Synthesis, characterization, solution chemistry and anticancer activity of [NiCl2(Ph2P-N(R)-PPh2)] (R = 2-CH2Py, CH2Ph and p-tol) complexes

Abstract

In this work three Ni²⁺ complexes with general formula [NiCl₂(Ph₂P-N(R)-PPh₂)], R = 2-CH₂Py (Py = pyridine) - 1, CH₂Ph (Ph = phenyl) - 2 and p-tol (p-tol = p-tolyl) - 3, were synthesized and characterized. These complexes were obtained in high yield by the reaction of NiCl₂.6H₂O and the corresponding diphenylphosphinoamine ligand (Ph₂P-N(R)-PPh₂) in CH₂Cl₂/MeOH (1:1) solution, at room temperature (∼25 °C), and characterized by ¹H and ³¹P {¹H} NMR, vibrational spectroscopy in the infrared region, electronic spectroscopy in the UV-Vis regions, elemental analysis (%C, %H, %N) and single-crystal X-ray diffraction. The solution chemistry was studied in CDCl₃/dmso-d⁶ (dimethylsulfoxide) or neat dmso-d⁶ using complex 2 as a model. The complexes were evaluated as cytotoxic agents against two cancer cells lines, A549 (lung cancer cells), B16F10 (melanoma cells) and the health cells HaCaT (human epithelial keratinocytes).

Keywords: Diphenylphosphinoamine ligands; Lung carcinoma; Melanoma; Nickel(II) complexes; Selectivity; Solution chemistry; X-ray structures.