Ternary complex formation of copper(II) with 5-fluorosalicylate and 3-pyridylmethanol in aqueous solutions and solid state

Jakab, Noémi; Vasková, Zuzana; Moncóľ, Ján; Gyurcsik, Béla; Šíma, Jozef; Koman, Marián; Valigura, Dušan

doi:10.1016/j.poly.2010.04.030

Cited by 10 publications

(1 citation statement)

References 54 publications

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“…Furthermore, it is reported that some of their pharmacological activities are enhanced in the presence of ancillary nitrogen donor ligands [ 24 ]. Copper(II) has been shown to act in a synergistic manner with the salicylic acid derivatives [ 25 ]. From the coordination chemistry point of view, salicylic acid is a versatile ligand as it has two donor centers in a ligand geometry facilitating metal bridging or chelation for medium or large size cation.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, Spectroscopic Properties and Potential Biological Activities of Salicylate‒Neocuproine Ternary Copper(II) Complexes

et al. 2015

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Mixed ligand copper(II) complexes containing derivatives of salicylic acid and heterocyclic ligands with nitrogen donor atoms have been the subject of various studies and reviews. In this paper, synthesis and characterization of the ternary copper(II) complexes of neocuproine (2,9-dimethyl-1,10-phenanthroline, Neo) and salicylate ligands (Sal) are reported. In addition, the crystal structures of ([Cu(H2O)(5-Cl-Sal)(Neo)] (1), [Cu(μ-Sal)(Neo)]2 (2), Cu2(μ-5-Cl-Sal)(5-Cl-HSal)2(Neo)2]·EtOH (3)) were determined. In order to compare structural and biological properties of the prepared complexes, spectroscopic and biological studies were performed. Results of X-ray diffraction show that prepared complexes form three types of crystal structures in a given system: monomeric, dimeric and dinuclear complex. The preliminary study on the DNA cleavage activity has shown that the complexes under study behave as the chemical nucleases in the presence of added hydrogen peroxide with slight differences in the activity (1 > 2 > 3). The complexes 1 and 2 exhibited nuclease activity itself indicating the interaction of complexes with the DNA. It has been proposed that the enhanced destructive effect of the complexes 1 and 2 on the DNA is a result of two possible mechanisms of action: (i) the conversion of closed circular DNA (form I) to the nicked DNA (form II) caused by the copper complex itself and (ii) damage of DNA by Reactive Oxygen Species (ROS)—products of the interaction of copper with hydrogen peroxide by means of Fenton reaction (hydroxyl radicals). Thus the biological activity of the prepared Cu(II) complexes containing derivatives of salicylic acid and phenanthroline molecules is substantiated by two independent mechanisms. While derivatives of salicylic acids in the coordination sphere of copper complexes are responsible for radical-scavenging activity (predominantly towards superoxide radical anion), the presence of chelating ligand 2,9-dimethyl-1,10-phenanthroline significantly enhances capability of Cu(II) complexes binding to DNA via intercalation.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, Spectroscopic Properties and Potential Biological Activities of Salicylate‒Neocuproine Ternary Copper(II) Complexes

et al. 2015

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A Racemic and Enantiopure Unsymmetric Diiron(III) Complex with a Chiral o‐Carborane‐Based Pyridylalcohol Ligand: Combined Chiroptical, Magnetic, and Nonlinear Optical Properties

Salvo

Tsang

Teixidor

et al. 2013

Chemistry A European J

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The design of molecule-based systems combining magnetic, chiroptical and second-order optical nonlinear properties is still very rare. We report an unusually unsymmetric diiron(III) complex 1, in which three bulky chiral carboranylpyridinealkoxide ligands (oCBhmp(-)) bridge both metal ions and the complex shows the above-mentioned properties. The introduction of o-carborane into the 2-(hydroxymethyl)pyridine (hmpH) architecture significantly alters the coordination of the simple or aryl-substituted 2-hmpH. The unusual architecture observed in 1 seems to be triggered by the poor nucleophilicity of our alkoxide ligand (oCBhmp(-)). A very rare case of spontaneous resolution takes place on precipitation or exposure to solvent vapor for the bulk compound, as confirmed by a combination of single-crystal and powder X-ray diffraction, second-harmonic generation, and circular dichroism. The corresponding enantiopure complexes (+)1 and (-)1 have also been synthesized and fully characterized. This research provides a new building block with unique geometry and electronics to construct coordination complexes with multifunctional properties.

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EPR Study of 5-Chlorosalicylate-Cu(II)-3-Pyridylmethanol Ternary Complex Systems in Frozen Water–Methanol Solutions

et al. 2010

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Ternary complex formation of copper(II) with 5-fluorosalicylate and 3-pyridylmethanol in aqueous solutions and solid state

Cited by 10 publications

References 54 publications

Synthesis, Crystal Structure, Spectroscopic Properties and Potential Biological Activities of Salicylate‒Neocuproine Ternary Copper(II) Complexes

Synthesis, Crystal Structure, Spectroscopic Properties and Potential Biological Activities of Salicylate‒Neocuproine Ternary Copper(II) Complexes

A Racemic and Enantiopure Unsymmetric Diiron(III) Complex with a Chiral o‐Carborane‐Based Pyridylalcohol Ligand: Combined Chiroptical, Magnetic, and Nonlinear Optical Properties

EPR Study of 5-Chlorosalicylate-Cu(II)-3-Pyridylmethanol Ternary Complex Systems in Frozen Water–Methanol Solutions

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