Synthesis, structure and biological evaluation of bis salicylaldehyde-4(N)-ethylthiosemicarbazone ruthenium(<scp>iii</scp>) triphenylphosphine

Prabhakaran, R.; Kalaivani, P.; Jayakumar, R.; Zeller, Mat­thias; Hunter, Allen D.; Renukadevi, S.; Ramachandran, E.; Natarajan, K.

doi:10.1039/c0mt00062k

Cited by 61 publications

(20 citation statements)

References 52 publications

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“…A sharp band that appeared at 783–818 cm −1 in the ligands corresponding to ν C=S vibration was appeared at 771–883 cm −1 in the complexes confirmed the binding of thione sulphur atom to the ruthenium 53 . Vibrations corresponding to phenolic OH (ν OH ) was found at 3439–3457 cm −1 in the ligands shifted slightly lower region at 3427–3454 cm −1 in complexes ( 1–4 ), indicating the nonparticipation of the phenolic oxygen atom in coordination 54 . The electronic spectra of the complexes ( 1–4 ) (Supplementary Fig.…”

Section: Resultsmentioning

confidence: 97%

Organoruthenium(II) Complexes Ameliorates Oxidative Stress and Impedes the Age Associated Deterioration in Caenorhabditis elegans through JNK-1/DAF-16 Signalling

Devagi

Mohankumar

Shanmugam

et al. 2018

Sci Rep

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New ruthenium(II) complexes were synthesised and characterized by various spectro analytical techniques. The structure of the complexes 3 and 4 has been confirmed by X-ray crystallography. The complexes were subjected to study their anti-oxidant profile and were exhibited significantly greater in vitro DPPH radical scavenging activity than vitamin C. We found that complexes 1–4 confered tolerance to oxidative stress and extend the mean lifespan of mev-1 mutant worms and wild-type Caenorhabditis elegans. Further, mechanistic study and reporter gene expression analysis revealed that Ru(ƞ6-p-cymene) complexes maintained the intracellular redox status and offers stress resistance through activating JNK-1/DAF-16 signaling axis and possibly by other antioxidant response pathway. Notably, complex 3 and 4 ameliorates the polyQ (a Huntington’s disease associated protein) mediated proteotoxicity and related behavioural deficits in Huntington’s disease models of C. elegans. From these observations, we hope that new Ru(ƞ6-p-cymene) complexes could be further considered as a potential drug to retard aging and age-related neurodegenerative diseases.

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Section: Resultsmentioning

confidence: 97%

Organoruthenium(II) Complexes Ameliorates Oxidative Stress and Impedes the Age Associated Deterioration in Caenorhabditis elegans through JNK-1/DAF-16 Signalling

Devagi

Mohankumar

Shanmugam

et al. 2018

Sci Rep

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“…This may be a consequence of strong Ru(II) → CO back donation as indicated by the short Ru(1) ─ C(37) (1.827(7) Å) bond and low CO stretching frequency (1952 cm −1 ), which prefers σ or π weak donor groups occupying the site opposite to CO to favour the d–π back donation. The ruthenium–ligand distances, namely Ru(1) ─ S(2) 2.4096(16) Å, Ru(1) ─ C(37) 1.826(7) Å, Ru(1) ─ P(1) 2.4025(16) Å, Ru(1) ─ Cl(1) 2.4432(16) Å, Ru(1) ─ Cl(2) 2.4750(16) Å, Ru(1) ─ P(2) 2.3964(17) Å, found in complex 2 agree well with those reported for other similar ruthenium(II) complexes containing triphenylphosphine in trans position and the carbonyl group (CO) is trans to the chlorine atom . In addition, complex 2 contains one intramolecular hydrogen bond which creates a pseudo‐chloro bridged binuclear structure (Figure S12).…”

Section: Resultsmentioning

confidence: 99%

Solvent‐assisted formation of ruthenium(II)/copper(I) complexes containing thiourea derivatives: Synthesis, crystal structure, density functional theory, enzyme mimetics and in vitro biological perspectives

