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Synthesis, structure elucidation, DNA interaction, biological evaluation, and molecular docking of an isatin-derived tyramine bidentate Schiff base and its metal complexes

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Abstract

Three new transition metal complexes [CuL2Cl2], [NiL2Cl2], and [ZnL2Cl2], where L = Schiff base derived from isatin (1H-indole-2,3-dione) and tyramine (4-(2-aminoethyl)phenol), have been synthesized and characterized spectroscopically. The binding properties of these complexes with calf thymus DNA have been investigated by use of electronic absorption spectroscopy, viscosity measurement, cyclic voltammetry, and molecular docking analysis. Moreover, these complexes have been found to promote the cleavage of pUC19 DNA from the supercoiled form I to the open circular form II in the presence of hydrogen peroxide. The newly synthesized compounds were screened for antibacterial activity and subjected to molecular docking studies for inhibition of the enzyme Staphylococcus aureus sortase-A, which is a novel target for antibacterials.

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Acknowledgments

The authors express their sincere thanks to the College Managing Board, Principal and Head of the Department of Chemistry, VHNSN College, Virudhunagar, India, for providing the necessary research facilities and financial support. They also wish to acknowledge the help rendered by Thigarajar College with regard to computational facilities.

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Authors and Affiliations

  1. Research Department of Chemistry, VHNSN College, Virudhunagar, 626 001, India

    Natarajan Raman & Sivasangu Sobha

  2. Department of Chemistry, University of Pitesti, 110040, Pitesti, Romania

    Liviu Mitu

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  1. Natarajan Raman
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  2. Sivasangu Sobha
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  3. Liviu Mitu
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Correspondence to Natarajan Raman.

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Raman, N., Sobha, S. & Mitu, L. Synthesis, structure elucidation, DNA interaction, biological evaluation, and molecular docking of an isatin-derived tyramine bidentate Schiff base and its metal complexes. Monatsh Chem 143, 1019–1030 (2012). https://doi.org/10.1007/s00706-011-0699-8

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  • DOI: https://doi.org/10.1007/s00706-011-0699-8

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