New Diacetic Acids Containing Quinazolin-4(3H)-one: Synthesis, Characterization, Anticholinergic Properties, DFT Analysis and Molecular Docking Studies

In this study, a new series of quinazolin-4(3H)-ones, which constitute an important part of biologically active heterocyclic compounds, were synthesized with excellent yields (99-94 %). The structures of the synthesized compounds (1-14) were characterized with Fourier-transform infrared (FTIR), nuclear magnetic resonance (H-1 NMR - C-13 NMR), and high-resolution mass spectroscopy (HRMS). Acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibition properties were examined to evaluate the anticholinergic properties of the synthesized compounds. For AChE, molecules showed IC50 in ranging of 16.27-9.12 mu M and K(i)s in ranging of 19.20 +/- 0.68-4.83 +/- 0.19 mu M. For BChE, molecules showed IC50 in ranging of 16.77-8.50 mu M and K(i)s in ranging of 10.35 +/- 2.15-3.38 +/- 0.25 mu M. Molecular docking was performed to determine the predicted interactions between the synthesized molecules and enzymes. Additionally, Density-functional theory (DFT) studies were also carried out to clarify the electronic structures of compounds.