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Mixed-ligand binuclear copper(II) complex of 5-methylsalicylaldehyde and 2,2′-bipyridyl: Synthesis, crystal structure, DNA binding and nuclease activity

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Abstract

A new mixed-ligand binuclear copper(II) complex [Cu(MS)(bpy)]2.(ClO4)2, built of 5-methylsalicylaldehyde and 2,2′-bipyridyl has been synthesized and characterized by using elemental analysis, IR and UV-Vis spectroscopy. Crystal structure of the complex shows that copper(II) ion lies in a square pyramidal coordination environment. The structure consists of two symmetrical half units in which the copper(II) ion of one half unit connected with the phenolate oxygen atom of other half unit along with one perchlorate anion in the crystal lattice as free molecule. Presence of uncoordinated perchlorate anion was also confirmed by IR spectroscopy. Absorption spectroscopy exhibits d-d transition at 628 nm, which further supports the square pyramidal geometry around the copper(II) ions. EPR spectrum of the copper(II) complex at room temperature shows a broad signal without any splitting pattern at g || = 2.26,g ⊥ = 2.03 and the magnetic moment (μ eff= 1.31 BM) obtained at room temperature indicate an antiferromagnetic interaction between the two copper(II) ions through phenoxide-bridge. Binding studies reveal that the complex possesses good binding propensity (K b = 5.2 ± 1.7 × 104 M−1) and bind to nitrogenous bases of DNA through intercalation. Nuclease activity of the complex with pBR322 DNA shows that the effect of hydrolytic cleavage is dose-dependent and the oxidative cleavage indicates the involvement of hydroxyl radical and singlet-oxygen as reactive oxygen species.

Mixed-ligand binuclear copper(II) complex was isolated and characterized. The binding studies of the complex suggest the intercalation mode of binding with CTDNA. The nuclease activity with pBR322 DNA shows that the hydrolytic cleavage is dose-dependent and the oxidative mechanism implies the involvement of hydroxyl radical and singlet-oxygen as reactive oxygen species.

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Acknowledgements

The authors thank Sophisticated Analytical Instruments Facility (SAIF), Indian Institute Technology Madras (IIT-M), Chennai 600 025, for solving the crystal structure of the complex.

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Authors and Affiliations

  1. Post-Graduate and Research Department of Chemistry, The New College (Autonomous), Chennai, 600 014, India

    PERUMAL GURUMOORTHY, JAYARAM RAVICHANDRAN & AZIZ KALILUR RAHIMAN

  2. Research and Development Department, Amrutanjan Healthcare Limited, Chennai, 600 004, India

    JAYARAM RAVICHANDRAN

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  1. PERUMAL GURUMOORTHY
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  2. JAYARAM RAVICHANDRAN
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  3. AZIZ KALILUR RAHIMAN
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Correspondence to AZIZ KALILUR RAHIMAN.

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Supplementary information

CCDC-924217 contains supplementary crystallographic data of this article. These data files can be obtained free of charge from The Cambridge Crystallographic Data Centre via http://www.ccdc.cam.ac.uk/data_request/cif). Figures , and show the packing diagram, cyclic voltammogram and T4 ligation experiment of the complex, respectively. For details, see www.ias.ac.in/chemsci.

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GURUMOORTHY, P., RAVICHANDRAN, J. & RAHIMAN, A.K. Mixed-ligand binuclear copper(II) complex of 5-methylsalicylaldehyde and 2,2′-bipyridyl: Synthesis, crystal structure, DNA binding and nuclease activity. J Chem Sci 126, 783–792 (2014). https://doi.org/10.1007/s12039-014-0607-y

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  • DOI: https://doi.org/10.1007/s12039-014-0607-y

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