Design, Synthesis, Spectroscopic Inspection, DFT and Molecular Docking Study of Metal Chelates Incorporating Azo Dye Ligand for Biological Evaluation
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Published:2023-01-17
Issue:3
Volume:16
Page:897
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ISSN:1996-1944
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Container-title:Materials
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language:en
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Short-container-title:Materials
Author:
Al-Gaber Mohamed Ali Ibrahim1, Abd El-Lateef Hany M.12ORCID, Khalaf Mai M.12ORCID, Shaaban Saad13, Shawky Mohamed4, Mohamed Gehad G.45, Abdou Aly2ORCID, Gouda Mohamed1ORCID, Abu-Dief Ahmed M.26ORCID
Affiliation:
1. Department of Chemistry, College of Science, King Faisal University, Al-Ahsa 31982, Saudi Arabia 2. Department of Chemistry, Faculty of Science, Sohag University, Sohag 82534, Egypt 3. Chemistry Department, Faculty of Science, Mansoura University, Mansoura 35516, Egypt 4. Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt 5. Nanoscience Department, Basic and Applied Sciences Institute, Egypt-Japan University of Science and Technology, New Borg El Arab, Alexandria 21934, Egypt 6. Chemistry Department, College of Science, Taibah University, Medinah 42344, Saudi Arabia
Abstract
A new heterocyclic azo dye ligand (L) was synthesized by the combination of 4-amino antipyrine with 4-aminophenol. The new Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II) complexes were synthesized in excellent yields. The metal chelate structures were elucidated using elemental analyses, FT-IR, 1H-NMR, mass, magnetic moment, diffused reflectance spectral and thermal analysis (TG-DTG), and molar conductivity measurement. According to the FT-IR study, the azo dye ligand exhibited neutral tri-dentate behavior, binding to the metal ions with the azo N, carbonyl O, and protonated phenolic OH. The 1H-NMR spectral study of the Zn(II) complex supported the coordination of the zo dye ligand without proton displacement of the phenolic OH. Diffused reflectance and magnetic moment studies revealed the octahedral geometry of the complexes, as well as their good electrolytic nature, excepting the Zn(II) and Cd(II) complexes, which were nonelectrolytes, as deduced from the molar conductivity study. The theoretical calculations of optimized HOMO–LUMO energies, geometrical parameters, electronic spectra, natural atomic charges, 3D-plots of MEP, and vibrational wavenumbers were computed and elucidated using LANL2DZ and 6-311G (d, p) basis sets of density functional theory (DFT) with the approach of B3LYP DFT and TD-DFT methods. The ligand and complexes have been assayed for their antimicrobial activity and compared with the standard drugs. Most of the complexes have manifested excellent antimicrobial activity against various microbial strains. A molecular docking investigation was also performed, to acquire more information about the binding mode and energy of the ligand and its metal complexes to the Escherichia coli receptor using molecular docking. Altogether, the newly created ligand and complexes showed positive antibacterial effects and are worth future study.
Funder
Deanship of Scientific Research at King Faisal University, Saudi Arabia
Subject
General Materials Science
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