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Abstract

A new, N-(4-(N-(8-hydroxyquinolin-5-yl)sulfamoyl)phenyl)acetamide (8HQSPA) ligand and its metal chelates with transition metal salts of Cu(II), Ni(II), Zn(II), Co(II), Fe(II) and Mn(II) was synthesized. The synthesized 8HQSPA ligand was characterized by mass, FT-IR, 1H NMR, 13C NMR and its metal chelates by studying their physico-chemical properties, elemental analysis, FT-IR, thermogravimetric (TG) analysis, UV-visible absorption spectroscopy and magnetic susceptibility. Thermogravimetric analysis result evident presence of two water molecules in the coordination which gives the idea of octahedral geometry and also electronic spectra showed transitions in ligand field and charge transfer bands. in silico ADMET studies was carried out to know the biological potential of synthesized compounds as it helps in development of drug candidate with fewer side effects. Molecular docking studies was carried out on bacterial proteins (PDB ID: 5h67, 3ty7, 3t88 and 5i39) and DNA helix (PDB ID: 1BNA) to predict its inhibitory effect and role on integration of DNA helix. Results showed least binding energy score (kcal/mol), which indicate that their potential of binding is greater in receptor of proteins and binds DNA through intercalation mode, which was further assessed by in vitro experiments. Antibacterial studies were carried out in the form of minimum inhibitory concentration (MIC), the results showed increased biological activity of free ligand on metal complexation in the following order: Cu > Fe > Zn > Ni > Co > Mn > 8HQSPA. Also interaction of complexes with CT-DNA was carried out by viscosity measurement, electronic absorption titration and gel electrophoresis, showed intercalation mode of binding.

Keywords

Sulfonamide 8-Hydroxyquinoline Antibacterial DNA binding ADMET Molecular docking.

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Kharwar, R., & B. Dixit, R. (2020). Transition Metal Complexes of N-(4-(N-(8-Hydroxyquinolin-5-yl)sulfamoyl)phenyl)acetamide ligand: Synthesis, Characterization, in silico, in vitro Antimicrobial and DNA Binding Studies. Asian Journal of Organic & Medicinal Chemistry, 5(1), 20–29. https://doi.org/10.14233/ajomc.2020.AJOMC-P238
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