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Synthesis, Spectral Characterization, Docking Analysis, DNA Binding/Cleavage, Antimicrobial and Cytotoxic Activity of New Dimeric Antipyrine-Schiff Base Metal Complexes

https://doi.org/10.14233/ajchem.2019.21680
Abdel-Nasser M.A. Alaghaz
Department of Chemistry, College of Science, Jazan University, Jazan, Saudi Arabia
Amani S. Alturiqi
Department of Chemistry, College of Science, Princess Nourah Bint Abdul Rahman University, Riyadh, Saudi Arabia
Reda A. Ammar
Department of Chemistry, College of Science, Al-Imam Mohammad Ibn Saud Islamic University, Riyadh, Saudi Arabia
Mohamed E. Zayed
Department of Botany and Microbiology, Faculty of Science, King Saud University, Riyadh 11541, Saudi Arabia

Corresponding Author(s) : Abdel-Nasser M.A. Alaghaz

aalajhaz@hotmail.com

Asian Journal of Chemistry, Vol. 31 No. 1 (2019): Vol 31 Issue 1

Abstract

In the present study, a new series of novel Schiff base ligand derived from (furan-2-carbaldehyde and 4-aminoantipyrine) and dimeric metal(II) complexes with the composition of [MLCl2]2, where M=Cu(II), Co(II), Ni(II) and Zn(II) have been synthesized and characterized by elemental analysis, magnetic susceptibility, molar conductivity measurements, FT-IR, UV-visible, 1H NMR, 13C NMR, EPR, MS (ESI), XRD, SEM and EDX studies. The spectral data recommend that the dimeric metal complexes embrace octahedral geometry around the central metal ions. The DMF solutions of the dimeric metal complexes demonstrate the lower molar conductance values which might be due to the non-electrolytic nature of the complexes (5.67-13.24 Ω-1 mol-1 cm-2). The biological studies involved are DNA interaction (binding and damage) antimicrobial, anti-proliferative and molecular docking. DNA interaction of these complexes carried out with using calf thymus DNA (CT-DNA) by electronic absorption titration, viscometric measurement which revealed that the synthesized dimeric complexes interact with DNA through intercalative binding mode. A gel electro-phoresis assay testifies the ability of complexes to cleave supercoiled pUC19 DNA in the presence of hydrogen peroxide as an activator. The synthesized compounds were initiated from their biological perspective. The antimicrobial assay indicates that dimeric complexes are good antimicrobial agents. Besides, in vitro antiproliferative activity of dimeric complexes were investigated on MCF-7, Hep G2, HBL-100 cell lines using an MTT assay. In addition, the molecular docking study was accomplished to considerate the nature of binding of the synthesized compounds with protein and DNA.

Keywords

Dimeric Schiff base complexes Magnetic susceptibility DNA binding Antiproliferative activity Molecular docking
Alaghaz, A.-N. M., Alturiqi, A. S., Ammar, R. A., & Zayed, M. E. (2018). Synthesis, Spectral Characterization, Docking Analysis, DNA Binding/Cleavage, Antimicrobial and Cytotoxic Activity of New Dimeric Antipyrine-Schiff Base Metal Complexes. Asian Journal of Chemistry, 31(1), 199–212. https://doi.org/10.14233/ajchem.2019.21680
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