Azo dye with nitrogen donor sets of atoms and its metal complexes: Synthesis, characterization, DFT, biological, anticancer and Molecular docking studies

Abstract

An azo derivative was synthesized by coupling diazotized 2,6-diaminopyridine with p-dimethyl amino benzaldehyde and this new ligand formed a series of metal complexes with Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) salts. These complexes were characterized on the basis of elemental analyses, molar conductance, infrared spectroscopy, UV-Vis, 1 H NMR, mass spectrometry, electronic spectra, magnetic susceptibility and ESR spectral studies, conductivity measurements, thermogravimetric analyses (TG-DTG). The molecular and electronic structure of the azo ligand was optimized theoretically and the quantum chemical parameters were calculated. The ligand and its metal complexes were subjected to X-ray powder diffraction study. The thermal stability of the ligand and its metal complexes was examined by thermogravimetry. The ligand and its complexes were tested for their in vitro antimicrobial activity, some of the complexes showed good antimicrobial activities against some selected bacterial and fungal strains. Anticancer activity of the ligand and its metal complexes are evaluated against human cancer (MCF-7 cells viability). Molecular docking was used to predict the binding between azo ligand and the receptors of nucleoside diphosphate kinase of Staphylococcus aureus (3Q8U) and (3HB5) which is breast cancer mutant oxidoreductase. The docking study provided useful structural information for inhibition studies.

Construction and characterization of nano iron complex ionophore for electrochemical determination of Fe(III) in pure and various real water samples

“…It is well known that the vibrational frequencies computed using quantum chemical methods such as DFT levels contain systematic errors. The scaling factor of 0.96 for the LanL2DZ level was used to correct the effects of anharmonicity and neglected part of electron correlation . The theoretical and the experimental spectra are shown in Figure .…”

“…The elemental analyses data of the binary iron complex were as follows: calculated (%): C, 47.92; H, 3.63; N, 10.17; Fe, 10.17; found (%): C, 47.53; H, 3.52; N, 10.06; Fe, 10.12. These data suggested that the composition was of 1:1 Fe(III):Sud III stoichiometry and agreed with the proposed formula of [MHL] type …”

“…Frontier energies play an important role in the electric and optical properties. The energy gap between the HOMO and LUMO energies is a critical parameter in determining molecular electrical transport properties due to it providing measurement of electron conductivity . The binding energy of the Fe(III)–Sud complex indicated the stability of the formed complex in addition to the small energy gap describing a chemically soft molecule which is easily polarizable.…”

“…It was fully optimized employing density functional theory (DFT)‐based B3LYP method along with the LANL2DZ basis set. Quantum chemical parameters such as the highest occupied molecular orbital energy ( E HOMO ), the lowest unoccupied molecular orbital energy ( E LUMO ) and HOMO–LUMO energy gap (∆ E ) for the investigated molecule were calculated …”

Synthesis, Spectroscopic Characterization, Molecular Docking, and Evaluation of Antibacterial Potential of Transition Metal Complexes Obtained Using Triazole Chelating Ligand

“…Lengths. e calculation of atomic charges played a significant role in the application of quantum mechanical calculations [42,43]. e estimated atomic charge was determined by Mulliken population analysis with optimized geometry and the data Tables 2 and 3 and is shown in Figure 4.…”