Repository logo
 
Publication

Novel "ruthenium cyclopentadienyl" - peptide conjugate complexes against human FGFR(+) breast cancer

2020-05-14Journal article Restricted access
Simple item page
dc.contributor.authorMachado, João Franco
dc.contributor.authorMachuqueiro, Miguel
dc.contributor.authorMarques, Fernanda
dc.contributor.authorRobalo, M. Paula
dc.contributor.authorPiedade, M. Fatima M.
dc.contributor.authorGarcia, M. Helena
dc.contributor.authorCorreia, João D. G.
dc.contributor.authorMorais, Tânia
dc.date.accessioned2020-06-18T13:23:50Z
dc.date.available2020-06-18T13:23:50Z
dc.date.issued2020-05-14
dc.description.abstractIn this work we explored the possibility of improving the selectivity of a cytotoxic Ru complex [RuCp(PPh3)(2,2'-bipy)][CF3SO3] (where Cp = eta(5)-cyclopentadienyl) TM34 towards FGFR(+) breast cancer cells. Molecular dynamics (MD) simulations of TM34 in a phosphatidylcholine membrane model pinpointed the cyclopentadienyl group as a favorable derivatization position for the peptide conjugation approach. Three new Ru(II) complexes presenting a functionalized eta(5)-cyclopentadienyl were synthesized, namely [Ru(eta(5)-C5H4COOH)(2,2'-bipy)(PPh3][CF3SO3] (TM281) and its precursors, [Ru(eta(5)-C5H4COOCH2CH3)(eta(2)-2,2'-bipy)(PPh3)][CF3SO3] (3) and [Ru(eta(5)-C5H4COOCH2CH3)(PPh3)(2)Cl] (2). Complex TM281 was prepared by the hydrolysis of the ethyl ester group appended to the eta(5)-cyclopentadienyl ligand of complex 3 with K2CO3 in water/acetonitrile, followed by mild protonation using an ion exchange resin. The newly synthesized complexes were fully characterized by NMR, FTIR and UV-vis spectroscopic techniques. Also, electrochemical studies were carried out by means of cyclic voltammetry in order to evaluate the stability of the compounds. Single crystal X-ray diffraction studies were carried out for compounds 3 and TM281 which crystallized in the monoclinic system, space group P21/n. The unprecedented synthesis and characterization of three half-sandwich ruthenium(II)-cyclopentadienyl peptide conjugates and their preliminary biological evaluation against human FGFR(+) and FGFR(-) breast cancer cells are also reported.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationMACHADO, João Franco; [et al] – Novel "ruthenium cyclopentadienyl" - peptide conjugate complexes against human FGFR(+) breast cancer. Dalton Transactions. ISSN 1477-9234. Vol. 49, N.º 18 (2020), pp. 5974-5987pt_PT
dc.identifier.doi10.1039/d0dt00955ept_PT
dc.identifier.issn1477-9234
dc.identifier.urihttp://hdl.handle.net/10400.21/11882
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherRoyal Society of Chemistrypt_PT
dc.relationUIDB/00100/2020 - FCTpt_PT
dc.relationUID/Multi/04349/2019 - FCTpt_PT
dc.relationCEECIND/00630/2017 - FCTpt_PT
dc.relationSFRH/BD/135915/2018 - FCTpt_PT
dc.relationCEECIND/02300/2017 - FCTpt_PT
dc.relationUID/MULTI/04046/2019 - FCTpt_PT
dc.relationPTDC/QUI-NUC/30147/2017 - FCTpt_PT
dc.relationLISBOA-01-0145-FEDER-022125 - RNEM -Portuguese Mass Spectrometry Network - FCTpt_PT
dc.relation.publisherversionhttps://pubs.rsc.org/en/content/articlepdf/2020/dt/d0dt00955ept_PT
dc.subjectRuthenium cyclopentadienylpt_PT
dc.subjectMolecular Dynamics (MD)pt_PT
dc.subjectBreast cancerpt_PT
dc.subjectPeptide conjugatept_PT
dc.titleNovel "ruthenium cyclopentadienyl" - peptide conjugate complexes against human FGFR(+) breast cancerpt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.citation.endPage5987pt_PT
oaire.citation.issue18pt_PT
oaire.citation.startPage5974pt_PT
oaire.citation.titleDalton Transactionspt_PT
oaire.citation.volume49pt_PT
person.familyNameFranco Machado
person.familyNameMachuqueiro
person.familyNameMarujo Marques
person.familyNameRobalo
person.familyNameMonteiro Martins Minas da Piedade
person.familyNameAnselmo Viegas Garcia
person.familyNameCorreia
person.familyNameMorais
person.givenNameJoão Miguel
person.givenNameMiguel
person.givenNameFernanda
person.givenNameMaria Paula
person.givenNameMaria de Fátima
person.givenNameMaria Helena
person.givenNameJoão
person.givenNameTânia
person.identifierM-1891-2015
person.identifier1433605
person.identifierJ-9790-2013
person.identifierH-2175-­2013
person.identifier.ciencia-idCE14-F7CF-936B
person.identifier.ciencia-idD416-CB5B-AC3D
person.identifier.ciencia-id1C11-A0C7-418A
person.identifier.ciencia-idE11C-A704-9C18
person.identifier.ciencia-idA81A-36ED-5A22
person.identifier.ciencia-id5414-9AEF-4194
person.identifier.ciencia-idEC11-F3E9-78A2
person.identifier.ciencia-idB61A-A9D4-08CC
person.identifier.orcid0000-0003-3741-2386
person.identifier.orcid0000-0001-6923-8744
person.identifier.orcid0000-0001-8440-5299
person.identifier.orcid0000-0002-8200-6910
person.identifier.orcid0000-0002-5335-8810
person.identifier.orcid0000-0002-4344-2218
person.identifier.orcid0000-0002-7847-4906
person.identifier.orcid0000-0003-0233-8243
person.identifier.ridC-8012-2011
person.identifier.ridB-2002-2012
person.identifier.ridJ-7036-2013
person.identifier.ridD-8824-2011
person.identifier.scopus-author-id57205179269
person.identifier.scopus-author-id57221975472
person.identifier.scopus-author-id16402591700
person.identifier.scopus-author-id9269662100
person.identifier.scopus-author-id6507884466
person.identifier.scopus-author-id7202364104
person.identifier.scopus-author-id25930490800
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
relation.isAuthorOfPublicationb0944203-b237-4bf7-83d1-adc1a42388bc
relation.isAuthorOfPublication3466459e-d41d-436c-9b36-7e73e9d9cc9a
relation.isAuthorOfPublication9233f544-e8ce-49f2-84b5-d3c119139b84
relation.isAuthorOfPublication823a9498-17ab-451f-bb8f-56338643ac0c
relation.isAuthorOfPublication3069faf9-b289-47e3-b87a-d1a08d0ae1a7
relation.isAuthorOfPublicationddef2398-fb7d-4551-a9fe-71c411d1d706
relation.isAuthorOfPublicationa01bdd91-13f4-4fd5-8150-e3f0f221a9c6
relation.isAuthorOfPublication09da3711-2a20-4ce9-92b2-7c8165d73095
relation.isAuthorOfPublication.latestForDiscoveryb0944203-b237-4bf7-83d1-adc1a42388bc

Files

Original bundle
Now showing 1 - 1 of 1
No Thumbnail Available
Name:
Novel_MPRobalo.pdf
Size:
3.54 MB
Format:
Adobe Portable Document Format
Download

Collections

ISEL - Eng. Quim. Biol. - Artigos