Docking study, synthesis and antimicrobial evaluation of some novel 4-anilinoquinazoline derivatives

Abstract

A series of novel 4-anilinoquinazoline derivatives were designed and synthesized from benzoic acid through ring closure, chlorination or nucleophilic substitution. The structures of compounds were characterized by IR, 1H-NMR and mass spectroscopy. All synthesized derivatives were screened for their antimicrobial activities against Gram-positive (Staphylococcus aurous, Bacillus subtilis, Listeria monocitogenes) and Gram-negative (Escherichia coli, Pseudomonas aeruginosa, Salmonella entritidis) bacteria and also for antifungal activities against Candida albicans using the conventional micro dilution method. Most of the compounds have shown good antibacterial activities, especially compound 4c having highest activities against E. coli at 32 μg/mL concentration while the tested compounds did not exhibited remarkable antifungal activities. The potential DNA gyrase inhibitory activity of these compounds was investigated in silico using molecular docking simulation method. All compounds showed good results especially compound 4c which showed the lowest ΔGbind results (-8.16 Kcal/mol).

In silico analysis of the interactions of certain flavonoids with the receptor-binding domain of 2019 novel coronavirus and cellular proteases and their pharmacokinetic properties

“…Prior to molecular docking analyzes, polar hydrogen atoms in the receptor and the ligand molecules were retained, while nonpolar hydrogens were merged and then, the Gasteiger charges of the ligands were calculated with AutoDockTools (Morris et al., 2009 ; Nasab et al., 2017 ; Sanner, 1999 ). Also, the Kollmann charges were added for the receptor.…”

Synthesis, antimicrobial evaluation and docking studies of some novel quinazolinone Schiff base derivatives

“…The resulting crystallography structure was imported in AutoDock. The binding features of 13 synthesized compounds with DNA gyrase were evaluated in the same manner of binding of chlorobiocin as a well-known enzyme inhibitor ( 18 ).…”

Exploring the Effect of Ritonavir and TMC-310911 on SARS-CoV-2 and SARS-CoV Main Proteases: Potential From a Molecular Perspective

“…During the docking process, we allotted partial chargers called Gasteiger to the ligands. The AutoDock [ 32 ] GUI provided by the Molecular Graphics Laboratory tool was utilized to define the AutoDock atomic types [ 33 ]. The defined parameter grid dimensions used in docking TMC-310911 with COV and SARS were center (x = -17.56, Y = 0.29 and Z = -21.46) and size (X = 16.00, Y = 16.06 and Z = 13.19), while center (x = -17.19, Y = 0.44 and Z = -21.95) and size (X = 14.21, Y = 16.58 and Z = 11.86) were used for docking RVT with COV and SARS.…”