Design, Synthesis of Novel 1,2,3‐Triazole Pendent Quinazolinones and Their Cytotoxicity against MCF‐7 Cell Line

Abstract

AbstractA library of 6‐(((1‐(substitutedphenyl)‐1H‐1,2,3‐triazol‐4‐yl)methyl) amino)‐3‐methylquinazolin‐4(3H)‐one analogues synthesized from Isatin precursor through a series of nitration, reduction, hydrolysis, cyclization and click reaction. The structures of compounds were characterized by spectral data including IR, 1H‐NMR, 13C NMR and Mass. The novel quinazolinone – 1,2,3‐triazoles were screened for their cytotoxicity against the human breast adenocarcinoma cell lines MCF‐7 by MTT assay. 4‐Isopropyl and 2‐bromo substituted analogues executed high activity against MCF‐7 cell line with IC50 value of 10.16±0.07 μM and 11.23±0.20 μM compared to the Doxorubicin whose IC50 value is 10.81±0.03 μM. The activity of remaining compounds is good to moderate. Further, the molecular docking studies against the crystal structure of Epidermal Growth Factor Receptor delivered the best binding energies and the interactions such as H‐bond and hydrophobic are inevitable. The predicted pharmacokinetic properties results showed that these compounds have more drug likeness properties.