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Synthesis, characterization, electrochemical behavior and in vitro protein tyrosine kinase inhibitory activity of the cymene-halogenobenzohydroxamato [Ru(eta(6)-cymene)(bha)Cl] complexes

2013-04-15Journal article Open access
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dc.contributor.authorShang, Xianmei
dc.contributor.authorSilva, Telma F. S.
dc.contributor.authorMartins, Luisa
dc.contributor.authorLi, Qingshan
dc.contributor.authorGuedes Da Silva, M. Fátima C.
dc.contributor.authorKuznetsov, Maxim L.
dc.contributor.authorPombeiro, Armando
dc.date.accessioned2013-11-07T17:58:37Z
dc.date.available2013-11-07T17:58:37Z
dc.date.issued2013-04-15
dc.description.abstractThe ruthenium(II)-cymene complexes [Ru(eta(6)-cymene)(bha)Cl] with substituted halogenobenzohydroxamato (bha) ligands (substituents = 4-F, 4-Cl, 4-Br, 2,4-F-2, 3,4-F-2, 2,5-F-2, 2,6-F-2) have been synthesized and characterized by elemental analysis, IR, H-1 NMR, C-13 NMR, cyclic voltammetry and controlled-potential electrolysis, and density functional theory (DFT) studies. The compositions of their frontier molecular orbitals (MOs) were established by DFT calculations, and the oxidation and reduction potentials are shown to follow the orders of the estimated vertical ionization potential and electron affinity, respectively. The electrochemical E-L Lever parameter is estimated for the first time for the various bha ligands, which can thus be ordered according to their electron-donor character. All complexes exhibit very strong protein tyrosine kinase (PTK) inhibitory activity, even much higher than that of genistein, the clinically used PTK inhibitory drug. The complex containing the 2,4-difluorobenzohydroxamato ligand is the most active one, and the dependences of the PTK activity of the complexes and of their redox potentials on the ring substituents are discussed. (C) 2012 Elsevier B.V. All rights reserved.por
dc.identifier.citationSHANG, Xianmei; SILVA, Telma F. S.; MARTINS, Luisa M. D. R. S.; LI, Qingshan; SILVA, M. Fatima C. Guedes da; KUZNETSOV, Maxim L.; POMBEIRO, Armando J. L. - Synthesis, characterization, electrochemical behavior and in vitro protein tyrosine kinase inhibitory activity of the cymene-halogenobenzohydroxamato [Ru(eta(6)-cymene)(bha)Cl] complexes. Journal of Organometallic Chemistry. ISSN 0022-328X. Vol. 730 (2013), p. 137-143.por
dc.identifier.issn0022-328X
dc.identifier.other10.1016/j.jorganchem.2012.12.013
dc.identifier.urihttp://hdl.handle.net/10400.21/2882
dc.language.isoengpor
dc.peerreviewedyespor
dc.publisherElsevier Science SApor
dc.subjectRuthenium(II) complexespor
dc.subjectSynthesispor
dc.subjectProtein tyrosine kinase inhibitorpor
dc.subjectElectrochemistrypor
dc.subjectRuthenium(II) arene complexespor
dc.subjectAnticancer agentspor
dc.subjectCoordination chemistrypor
dc.subjectPlatinum complexespor
dc.subjectX-raypor
dc.subjectFerrocene derivativespor
dc.subjectMolecular-structurepor
dc.subjectCrystal-structurespor
dc.subjectDesign strategiespor
dc.subjectRedox potentialspor
dc.titleSynthesis, characterization, electrochemical behavior and in vitro protein tyrosine kinase inhibitory activity of the cymene-halogenobenzohydroxamato [Ru(eta(6)-cymene)(bha)Cl] complexespor
dc.typejournal article
dspace.entity.typePublication
oaire.citation.conferencePlaceLausannepor
oaire.citation.endPage143por
oaire.citation.startPage137por
oaire.citation.titleJournal of Organometallic Chemistrypor
oaire.citation.volume730por
person.familyNameShang
person.familyNameMartins
person.familyNameGuedes da Silva
person.familyNameKuznetsov
person.familyNamePombeiro
person.givenNameXianmei
person.givenNameLuisa
person.givenNameM. Fátima C.
person.givenNameMaxim L.
person.givenNameArmando
person.identifier637885
person.identifier789079
person.identifier.ciencia-idE218-E297-A4EA
person.identifier.ciencia-id7619-8E8E-979A
person.identifier.ciencia-id7018-EEFE-E023
person.identifier.ciencia-id8311-38FA-CEFB
person.identifier.orcid0000-0002-8616-2419
person.identifier.orcid0000-0002-5403-9352
person.identifier.orcid0000-0003-4836-2409
person.identifier.orcid0000-0001-5729-6189
person.identifier.orcid0000-0001-8323-888X
person.identifier.ridG-6210-2011
person.identifier.ridH-8274-2012
person.identifier.ridH-7934-2012
person.identifier.ridI-5945-2012
person.identifier.scopus-author-id8650947800
person.identifier.scopus-author-id6701761571
person.identifier.scopus-author-id7102379353
person.identifier.scopus-author-id7006067269
rcaap.rightsrestrictedAccesspor
rcaap.typearticlepor
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