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Spectro Analytical, Computational and In Vitro Biological Studies of Novel Substituted Quinolone Hydrazone and it’s Metal Complexes

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Abstract

Some novel transition metal [Cu (II), Ni (II) and Co (II)] complexes of nalidixic acid hydrazone have been prepared and characterized by employing spectro-analytical techniques viz: elemental analysis, 1H-NMR, Mass, UV–Vis, IR, TGA-DTA, SEM-EDX, ESR and Spectrophotometry studies. The HyperChem 7.5 software was used for geometry optimization of title compound in its molecular and ionic forms. Quantum mechanical parameters, contour maps of highest occupied molecular orbitals (HOMO) and lowest unoccupied molecular orbitals (LUMO) and corresponding binding energy values were computed using semi empirical single point PM3 method. The stoichiometric equilibrium studies of metal complexes carried out spectrophotometrically using Job’s continuous variation and mole ratio methods inferred formation of 1:2 (ML2) metal complexes in respective systems. The title compound and its metal complexes screened for antibacterial and antifungal properties, exemplified improved activity in metal complexes. The studies of nuclease activity for the cleavage of CT- DNA and MTT assay for in vitro cytotoxic properties involving metal complexes exhibited high activity. In addition, the DNA binding properties of Cu (II), Ni (II) and Co (II) complexes investigated by electronic absorption and fluorescence measurements revealed their good binding ability and commended agreement of Kb values obtained from both the techniques. Molecular docking studies were also performed to find the binding affinity of synthesized compounds with DNA (PDB ID: 1N37) and “Thymidine phosphorylase from E.coli” (PDB ID: 4EAF) protein targets.

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Acknowledgements

The University Grants Commission, New Delhi, India, is gratefully acknowledged for financial support in the form of a Senior Research Fellowship to N.N. We thank Instrumentation Lab Facilities, Department of Chemistry and Central Facilities for Research & Development (CFRD), Osmania University. We acknowledge the IICT Hyderabad and Sophisticated Analytical Instrument Facility (SAIF), IIT Bombay and also Kalams Institute of Sciences, Hyderabad for the cytotoxicity studies.

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Authors and Affiliations

  1. Department of Chemistry, University College of Science, Osmania University, Hyderabad, Telangana, India

    Narsimha Nagula, Sudeepa Kunche, Mohmed Jaheer, Ravi Mudavath & Sarala Devi Ch

  2. Department of Chemistry, Nizam College, Hyderabad, Telangana, India

    Sreekanth Sivan

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  1. Narsimha Nagula
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  2. Sudeepa Kunche
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Correspondence to Sarala Devi Ch.

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Nagula, N., Kunche, S., Jaheer, M. et al. Spectro Analytical, Computational and In Vitro Biological Studies of Novel Substituted Quinolone Hydrazone and it’s Metal Complexes. J Fluoresc 28, 225–241 (2018). https://doi.org/10.1007/s10895-017-2185-0

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