Unusual and “classic” anion bonding mode in bis(2-aminomethylpyridine)copper(II) salicylates

Puchoňová, Miroslava; Matelková, Kristína; Moncóľ, Ján; Jorı́k, Vladimı́r; Koman, Marián; Mazúr, Milan; Jozefíková, Flóra; Valigura, Dušan

doi:10.1016/j.poly.2015.06.003

Cited by 8 publications

(2 citation statements)

References 48 publications

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“…The changes of reaction conditions did not have any impact on the formation of coordination compounds and their bonding mode. The expected coordination mode of the anion in complex (3) was similar to that of the previous structure of [Cu(3,5-DNSal) 2 (2-ampy) 2 ] (Puchoňová et al, 2015). However, the IR spectrum of [Cu(3,5-DNSal) 2 (2-ampy) 2 ] contains clear evidence of a free localized carboxyl group: ν as (C=O) = 1697 cm -1 , in case of Cu(3,5-DNSal) 2 (2-hmpy) 2 , the spectrum does not show the presence of free C=O group, contrariwise, it contains vibrations typical for monodentate bonding (COO)creating intramolecular hydrogen bonds.…”

Section: Resultssupporting

confidence: 84%

Nitrosalicylatocopper(II) complexes with chelating pyridine derivatives

Jozefíková

Mazúr

Puchoňová

et al. 2018

Acta Chimica Slovaca

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Three new nitrosalicylatocopper(II) complexes have been prepared and characterized. Compounds of the composition Cu(5-NSal)2(2-ampy)2 (1), Cu(5-NSal)2(2-hmpy)2 (2) and Cu(3,5-DNSal)2(2-hmpy)2 (3), where 2-ampy = (2-aminomethyl)pyridine, 2-hmpy = (2-hydroxymethyl)pyridine, 5-NSal = 5-nitrosalicylate anion and 3,5-DNSal = 3,5-dinitrosalicylate anion, were characterized by elemental analyses, EPR and IR spectroscopy. EPR spectra are consistent with the dx2-y2ground electronic state. Spectral properties have shown “classic” monodentate coordination of 5-nitrosalicylate anion. Similarly, bonding mode of the 3,5‑dinitrosalicylate anion in (3) is assumed to be unidentate via the carboxyl group, which is surprising compared with the previously studied complex, where the preferred coordination via the phenolate group anion was observed.

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Section: Resultssupporting

confidence: 84%

Nitrosalicylatocopper(II) complexes with chelating pyridine derivatives

Jozefíková

Mazúr

Puchoňová

et al. 2018

Acta Chimica Slovaca

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“…A search in the CCDC database concerning six-coordinate metal complexes with a MO 2 N 4 chromophore bearing two monodentate salicylato derivatives as ligands has revealed that in the majority of the reported complexes, especially in the co-existence of monodentate N-donor ligands [70][71][72], flexible N,N′-donor ligands [73][74][75] and planar N,N′,N″,N‴-donor porphyrinato derivatives [76], the salicylato ligands are in trans arrangement [70][71][72][73][74][75][76]; in fewer cases and especially in the co-existence of robust N,N′-donor ligands such as bipy and phen ligands, the salicylato ligands (including the bulky 3-hydroxy-2-naphthoato and 2-hydroxy-3,5-diisopropylbenzoato ligands) were found in cis positions [77][78][79][80], similarly to complex 2.…”

Section: Synthesis and Characterization Of The Complexesmentioning

confidence: 99%

Nickel-diflunisal complexes: synthesis, characterization, in vitro antioxidant activity and interaction with DNA and albumins

Perontsis

Hatzidimitriou

Papadopoulos

et al. 2016

Journal of Inorganic Biochemistry

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Zinc complexes of diflunisal: Synthesis, characterization, structure, antioxidant activity, and in vitro and in silico study of the interaction with DNA and albumins

Tarushi

Kakoulidou

Raptopoulou

et al. 2017

Journal of Inorganic Biochemistry

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From the reaction of ZnCl with the non-steroidal anti-inflammatory drug diflunisal (Hdifl), complex [Zn(difl-O)(MeOH)], 1 was formed, while in the presence of a N,N'-donor heterocyclic ligand 2,2'-bipyridylamine (bipyam), 2,2'-bipyridine (bipy), 1,10-phenanthroline (phen) and 2,2'-dipyridylketone oxime (Hpko), the complexes [Zn(difl-O,O')(bipyam)], 2, [Zn(difl-O,O')(bipy)], 3, [Zn(difl-O,O')(phen)], 4 and [Zn(difl-O)(Hpko)], 5 were isolated, respectively. The complexes were characterized by physicochemical and spectroscopic techniques and the crystal structures of complexes 2, 3 and 5 were determined by X-ray crystallography. The ability of the complexes to scavenge 1,1-diphenyl-picrylhydrazyl, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) and hydroxyl radicals and to inhibit soybean lipoxygenase was studied and the complexes were more active than free Hdifl. The interaction of the complexes with serum albumins was monitored by fluorescence emission spectroscopy and the corresponding binding constants were calculated. UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for the competitive studies of the complexes with ethidium bromide were employed to investigate the interaction of the complexes with calf-thymus DNA and revealed intercalation as the most possible DNA-binding mode. Computational techniques were used to identify possible binding sites of albumins and DNA, and determine the druggability of human and bovine serum albumins with the five novel complexes. The majority of the complexes are stronger binders than the free Hdifl. This is the first study incorporating experimental and computational results to explore the binding activity of metal-NSAID complexes with DNA and serum albumins, suggesting their application as potential metallodrugs.

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Unusual and “classic” anion bonding mode in bis(2-aminomethylpyridine)copper(II) salicylates

Cited by 8 publications

References 48 publications

Nitrosalicylatocopper(II) complexes with chelating pyridine derivatives

Nitrosalicylatocopper(II) complexes with chelating pyridine derivatives

Nickel-diflunisal complexes: synthesis, characterization, in vitro antioxidant activity and interaction with DNA and albumins

Zinc complexes of diflunisal: Synthesis, characterization, structure, antioxidant activity, and in vitro and in silico study of the interaction with DNA and albumins

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