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Fluorescence Titrations of Bio-relevant Complexes with DNA: Synthesis, Structural Investigation, DNA Binding/Cleavage, Antimicrobial and Molecular Docking Studies

Journal of Fluorescence volume 25, pages 1127–1140 (2015)Cite this article

Abstract

In the present work, we attempted to develop new metal complexes (Cu(II), Co(II), Ni(II) and Zn(II)) of the imine ligand which was synthesized from 9,10-phenanthrenequinone and para-anisidine. With an intention to make the complexes most stable, very special chelating amino acid has been coordinated to the metal centre. The resultant metal complexes have been characterized by variety of techniques including FT-IR, UV–Vis., 1H NMR, 13C NMR, powder XRD, EPR and mass spectral studies. The interaction of the complexes with DNA has been effectively examined and explored by fluorescence titration, UV–Vis absorption, viscometer titration, cyclic voltammetry (CV) and differential pulse voltammetry. Moreover, molecular docking analysis has been performed to understand the nature of binding of the complexes with DNA. These studies prove that CT DNA interaction of the complexes follows intercalation mode. The metal complexes exhibit effective cleavage of pUC19 DNA by an oxidative cleavage mechanism. The antimicrobial screening indicates that these complexes are good antimicrobial agents against various organisms.

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Acknowledgments

The authors express their heartfelt thanks to the College Managing Board, Principal, and Head of the Department of Chemistry, VHNSN College for providing necessary research facilities to complete this work successfully. The characterization facilities afforded by IIT Bombay and CDRI, Lucknow are gratefully acknowledged by all authors.

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Affiliations

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

    Thesingu Rajan Arun, Seemon Packianathan & Natarajan Raman

  2. Centre for Scientific and Applied Research, PSN College of Engineering and Technology, Tirunelveli, Tamilnadu, 627152, India

    Ramasamy Subramanian

Authors
  1. Thesingu Rajan Arun
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  2. Ramasamy Subramanian
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  3. Seemon Packianathan
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  4. Natarajan Raman
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Corresponding author

Correspondence to Natarajan Raman.

Electronic supplementary material

Table S1

The spin Hamiltonian parameters of Cu(II) complex in DMSO solution at 77 K. (DOC 63 kb)

Table S2

The EPR bonding parameters of Cu(II) complex in DMSO solution. (DOC 78 kb)

Fig. S1

UV–Vis. Spectra (a) imine(−C=N) ligand, (b) [CuL(His)2], (c) [CoL(His)2] and (d) [NiL(His)2]. (DOCX 87 kb)

Fig. S2

EPR spectrum of [CuL(His)2]. (DOCX 57 kb)

Fig. S3

Mass spectra of imine(−C=N) ligand (a) and [CuL(His)2] (b). (DOCX 113 kb)

Fig. S4

Differential Pulse Voltammograms of (a) [CuL(His)2], (b) [CoL(His)2], (c) [NiL(His)2] and (d) [ZnL(His)2] in buffer (pH = 7.2) at 25 °C in presence of increasing amount of DNA. (DOCX 89 kb)

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Arun, T.R., Subramanian, R., Packianathan, S. et al. Fluorescence Titrations of Bio-relevant Complexes with DNA: Synthesis, Structural Investigation, DNA Binding/Cleavage, Antimicrobial and Molecular Docking Studies. J Fluoresc 25, 1127–1140 (2015). https://doi.org/10.1007/s10895-015-1603-4

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  • DOI: https://doi.org/10.1007/s10895-015-1603-4

Keywords

  • Schiff base
  • DNA binding
  • Fluorescence
  • DNA cleavage
  • Anti-pathogenic
  • Molecular docking