Novel 1,3‐diphenyl‐4‐(N,N‐dimethylimido dicarbonimidic diamide azo)‐5‐pyrazolone and its chelates with manganese, nickel, copper, and zinc divalent metal ions as an antibacterial activity supported by molecular docking studies: Design, synthesis, DFT, and TD‐DFT/PCM calculations

Abstract

A novel 1,3‐diphenyl‐4‐(N,N‐dimethylimidodicarbonimidic diamide azo)‐5‐pyrazolone as a ligand, simplified as DNP, and its chelates were prepared. Characterization of the structures was performed based on several analytical and spectroscopic techniques. To support these studies, density functional theory (DFT) calculations were carried out by using the B3LYP level, B3LYP/6‐311G** level for the free ligand, and B3LYP/6‐311G**‐LANL2DZ functional level for the solid chelates. The acquired results indicated that DFT calculations generally give compatible results with the experimental ones. Hyper conjugative interactions, molecular stability, bond strength, and intramolecular charge transfer were examined by applying natural bond orbital (NBO) analysis. Nonlinear optical properties of the obtained compounds were investigated by determining molecular polarizability (α), and hyperpolarizability (β) parameters provided a hint for the synthesized compounds' intriguing optical characteristics. The electronic structure of the ligand and its complexes were predicted using the time‐dependent DFT (TD‐DFT) method with a polarizable continuum model (PCM) exploiting the B3LYP approach combined with a 6‐31G(d,p) basis set. The prepared compounds' antibacterial activity was experimentally verified utilizing the agar well diffusion method versus selected G + and G‐ bacteria. The molecular docking mechanism between the bacterially resistant chelates and their inhibited bacteria protein pocket receptors was carried out to determine the modes that these compounds bind to the protein's active sites.

New homoleptic imine derivative of lawsone and its metal complexes: Preparation, characterization, in vitro and in silico biological investigation

“…21 The octahedral geometry of the nickel (II) complex is also established by its magnetic moment value of 3.18 BM. For cobalt (II) complex, the absorption bands appear at 16,038 and 15,492 cm À1 corresponding to the transitions, 4 T 1g (F) ! 4 T 1g (P) and 4 T 1g (F) !…”

“…For cobalt (II) complex, the absorption bands appear at 16,038 and 15,492 cm À1 corresponding to the transitions, 4 T 1g (F) ! 4 T 1g (P) and 4 T 1g (F) ! 4 T 2g (F), respectively.…”

“…According to the Wolfe-Shimer equation, the binding constant, K b could be obtained from the ratio of slope to intercept of the graph between [DNA]/(ε a À ε f ) versus [DNA]. The K b values for the complexes 1, 2, 3 and 4 are 7.47 Â 10, 4 1.85 Â 10 4 and 5.96 Â 10 4 , respectively. The order of binding constant and thereby the binding affinity increases as follows: complex 4 < complex 2 < complex 1 < complex 3, which indicates the highest binding potential for the copper (II) complex.…”

“…The Schiff base has triggered the curiosity of bioinorganic chemists being that the fact that the compounds have good coordinating properties and can be prepared with ease. [4][5][6][7][8] Also, coordination compounds based on Schiff bases have profound interaction with DNA and other proteins. The observation on the DNA binding mode with the compounds becomes more important because it leads to the identification of the specific DNA site to which the compound binds.…”

Theoretical study of the electronic structure of the complexes of gold, silver, and copper mono- and bimetallic nanoclusters decorated on graphitic carbon nitride (g-C3N4): DFT and TD-DFT studies of photocatalytic activity

“…35 In this regard, computational modeling adopting quantum mechanical (QM) techniques, for instance, density functional theory (DFT), appears to be practicable for overcoming the experimental constraints. 36–39 Loginova et al investigated gold clusters of sizes 2 to 20 using DFT calculations and discovered that the clusters with a planar structure exhibit stronger light absorption and smaller electronic band gap values. 40 Luo et al studied the activity of Ag clusters supported on graphene oxide (GO) in the cyclohexane oxidation reaction and proposed detailed reaction pathways based on the DFT calculations.…”