Solution equilibria of anticancer ruthenium(II)-(η6-p-cymene)-hydroxy(thio)pyr(id)one complexes: Impact of sulfur vs. oxygen donor systems on the speciation and bioactivity

Enyedy, Éva A.; Sija, Éva; Jakusch, Tamás; Hartinger, Christian G.; Kandioller, Wolfgang; Keppler, Bernhard K.; Kiss, Tamás

doi:10.1016/j.jinorgbio.2013.05.002

Cited by 26 publications

(28 citation statements)

References 40 publications

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“…Chloride ions as competitive ligands are expected to affect the stabilities of Ru(II)(η 6 -pcymene)−pyridinecarboxylate complexes in aqueous solution, as it was also shown for hydroxypyrones [37]. The proton displacement from the ligands pic, 6-Mepic and dipic by the organometallic moiety is already significant at pH 2 (representative titration curves for dipic are shown in Fig.…”

Section: Solution Equilibria Of Ru(ii)(η 6 -P-cymene) Complexes Of Pimentioning

confidence: 60%

“…The slow dissociation of the complex [ML] + was similar to that of hydroxypyridone complexes [49], for which however to a significant degree formation of the hydroxido-bridged dimer [M 2 H −3 ] + was detected. This was observed for Ru(II)(η 6 -p-cymene) complexes of hydroxypyrones such as ethyl maltol [37] and maltol [49] at pH > 8.8 and already at pH 7.4, respectively in the mM concentration range in chloride-free medium.…”

Section: Proton Dissociation Processes Of the Ligandsmentioning

confidence: 65%

“…These stability data are compared with those of structurally related hydroxy(thio)pyrone complexes featuring bidentate (O,O) or (O,S) coordination modes investigated in earlier studies [37].…”

Section: [Tetrachlorido(1h-imidazole)(dimethylsulfoxide-κs)ruthenate(mentioning

confidence: 99%

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Solution equilibrium studies of anticancer ruthenium(II)-η6-p-cymene complexes of pyridinecarboxylic acids

et al. 2014

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Stoichiometry and stability of antitumor ruthenium(II)-η 6 -p-cymene complexes of picolinic acid and its 6-methyl and 6-carboxylic acid derivatives were determined by pHpotentiometry, 1 H NMR spectroscopy and UV/Vis spectrophotometry in aqueous solution in the presence or absence of coordinating chloride ions. The picolinates form exclusively monoligand complexes in which they can coordinate via the bidentate (O,N) mode and a chloride or a water molecule is found at the third binding site of the ruthenium(II)-η 6 -p-cymene moiety depending on the conditions. [Ru(η 6 -p-cymene)(L)(H 2 O/Cl)] species are predominant at physiological pH in all studied cases. Hydrolysis of the aqua complex or the chlorido/hydroxido co-ligand exchange results in the formation of the mixed-hydroxido species [Ru(η 6 -p-cymene)(L)(OH)] in the basic pH range. There is no indication for the decomposition of the mono-ligand complexes during 24 h in the ruthenium(II)-η 6 -pcymene−picolinic acid system between pH 3 and 11; however, a slight dissociation with a low reaction rate was found in the other two systems leading to the appearance of the dinuclear trihydroxido-bridged species [Ru 2 (η 6 -p-cymene) 2 (OH) 3 ] + and free ligands at pH > 10. The replacement of the chlorido by an aqua ligand in [Ru(η 6 -p-cymene)(L)Cl] was also monitored and equilibrium constants for the exchange process were determined.

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Section: Solution Equilibria Of Ru(ii)(η 6 -P-cymene) Complexes Of Pimentioning

confidence: 60%

Section: Proton Dissociation Processes Of the Ligandsmentioning

confidence: 65%

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Solution equilibrium studies of anticancer ruthenium(II)-η6-p-cymene complexes of pyridinecarboxylic acids

et al. 2014

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“…Earlier studies mostly dealt with the design, synthesis, characterization and biological test of these [(η 6 -arene)Ru(XY)Z] type (arene = benzene(derivative), XY = chelating, Z = monodentate ligand) complexes. [6][7][8][9][10] Recent years research focusing on their solution behaviour or the interaction with various high [11][12][13][14][15][16][17] or low molecular mass [18][19][20][21][22][23][24][25][26][27][28][29] biomolecules is also in progress.…”

Section: Introductionmentioning

confidence: 99%

[(η6-p-cymene)Ru(H2O)3]2+ binding capability of aminohydroxamates — A solution and solid state study

Parajdi-Losonczi

Bényei

Kováts

et al. 2016

Journal of Inorganic Biochemistry

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“…manner, but slow between the ligand bound in a monodentate (S) or bidentate (O -,S) manner [57]. Adapted from Ref.…”

Section: Nuclear Magnetic Resonance Spectroscopymentioning

confidence: 99%

Development of the application of speciation in chemistry

Kiss

Enyedy

Jakusch

2017

Coordination Chemistry Reviews

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Solution equilibria of anticancer ruthenium(II)-(η6-p-cymene)-hydroxy(thio)pyr(id)one complexes: Impact of sulfur vs. oxygen donor systems on the speciation and bioactivity

Cited by 26 publications

References 40 publications

Solution equilibrium studies of anticancer ruthenium(II)-η6-p-cymene complexes of pyridinecarboxylic acids

Solution equilibrium studies of anticancer ruthenium(II)-η6-p-cymene complexes of pyridinecarboxylic acids

[(η6-p-cymene)Ru(H2O)3]2+ binding capability of aminohydroxamates — A solution and solid state study

Development of the application of speciation in chemistry

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