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DNA, BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands

Abstract

Several known water soluble [Cu(1N,O2:2O-HL1)(S)]2 [S = CH3OH (1), (CH3)2NCHO (2)] and [Cu(N-HL1)(en)2]∙CH3OH∙H2O (3) CuII complexes were prepared by reaction of CuII nitrate hydrate with the new (E/Z)-4-(2-(1-cyano-2-ethoxy-2-oxoethylidene)hydrazinyl)-3-hydroxybenzoic acid (H3L1), in the presence (for 3) or absence (for 1 and 2) of ethylenediamine (en), while the FeIII complex [Fe(N3-HL2)2] (4) was synthesized by treatment of iron(III) chloride hexahydrate with the new (1E,1E)-N',2-di(1H-1,2,4-triazol-3-yl)diazenecarbohydrazonoyl cyanide (H3L2). The interaction of calf thymus DNA (CT DNA) and bovine serum albumin (BSA protein) with complexes 1−4 has been investigated by absorption and fluorescence titration methods. The observed DNA binding constants, number of DNA binding sites (s ≤ 1) for complexes and viscosity data suggest that the intercalative mode of binding to CT DNA. All the complexes show good binding propensity to the BSA, giving KBSA values of 0.97(±0.10) × 106 (1), 1.19(±0.09) × 106 (2), 0.50(±0.01) × 106 (3) and 1.06(±0.08) × 106 M-1 (4). The in vitro anti-proliferative study establishes the anticancer potency of complexes 1−4 and cisplatin against the human cervical (HeLa) and breast (MCF7) cancer cell lines; noncancer breast epithelial (MCF10) cells were also investigated. The observed IC50 values of the complexes 1 (8.3, 11.9 and 44.8 μM), 2 (7.0, 7.1 and 35.6 μM), 3 (18.1, 20.4 and 58.8 μM), 4 (13.2, 15.1 and 79.4 μM) and cisplatin (4.02, 3.42 and 89.5 μM) against the HeLa, MCF7 and MCF-10a cells, respectively, suggest that 2 can be explored further as a potential anticancer drug.

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Publication details

The article was received on 04 Feb 2017, accepted on 13 Apr 2017 and first published on 17 Apr 2017


Article type: Paper
DOI: 10.1039/C7NJ00420F
Citation: New J. Chem., 2017, Accepted Manuscript
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    DNA, BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands

    N. M. R. Martins, A. Sellamuthu, K. T. Mahmudov, R. Ravishankaran, M. F. C. Guedes da Silva, L. M. Martins, A. A. Karande and A. J. L. Pombeiro, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ00420F

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