Synthesis, DFT Calculations, DNA Interaction, and Antimicrobial Studies of Some Mixed Ligand Complexes of Oxalic Acid and Schiff Base Trimethoprim with Various Metal Ions

Abstract

Mixed ligand metal complexes are synthesized from oxalic acid with Schiff base, and the Schiff base was obtained from trimethoprim and acetylacetone. The synthesized complexes were of the type [M(L1)(L2)], where the metal, M, is Ni(II), Cu(II), Cr(III), and Zn(II), L1 corresponds to the trimethoprim ((Z)-4-((4-amino-5-(3,4,5-trimethoxybenzyl)pyrimidine-2-yl)imino)pentane-2-one) as the first ligand and L2 represent the oxalate anion ( ) as a second ligand. Characterization of the prepared compounds was performed by elemental analysis, molar conductivity, magnetic measurements, 1H-NMR, 13C-NMR, FT-IR, and Ultraviolet-visible (UV-Vis) spectral studies. The recorded infrared data is reinforced with density functional theory (DFT) calculations. Also, the recorded and calculated IR spectra of the complexes suggested that the coordination of Schiff base is a bidentate ligand with Cu and Ni complexes and a tridentate ligand with Co, Cr, and Zn complexes. The electronic structures of the complexes were investigated by DFT calculations, showing several degrees of HOMO-LUMO energy gaps between complexes. The complexes were studied for their DNA interaction activities. The synthesized ligand and its metal complexes were evaluated for antimicrobial properties against bacterial strains of Bacillus subtilis (G+), Enterobacter cloacae (G-), and Staphylococcus aureus (G+). These complexes considered in this study showed good antimicrobial activity.

Synthesis, characterization, PXRD studies, and theoretical calculation of the effect of gamma irradiation and antimicrobial studies on novel Pd(II), Cu(II), and Cu(I) complexes

“…The DFT/B3LYP technique was used. The standard basis sets were 6311G and LANL2DZ concerning the synthesized H 2 L and its metal complexes, respectively ( Ammar et al, 2014 ; Maurya et al, 2015 ; Ding et al, 2018 ; Abdalrazaq et al, 2022 ; Aly et al, 2022b ; Mahani and Mohammadi, 2022 ; Ugurlu and Harmankaya, 2022 ). The topoisomerase IIa was simulated using MOE 2009 (Molecular Operating Environment) software.…”

New Series of Ni(II), Cu(II), Zr(IV), Ag(I), and Cd(II) Complexes of Trimethoprim and Diamine Ligands: Synthesis, Characterization, and Biological Studies

“…The metal ions polarity is greatly diminished by chelation. Elevated lipophilicity makes substances more soluble in membranes of lipid and prevents all metal binding locations in microorganism enzymes due to its p-electron delocalization on the entire chelating ring and partial sharing of positive charge with donor groups [15,[32][33][34][35]. Compared to Gram-negative bacteria, Gram-positive bacteria are distinguished by a thicker layer of peptidoglycan and an outer membrane of lipids when none is present.…”

A Sustainable synthesis, eco-safe approach efficiency and DFT study of novel 5,6,7,8-Tetrahyroquinazolin-2(1H)-one derivatives as antioxidant reagents

“…Geometrically optimized using hybrid DFT with Becke 3-parameters exchange potential and L-Y-P correlation functional (B3LYP) theory [16][17] with 6-31 G. Frontier orbitals (FO) indices were calculated in electron volt (eV) for the ligands using Jaguar module of Schrödinger interface [12][13]. For this purpose, the favorable binding poses of the ligand molecules obtained after the docking protocol were subjected to DFT analysis.…”

“…The efficiency of chemical reactions is determined by atom economy (AE), which shows the atoms in a reaction's starting components that are incorporated (reaction steps) to obtain the intended output, (i.e., how effectively the reactant atoms are used in a certain reaction. The conversion efficiency is measured by AE and yield economy (YE), which also determine the yield (%) of the desired product at reaction time (yield (%)/reaction time (min)) [12][13].…”