Vijayan

Viswanathamurthi

Sugumar

et al. 2016

Applied Organom Chemis

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N,N-[(diethylamino)(thiocarbonyl)]-substituted benzamidine ligands have been synthesized from the reaction of N,N-[(diethylamino)(thiocarbonyl)]benzimidoyl chloride with functionalized amines such as 2-aminophenol and 2-picolylamine. The reaction of N,N-[(diethylamino)(thiocarbonyl)]-2-hydroxyphenylbenzamidine (H 2 L 1 ) with ruthenium(II) precursor [RuHCl(CO)(PPh 3 ) 3 ] afforded complex 1 of the type [Ru(L 1 )(CO)(PPh 3 ) 2 ] in which the ligand coordinated in tridentate ONS mode. The reaction of H 2 L 1 with copper precursor [Cu(CH 3 COO)(PPh 3 ) 2 ] induced C═N bond cleavage of the ligand and afforded complex 3 of the type [Cu(1,1-DT) (Cl)(PPh 3 ) 2 ] (1,1-DT = 1,1-diethylthiourea) in which the ligand coordinated in a monodentate fashion. The ligand N,N-[(diethylamino)(thiocarbonyl)]-2picolylbenzamidine (HL 2 ) reacted with ruthenium(II) and copper(I) precursors to form complex 2 of the type [Ru(1,1-DT)(Cl 2 )(CO)(PPh 3 ) 2 ] and complex 3, respectively, in which the ligand underwent C═N cleavage and coordinated in a monodentate fashion via C═S group. In complexes 1 and 2, the two triphenylphosphine co-ligands coordinated in trans position whereas, in complex 3, the two triphenylphosphine co-ligands coordinated in cis position. All the compounds were characterized using infrared, UV-visible, ( 1 H, 13 C, 31 P) NMR, ESI-MS and elemental analyses. The molecular structures of ligand H 2 L 1 and complexes 1-3 were determined using X-ray crystallography, which confirmed the coordination mode of the ligands with metals. The crystal structure of complexes 1 and 2 revealed a distorted octahedral geometry around the ruthenium ion and the structure of complex 3 indicated a tetrahedral geometry around the copper ion. With the X-ray structures, density functional theory computations were carried out to determine the electronic structure of the compounds. The interactions of complexes 1-3 with calf thymus DNA and bovine serum albumin protein were investigated using UV-visible and fluorescence spectroscopic and viscometric methods. Catecholase-and phosphatase-like activities promoted by complexes 1-3 under physiological conditions have been studied. In vitro anticancer activities have been demonstrated by MTT assay, acridine orange/ethidium bromide and diamidino-2-phenylindole staining against various cancerous cell lines.

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“…In the IR spectra of all the new complexes, a strong band in the region 1930-1965 cm −1 has been observed due to the presence of terminally coordinated carbonyl group [28]. A medium intensity band observed in the region 821-823 cm −1 in the spectra of the ligands has been assigned as due to >C S, which was completely disappeared in the complexes and a new band appeared in the region 736-755 cm −1 indicating coordination of thiolate sulphur after the enolisation of -NH-C S-group and subsequent deprotonation [31,32]. Characteristic bands due to triphenylphosphine / triphenylarsine were also present in the expected region.…”

Section: Ir Spectramentioning

confidence: 92%

Preparation, spectroscopy, EXAFS, electrochemistry and pharmacology of new ruthenium(II) carbonyl complexes containing ferrocenylthiosemicarbazone and triphenylphosphine/arsine

Prabhakaran¹,

Anantharaman²,

Thilagavathi³

et al. 2011

Spectrochimica Acta Part A: Molecular and Biomolecular Spectros

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Synthesis, structure and biological evaluation of bis salicylaldehyde-4(N)-ethylthiosemicarbazone ruthenium(iii) triphenylphosphine

Cited by 61 publications

References 52 publications

Organoruthenium(II) Complexes Ameliorates Oxidative Stress and Impedes the Age Associated Deterioration in Caenorhabditis elegans through JNK-1/DAF-16 Signalling

Organoruthenium(II) Complexes Ameliorates Oxidative Stress and Impedes the Age Associated Deterioration in Caenorhabditis elegans through JNK-1/DAF-16 Signalling

Solvent‐assisted formation of ruthenium(II)/copper(I) complexes containing thiourea derivatives: Synthesis, crystal structure, density functional theory, enzyme mimetics and in vitro biological perspectives

Preparation, spectroscopy, EXAFS, electrochemistry and pharmacology of new ruthenium(II) carbonyl complexes containing ferrocenylthiosemicarbazone and triphenylphosphine/arsine

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