Syntheses, structures and anti-cancer activities of Cu(II) and Zn(II) complexes containing 1,1'-[(3-fluoro-phen-yl)methyl-ene]bis-[3-(3-fluoro-phen-yl)imidazo[1,5-a]pyridine]

含 1,1'-[(3-氟苯基)亚甲基]双-[3-(3-氟苯基)咪唑并[1,5-a]吡啶]的 Cu(II) 和 Zn(II) 配合物的合成、结构和抗癌活性

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Abstract

Two novel complexes, [Cu(T4)Cl(2)] and [Zn(T4)Cl(2)], were synthesized from 1,1'-[(3-fluoro-phen-yl)methyl-ene]bis-[3-(3-fluoro-phen-yl)imidazo[1,5-a]pyridine] (T4), and copper(II) and zinc(II) chloride, respectively. The structures of these complexes were confirmed using ESI-MS, IR and (1)H NMR spectra. The results reveal mononuclear structures in which the central metal atoms are coordinated by two N atoms from the imidazole rings and two Cl ligands. The structure of the CuT4 complex [systematic name: di-chlorido-{1,1'-[(3-fluoro-phen-yl)methyl-ene]bis-[3-(3-fluoro-phen-yl)imidazo[1,5-a]pyridine]-κ(2) N,N'}copper(II), [CuCl(2)(C(33)H(21)F(3)N(4))], was confirmed by single-crystal X-ray diffraction. The Cu(II) atom adopts a distorted tetra-hedral coordination environment with an N(2)Cl(2) coordination set. The predominant features of the crystal packing are C-H⋯F, C-H⋯π and C-F⋯π inter-actions. Biological evaluations demonstrated that both complexes exhibit enhanced anti-cancer activity compared to the free ligand, with IC(50) values ranging between 18.93 and 67.06 µM. Notably, the Cu(II) complex displays excellent inhibitory activity against the MCF7 breast cancer cell line (IC(50) = 27.99 µM), approximately twice as effective as cisplatin. Conversely, the ZnT4 complex shows greater efficacy against Hep-G2 and A549 lung cancer cell lines, with IC(50) values between 18.93 and 24.83 µM. The results suggest that Cu(II) and Zn(II) complexes of T4 show potential as cancer treatment agents.

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