Synthesis and efficacy of copper(II) complexes bearing N(4)-substituted thiosemicarbazide and diimine co-ligands on plasmid DNA and HeLa cell lines

Neelaveni Rajendran, Abirami Periyasamy, Nithya Kamatchi, Vasantha Solomon

Abstract


This present work deals with the synthesizes of nine novel thio­semicar­bazone copper(II) complexes {[Cu(L)2]Cl C3, [Cu(L)(bpy)]Cl C4C6, [Cu(L) (phen)]Cl C7C9 (where, L = H(L1)–H(L3), H(L1) = (E)-N-methyl-2-
-(1-phe­nyl-2-((5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl)thio)ethylidene)hydraz­inecarbothioamide, H(L2) = (E)-N-ethyl-2-(1-phenyl-2-((5-(pyridin-3-yl)-4H-
-1,2,4-triazol-3-yl)thio)ethylidene) hydrazinecarbothioamide, H(L3) = (E)-N-
-phenyl-2-(1-phenyl-2-((5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl)thio)ethylidene) hydrazinecarbothioami­de, bpy = 2,2′-bipyridyl and phen = 1,10-phenan­thro­line) with improved pharma­cological results. The synthesized complexes were characterized by various spectral-analytical techniques. The structure of the copper(II) complexes C1C9 was proposed by EPR spectroscopy. It confirmed the square planar coordination around Cu(II) complexes. The antibacterial screening of the complexes revealed that complexes C7 and C8 demonstrated significant activity against Gram-positive (B. thuringiensis) and Gram-negative (E. coli) bacteria. The concentration-dependent DNA cleavage activity of supercoiled (SC) pUC18 DNA exhibited complete DNA degradation effect on complex C6 at a minimum concentration of 40 μM. In vitro cytotoxic results showed that the mixed ligand copper(II) complexes C4, C5 and C7 exhibited higher effects on human cervical cancer cell lines, HeLa, when compared to cisplatin. Hence, the results obtained from each biological screening indicated the superior biological efficacy of the mixed ligand copper(II) complexes bear­ing diimine moieties. It could be considered as a promising alternative to an existing anticancer drug.


Keywords


thiosemicarbazone; heterocyclic compounds; copper(II) complexes; diimine; cytotoxicity

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DOI: https://doi.org/10.2298/JSC190429093R

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