Co(II), Ni(II), Cu(II) and Zn(II) complexes of isatinyl‐2‐aminobenzoylhydrazone: synthesis, characterization and anticancer activity

Abstract

This article describes the synthesis, structural aspects and biological studies of Co(II), Ni(II), Cu(II) and Zn(II) complexes of a new hydrazone derived from the condensation of isatin and 2-aminobenzoylhydrazide. The ligand is well characterized using 1 H NMR, 13 C NMR, 2D HETCOR, mass and IR spectral studies. The chelating tendency of the ligand towards transition metal ions is established using analytical and spectral studies, which reveal the monobasic tridentate nature of the ligand. Octahedral geometry for Co(II), Cu(II) and Zn(II) and tetrahedral geometry for Ni(II) are tentatively proposed. All the synthesized compounds were screened for in vitro anticancer activity against Ehrlich ascites carcinoma and human cancer cell lines (adenocarcinoma HT29, kidney cancer cell line K293 and breast cancer cell line MDA231) using tryphan blue exclusion method and MTT assay.

The Synthesis and Crystal Structure of Two New Hydrazone Compounds

“…During recent years, many hydrazone compounds and their complexes have displayed novel structures and extensive applications in luminescent probes, antibacterial and antitumor agents, fluorescence markers, optical materials, and anticonvulsant agent [6][7][8][9][10][11]. In the past ten years, we have done some work in the synthesis, structural characterization, and properties of hydrazone compounds, which show novel structures and luminescent properties [12][13][14][15][16].…”

Anticancer Compounds Based on Isatin-Derivatives: Strategies to Ameliorate Selectivity and Efficiency

“…Complexes of a tridentate ligand (L = isatinyl-2-aminobenzoylhydrazone) with Cu(II) or Co(II) exhibited better cytotoxicity toward Ehrlich Ascites Carcinoma cells when compared to the analogous Zn(II) or Ni(II) complexes (I, Figure 7 ), or the free ligand ( Hunoor et al, 2015 ).…”

In silico studies of isatinyl-2-aminobenzoylhydrazone transition metal complexes against cyclin-dependent kinase 6 (CDK6)

“…The two-dimensional (2D) structure of isatinyl-2aminobenzoylhydrazone (ISABH) and its transition metals Co (II), Ni (II), Cu (II), and Zn (II) complexes (Figure 1) were constructed using MarvinSketch and converted into a three-dimensional (3D) structure followed by protonation at a pH of 7.4 [16]. The geometry optimization was carried out using MMFF94 and the optimized structures were further saved into pdbqt format getting ready for docking process.…”