Synthesis, DFT studies, antimicrobial, radical scavenging activity, and QSAR studies of 3-((E)-((pyridin-2-yl)methyl imino)methyl)-4H-chromen-4-one

Abstract

The 3-((E)-((pyridin-2-yl) methyl imino) methyl)-4H-chromen-4-one (PMMC) chromone derivative has been synthesized, characterized by FT-IR, 1H NMR, and mass spectrometry. Molecular properties have been computed using the B3LYP method with B3LYP/6-311++ G (d,p) basis set in the gas phase. The stability and charge delocalization of the molecule have also been deliberated by natural bond orbital (NBO) analysis. The nonlinear optical (NLO) value is 1224.5707×10–30 esu, which helps to find the potential of PMMC as a good NLO candidate. Molecular electrostatic potential (MEP) surface and EHOMO-ELUMO energy gap (4.677095 eV) assist the feasibility of charge transfer in the title molecule. The Mullikan’s population analysis provides a depiction of charge distribution. Based on the drug likeness principles of PMMC, it exhibits ideal physicochemical and pharmacokinetic properties. The title molecule has been examined for activity against two gram-positive bacteria such as Staphylococcus aureus and Bacillus subtilis and two gram-negative bacteria such as Klebsiella pneumoniae and Escherichia coli. It has also been tested for anti-fungal activity and radical scavenging effect.