Novel carbonyl complexes of ruthenium with α-substituted oxime derivatives of terpenes

Shabalina, Irina; Кирин, В. П.; Максаков, В. А.; Вировец, А. В.; Golovin, A. V.; Agafontsev, A. M.; Ткачев, А. В.

doi:10.1134/s1070328408040088

Cited by 5 publications

(1 citation statement)

References 12 publications

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“…In spite of all applications found for cubane-type M 3 S 4 and M 3 M'S 4 complexes as catalysts, their role in asymmetric processes is very limited due to the scarce number of optically pure cuboidal complexes [11][12][13].…”

Section: Introductionmentioning

confidence: 99%

Enantioselective synthesis of tungsten trimetallic cluster chalcogenides

Guillamón

Blasco

Llusar

2015

Inorganica Chimica Acta

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Section: Introductionmentioning

confidence: 99%

Enantioselective synthesis of tungsten trimetallic cluster chalcogenides

Guillamón

Blasco

Llusar

2015

Inorganica Chimica Acta

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Hydrogen Bonding and Anticancer Properties of Water‐Soluble Chiral p‐Cymene Ru^II Compounds with Amino‐Oxime Ligands

et al. 2015

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The investigation of the hydrogen-bonding effect on the aggregation tendency of ruthenium compounds [(η6-p-cymene)Ru(κNHR,κNOH)Cl]Cl (R = Ph (1a), Bn (1b)) and [(η6-p-cymene)Ru(κ2NH(2-pic),κNOH)][PF6]2 (1c), [(η6-p-cymene)Ru(κNHBn,κNO)Cl] (2b) and [(η6-p-cymene)Ru(κNBn,κ2NO)] (3b), has been performed by means of concentration dependence 1H NMR chemical shifts and DOSY experiments. The synthesis and full characterization of new compounds 1c, [(η6-p-cymene)Ru(κNPh,κ2NO)] (3a) and 3b are also reported. The effect of the water soluble ruthenium complexes 1a-1c on cytotoxicity, cell adhesion and cell migration of the androgen-independent prostate cancer PC3 cells have been assessed by MTT, adhesion to type-I-collagen and recovery of monolayer wounds assays, respectively. Interactions of 1a-1c with DNA and human serum albumin have also been studied. Altogether, the properties reported herein suggest that ruthenium compounds 1a-1c have considerable potential as anticancer agents against advanced prostate cancer.

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Biological evaluation of water soluble arene Ru(II) enantiomers with amino-oxime ligands

Cueva-Alique

Sierra

Muñoz-Moreno

et al. 2018

Journal of Inorganic Biochemistry

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New water soluble, enantiopure arene ruthenium compound SS-(1R,4S)-[(η-p-cymene)Ru{ĸNH(Bn),ĸNOH}Cl]Cl (Bn = benzyl, 1a') has been synthesized. The novel compound along with that previously described RR-(1S,4R)-[(η-p-cymene)Ru{ĸNH(Bn),ĸNOH}Cl]Cl (1a) was evaluated by polarimetry, ultra-violet and circular dichroism spectroscopy. The structure of novel ruthenium derivative 1a' was determined by single crystal X-ray crystallography. Both enantiomers have been tested against several cancer cell lines in vitro: prostate PC-3, lung A-549, pancreas MIA PaCa-2, colorectal HCT-116, leukemia Jurkat and cervical HeLa. Both enantiomers are active and versatile cytotoxic agents, showing IC values from 2 to 12 times lower than those found for cisplatin in the different cell lines evaluated. The mechanism of cell death induced by the metal compounds was analyzed in A-549 and Jurkat cell lines. Derivatives 1a and 1a' induced apoptotic cell death of A-549 cells while dose-dependent cell death mechanisms have been found in the Jurkat cell line. Compound-DNA interactions have been investigated by equilibrium dialysis, Fluorescence Resonance Energy Transfer (FRET) melting assays and viscometric titrations, revealing moderate binding affinity of 1a and 1a' towards duplex DNA. Finally, the efficacy of 1a in a preliminary in vivo assay of PC-3 xenografts in nude mice has been evaluated, resulting in a promising inhibition of tumor growth by 45%. Analysis of tumor tissue also showed a significant decrease of levels of crucial molecules in the invasive phenotype of PC-3 cells.

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Novel carbonyl complexes of ruthenium with α-substituted oxime derivatives of terpenes

Cited by 5 publications

References 12 publications

Enantioselective synthesis of tungsten trimetallic cluster chalcogenides

Enantioselective synthesis of tungsten trimetallic cluster chalcogenides

Hydrogen Bonding and Anticancer Properties of Water‐Soluble Chiral p‐Cymene Ru^II Compounds with Amino‐Oxime Ligands

Biological evaluation of water soluble arene Ru(II) enantiomers with amino-oxime ligands

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Novel carbonyl complexes of ruthenium with α-substituted oxime derivatives of terpenes

Cited by 5 publications

References 12 publications

Enantioselective synthesis of tungsten trimetallic cluster chalcogenides

Enantioselective synthesis of tungsten trimetallic cluster chalcogenides

Hydrogen Bonding and Anticancer Properties of Water‐Soluble Chiral p‐Cymene RuII Compounds with Amino‐Oxime Ligands

Biological evaluation of water soluble arene Ru(II) enantiomers with amino-oxime ligands

Contact Info

Product

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About

Hydrogen Bonding and Anticancer Properties of Water‐Soluble Chiral p‐Cymene Ru^II Compounds with Amino‐Oxime Ligands