Chemistry

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