Synthesis and crystal structures of cytotoxic mixed-ligand copper(II) complexes with alkyl tetrazole and polypyridine derivatives

[Display omitted] •Mixed-ligand Cu(II) polypyridine complexes with tetrazole derivatives were prepared.•SC-XRD revealed polymeric (1 and 5) and dimeric (3b and 4) structures of complexes.•The complexes with HL1 were found to be stable in water–ethanol solution.•Dose-dependent cytotoxicity of 1, 2, 4...

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Published in:Inorganica Chimica Acta 2021-02, Vol.516, p.120169, Article 120169
Main Authors: Eremina, J.A., Lider, E.V., Kuratieva, N.V., Samsonenko, D.G., Klyushova, L.S., Sheven', D.G., Trifonov, R.E., Ostrovskii, V.A.
Format: Article
Language:English
Subjects:
Chemical analysis
Coordination compounds
Copper
Copper compounds
Crystal structure
Crystals
Cytotoxicity
Ethanol
Infrared analysis
Infrared spectroscopy
Ligands
Mixed-ligand copper(II) complexes
Polypyridine
Spectrum analysis
Tetrazole
Tetrazoles
X ray powder diffraction
X-ray diffraction
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Summary:[Display omitted] •Mixed-ligand Cu(II) polypyridine complexes with tetrazole derivatives were prepared.•SC-XRD revealed polymeric (1 and 5) and dimeric (3b and 4) structures of complexes.•The complexes with HL1 were found to be stable in water–ethanol solution.•Dose-dependent cytotoxicity of 1, 2, 4 was shown against Hep-2 and MCF-7 tumor cells. A series of mixed-ligand copper(II) complexes {[Cu(phen)(L1)2]·H2O}n (1), [Cu(dmphen)(L1)2] (2), [Cu(bipy)(L1)2] (3) and [Cu2(dmbipy)2(L1)4] (4), where HL1 – 5-methyltetrazole, bipy – 2,2′-bipyridine, dmbipy – 4,4′-dimethyl-2,2′-bipyridine, phen – 1,10-phenanthroline, dmphen – 4,7-dimethyl-1,10-phenanthroline, has been synthesized. The complexes have been characterized by elemental analysis, IR spectroscopy and powder X-ray diffraction. Crystal structures of some complexes have been determined by single‐crystal X‐ray diffraction analysis and showed distorted tetragonal–pyramidal (1) and square pyramidal ([Cu2(bipy)2(L1)4]·DMSO and 4) geometries. The crystal structure of {(H3O)0.5[Cu(phen)(μ3-H2L2)0.5(μ3-HL2)0.5]·H2O}n (5) with alkyl tetrazole H4L2 (1,3,3,5-tetra-(1H-tetrazol-5-yl)-pentane) has also been determined. The complexes 1 and 5 have a zig-zag polymeric structure in which each copper(II) ion is coordinated by five N atoms, belonging to three different tetrazolate rings and one 1,10-phenantroline ligand, while [Cu2(bipy)2(L1)4]·DMSO and 4 are binuclear complexes. The effect of the compounds on viability of MCF-7 and Hep-2 cell lines has been investigated. Complexes 1, 2, 4 possess significant dose-dependent cytotoxic effect and 1, 2 are found to be the most cytotoxic. In addition, stability of copper(II) complexes 1–4 in water-ethanol solution and phosphate buffer saline has been investigated by UV–vis spectroscopy. The interaction of complexes 1 and 3 with calf thymus DNA (CT-DNA) has also been studied by UV–vis spectroscopy.
ISSN:0020-1693
1873-3255
DOI:10.1016/j.ica.2020.120169