Comparative solution equilibrium and structural studies of half-sandwich ruthenium(II)(η6-toluene) complexes of picolinate derivatives

Poljarević, Jelena; Gál, Gyula Tamás; May, Nóra V.; Spengler, Gabriella; Dömötör, Orsolya; Savić, Andrija; Grgurić-Šipka, Sanja; Enyedy, Éva A.

doi:10.1016/j.jinorgbio.2017.12.017

Cited by 27 publications

(38 citation statements)

References 55 publications

(56 reference statements)

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“…pK a of this type of complexes increases with the chloride ion concentration, 24,38 thus these percentages are merely maximum values. When the organometallic fragments are compared with each other, the same trend of the pK a values was observed for complexes of (N,O) ligands such as 2-picolinates, HQ-5-sulfonate (HQS), HQ and 7-(1-piperidinylmethyl)-HQ (PHQ) 23,[38][39][40] as Fig. 9 shows.…”

Section: Complex Formation Equilibria Of Hqcl-pro With [Rh(η 5 -C 5 Msupporting

confidence: 53%

“…The chloride content of the medium has an effect on not only the charge, but also on the pK a [M(arene) (L)] 24,38 and on the lipophilicity. 39,41 This affinity is well described by the log K′ (H 2 O/Cl − ) constant, which is determined from the UV-Vis spectra of the complexes by varying the total concentrations of chloride ions (Fig. S27-S30 † and Table 2).…”

Section: Complex Formation Equilibria Of Hqcl-pro With [Rh(η 5 -C 5 Mmentioning

confidence: 94%

“…pH-potentiometric measurements pH-potentiometric measurements and calculation of the overall stability constants were performed similarly as it was performed in our previous works (see details in the ESI †). 23,24,[38][39][40] The computer program Hyperquad2013 46 was utilized to establish the stoichiometry of the complexes.…”

Section: Cellular Uptake Of Complexesmentioning

confidence: 99%

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An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes

et al. 2020

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Section: Complex Formation Equilibria Of Hqcl-pro With [Rh(η 5 -C 5 Msupporting

confidence: 53%

Section: Complex Formation Equilibria Of Hqcl-pro With [Rh(η 5 -C 5 Mmentioning

confidence: 94%

Section: Cellular Uptake Of Complexesmentioning

confidence: 99%

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An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes

et al. 2020

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“…The cytotoxicity and antiproliferative assays on T‐lymphoma cells were performed according to the protocol described previously (Poljarević et al., ; Żesławska et al., ). Inhibition of the cell growth was determined according to the formula:

100 - [\frac{{OD}_{sample} - {OD}_{normalmedium normalcontrol}}{{OD}_{normalcell normalcontrol} - {OD}_{normalmedium normalcontrol}}] \times 100 .

…”

Section: Methodsmentioning

confidence: 99%

“…The cytotoxicity and antiproliferative assays on T-lymphoma cells were performed according to the protocol described previously (Poljarević et al, 2018;. Inhibition of the cell growth was determined according to the formula:…”

Section: Assay For Cytotoxic and Antiproliferative Effectmentioning

confidence: 99%

Pharmacophoric features for a very potent 5‐spirofluorenehydantoin inhibitor of cancer efflux pump ABCB1, based on X‐ray analysis

