Synthesis, characterization of novel quinoline-2-carboxamide based chalcone derivatives and their molecular docking, photochemical studies

Abstract

Novel series of quinoline-2-carboxamide based chalcone derivatives (5a–g) have synthesized and characterized using ¹H-NMR, 13C-NMR, Mass, and elemental analysis. In-silico molecular docking studies exhibited that synthesized compounds 5a and 5g are good binding energy (−8.46 kcal and −9.46 kcal) toward the essential requirements of targeted compounds for EGFR receptor-bearing quinazoline inhibitor (PDB ID: 1M17(Lapitinib)). UV-Vis and fluorescence spectroscopy measurements provided a significant effect on the absorption, emission cyclic voltammetry (CV), and highest occupied molecular orbital (HOMO). Lowest unoccupied molecular orbital (LUMO) values of compound 5g are also confirmed band along with intramolecular charge transfer character (D-π-A). The red shift maxima (510 nm) the emission spectra in various solvents with increasing solvent polarity.

GRAPHICAL ABSTRACT

Keywords:

• Chalcone
• DFT
• EGFR-inhibitors
• molecular docking
• photochemical study