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Synthesis and crystal structure of manganese(III), zinc(II) and cadmium(II) complexes based on a symmetrical macroacyclic Schiff base ligand containing piperazine moiety, DNA binding studies of complexes

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Abstract

Three macroacyclic Schiff base complexes have been obtained by the reaction of a previously known Schiff base ligand, 2-((Z)-(2-((4-((Z)-2-((Z)-2-hydroxy-3-methoxybenzylideneamino)benzyl)piperazin-1-yl)methyl)phenylimino)methyl)-6-methoxyphenol (H2L), and Mn(II), Zn(II) and Cd(II) ions in mixture of ethanol and methanol solvents. The resultant complexes were characterized by physical and spectroscopic methods. Molar conductivity (ɅM) data were measured at 25 °C using 10−3 M solutions of the complexes in acetonitrile solvent. In addition, the structure of the [MnL]ClO4·CH3CN complex has been revealed by a single-crystal X-ray structural analysis. In this complex, the Mn(II) has been oxidized to Mn(III), with the manganese ion being in a slightly distorted trans-O2N4 octahedral coordination environment arising from all six donor atoms of the doubly deprotonated ligand. The interaction of the ligand and the corresponding Mn(III), Zn(II) and Cd(II) complexes with calf thymus DNA (ct-DNA) has been appraised by dynamic viscosity, emission titration and competitive fluorescence methods which revealed that the compounds interact with ct-DNA via an intercalation mechanism.

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Acknowledgements

We are grateful to the Faculty of Chemistry of Bu-Ali Sina University, for financial supports.

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Authors and Affiliations

  1. Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 65174, Iran

    Hassan Keypour, Erfan Azizi, Masoumeh Mahmoudabadi, Sadegh Salehzadeh & Farshid Hajibabaei

  2. School of Chemistry, University of Melbourne, Victoria, 3010, Australia

    Robert William Gable

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  1. Hassan Keypour
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  2. Erfan Azizi
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  3. Masoumeh Mahmoudabadi
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  4. Sadegh Salehzadeh
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  5. Farshid Hajibabaei
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Correspondence to Hassan Keypour.

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Appendix A. Supplementary data

Appendix A. Supplementary data

CCDC 1878313 contains the supplementary crystallographic data for [MnL]ClO4·CH3CN. These data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+44) 1223-336-033; or e303 mail: deposit@ccdc.cam.ac.uk.

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Keypour, H., Azizi, E., Mahmoudabadi, M. et al. Synthesis and crystal structure of manganese(III), zinc(II) and cadmium(II) complexes based on a symmetrical macroacyclic Schiff base ligand containing piperazine moiety, DNA binding studies of complexes. Transit Met Chem 45, 227–235 (2020). https://doi.org/10.1007/s11243-019-00374-8

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  • DOI: https://doi.org/10.1007/s11243-019-00374-8

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