Chiral Platinum(ii) Complexes Featuring Phosphine And Chloroquine Ligands As Cytotoxic And Monofunctional Dna-binding Agents

dc.creatorVillarreal
dc.creatorWilmer; Colina-Vegas
dc.creatorLegna; de Oliveira
dc.creatorClayton Rodrigues; Tenorio
dc.creatorJuan C.; Ellena
dc.creatorJavier; Gozzo
dc.creatorFabio C.; Cominetti
dc.creatorMarcia Regina; Ferreira
dc.creatorAntonio G.; Barbosa Ferreira
dc.creatorMarco Antonio; Navarro
dc.creatorMaribel; Batista
dc.creatorAlzir A.
dc.date2015-DEC
dc.date2016-06-07T13:36:08Z
dc.date2016-06-07T13:36:08Z
dc.date.accessioned2018-03-29T01:51:32Z
dc.date.available2018-03-29T01:51:32Z
dc.identifier
dc.identifierChiral Platinum(ii) Complexes Featuring Phosphine And Chloroquine Ligands As Cytotoxic And Monofunctional Dna-binding Agents. Amer Chemical Soc, v. 54, p. 11709-11720 DEC-2015.
dc.identifier0020-1669
dc.identifierWOS:000367118100016
dc.identifier10.1021/acs.inorgchem.5b01647
dc.identifierhttp://pubs.acs.org/doi/abs/10.1021/acs.inorgchem.5b01647
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/244254
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1307952
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.descriptionCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionChiral molecules in nature are involved in many biological events; their selectivity and specificity make them of great interest for understanding the behavior of bioactive molecules, by providing information about the chiral discrimination. Inspired by these conformational properties, we present the design and synthesis of novel chiral platinum(II) complexes featuring phosphine and chloroquine ligands with the general formula [PtCl(P)(2)(CQ)]PF6 (where (P)(2) = triphenylphosphine (PPh3) (5), 1,3-bis-(diphenylphosphine)propane (dppp) (6), 1,4-bi-s(diphenylphosphine)butane (dppb) (7), 1,1'-bis-(diphenylphosphine)ferrocene (dppf) (8), and CQ = chloroquine] and their precursors of the type [PtCl2(P)(2)] are described. The complexes were characterized by elemental analysis, absorption spectroscopy in the infrared and ultraviolet-visible (UV-vis) regions, multinudear (H-1, C-13, P-31, N-15, and Pt-195) NMR spectroscopy, cyclic voltammetry, and mass spectrometry (in the case of chloroquine complexes). The interactions of the new platinum-chloroquine complexes with both albumin (BSA), using.fluorescence spectroscopy, and DNA, by four widely reported methods were also evaluated. These experiments showed that these Pt-CQ complexes interact strongly with DNA and have high affinities for BSA, in contrast to CQ and CQDP (chloroquine diphosphate), which interact wealdy with these biomolecules. Additional assays were performed in order to investigate the cytotoxicity of the platinum complexes against two healthy cell lines (mouse fibroblasts (L929) and the Chinese hamster lung (V79-4)) and four tumor cell lines (human breast (MDA-MB-231 and MCF-7), human lung (A549), and human prostate (DU-145)). The results suggest that the Pt-CQ complexes are generally more cytotoxic than the free CO2. showing that they are promising as anticancer drugs.
dc.description54
dc.description24
dc.description
dc.description11709
dc.description11720
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.descriptionCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.descriptionCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionFAPESP [2013/02311-3]
dc.description
dc.description
dc.description
dc.languageen
dc.publisherAMER CHEMICAL SOC
dc.publisher
dc.publisherWASHINGTON
dc.relationINORGANIC CHEMISTRY
dc.rightsfechado
dc.sourceWOS
dc.subjectNormal Mammalian-cells
dc.subjectSerum-albumin
dc.subjectIn-vitro
dc.subjectBiological-activity
dc.subjectCircular-dichroism
dc.subjectAntitumor-activity
dc.subjectTropical Diseases
dc.subjectCrystal-structure
dc.subjectLow Toxicity
dc.subjectDrug
dc.titleChiral Platinum(ii) Complexes Featuring Phosphine And Chloroquine Ligands As Cytotoxic And Monofunctional Dna-binding Agents
dc.typeArtículos de revistas


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