2-Methoxy-5-(6-methoxypyridin-3-yl-imino-methyl)phenol and its transition metal complexes as potent antibacterial agents: Synthesis, characterization, theoretical investigations and biological evaluation

• Main Authors: Vinusha Honnalagere Mariswamy, S. Bindya, Renyer A. Costa, Shashanka K Prasad, Chandan Shivamallu, S. Muneera Begum, Ravindra Veerapur, Asad Syed, Shiva Prasad Kollur
• Format: Article
• Language: English
• Published: Elsevier 2021-01-01
• Series: Results in Chemistry
• Subjects: Schiff base ligand; Metal complex; Antibacterial activity; Molecular docking; DFT calculations
• Online Access: http://www.sciencedirect.com/science/article/pii/S2211715621000254

In this study, we have prepared an imine-based ligand, 2-methoxy-5-((6-methoxypyridin-3-ylimino)methyl)phenol (MIMP) and its Cu(II), Ni(II) and Zn(II) complexes in 2:1 stoichiometric ratio (2MIMP : Metal). The structure of obtained ligand and its metal complexes were elucidated with the aid of FT-IR, UV–Visible, NMR (1H and 13C) and mass spectra. Further, all the structures were analyzed via density functional theory (DFT) approach at B3LYP/LanL2DZ/6-311++G(2d,p) level, with HOMO-LUMO energies, geometric parameters, reactivity properties and electronic excitations obtained through TD-DFT calculations. Antibacterial activity of MIMP ligand and metal complexes have been evaluated via in vitro assays. In addition, the inhibition of the protein DNA gyrase-DNA complex was evaluated using molecular docking calculations, and the results revealed that biological accessibility of the metal complexes was better than ligand.