et al. 2019

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In order to extend knowledge about pharmacophoric features responsible for ABCB1 inhibitory properties of imidazolidin‐2,4‐dione derivatives, 1′‐[4‐(4‐(o‐methoxyphenyl)‐piperazin‐1‐yl)butyl]‐3′‐methyl‐spiro(fluoren‐9,5′‐imidazolidine)‐2′,4′‐dione (3) and its salt (4) with rhodanine‐3‐acetic acid (RA) were prepared and investigated by X‐ray diffraction method, as well as their efflux modulating effects in cancer cells (mouse T‐lymphoma), cytotoxic and antiproliferative activities were evaluated in vitro. The molecular geometry, intermolecular interactions, and crystal packing of base and acid forms of 3 were analyzed to see, if conformational changes influence the biological activities. The geometry of 2‐methoxyphenylpiperazine and 5‐spirofluorenehydantoin moieties was compared with other crystal structures containing these fragments. Our results indicated a very potent inhibitory action on ABCB1 pump, and significant cytotoxic and antiproliferative properties of 3 in T‐lymphoma, even more potent in the case of multidrug resistance cells. Furthermore, the compound 3 converted into the salt 4 of inactive acid (RA) has maintained both, the efflux pump inhibitory and antiproliferative activities, showing strong synergism with doxorubicin. A comparison of geometry of 3 in both crystal structures (3 and 4) shows a significant difference in the arrangement of piperazine ring with respect to the aliphatic linker.

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Piano‐stool dinuclear ruthenium (II) complexes of pyrazine‐carboxylate/carboxamide ligands: Structural studies and catalytic transfer hydrogenation of ketones

Kumah,

Ojwach

2023

Applied Organom Chemis

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Reactions of ligand pyrazine‐2‐carboxylic acid (HL1) with [Ru(η6‐p‐cymene)Cl2]2 precursor gave the dinuclear piano‐stool ruthenium (II) complex [{Ru(η6‐p‐cymene)Cl2}‐μ‐(L1)‐{Ru(p‐cymene)Cl}] (Ru1). Separately, reactions of N‐(quinolin‐8‐yl) pyrazine‐2‐carboxamide (HL2), 5‐methyl‐N‐(−(quinolin‐8‐yl) pyridine‐2‐carboxamide (HL3) and 5‐chloro‐N‐(quinolin‐8‐yl) pyridine‐2‐carboxamide (HL4) with [Ru(η6‐p‐cymene)Cl2]2 dimer in the presence of KPF6 afforded the cationic dinuclear complexes [{Ru(η6‐p‐cymene)Cl}2‐μ‐(L2)][PF6] (Ru2), [{Ru(η6‐p‐cymene)Cl}2‐μ‐(L3)][Ru(L3)Cl3] (Ru3) and [{Ru(η6‐p‐cymene)Cl}2‐μ‐(L4)][PF6] (Ru4). The Ru (II) complexes were analysed using FT‐IR, 1H, 13C{1H}, 31P{1H} (Ru2 and Ru4) and 19F (Ru2 and Ru4) NMR spectroscopic techniques, micro‐analyses and mass spectrometry. Molecular structures of complexes Ru1 and Ru3 were confirmed to display piano‐stool coordination nature using single‐crystal X‐ray crystallography analyses. All the complexes (Ru1–Ru4) mediated the transfer hydrogenation (TH) of a broad spectrum of ketones in isopropanol in the presence of a base and demonstrated high catalytic activities (TON of 24,000) at catalyst concentrations of 0.002 mol%. In general, the catalytic performance of these Ru (II) complexes depended on the identity of the ligands, coordination chemistry and ketone substrates.

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Comparative solution equilibrium and structural studies of half-sandwich ruthenium(II)(η6-toluene) complexes of picolinate derivatives

Abstract: Five Ru(II)( 6 -toluene) complexes formed with 2-picolinic acid and its various derivatives have been synthesized and characterized. X-ray structures of four complexes are also

Cited by 27 publications

References 55 publications

An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes

An 8-hydroxyquinoline–proline hybrid with multidrug resistance reversal activity and the solution chemistry of its half-sandwich organometallic Ru and Rh complexes

Pharmacophoric features for a very potent 5‐spirofluorenehydantoin inhibitor of cancer efflux pump ABCB1, based on X‐ray analysis

Piano‐stool dinuclear ruthenium (II) complexes of pyrazine‐carboxylate/carboxamide ligands: Structural studies and catalytic transfer hydrogenation of ketones

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