Manganese(II) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agents

dc.contributor.authorOliveira, Carolina G.
dc.contributor.authorMaia, Pedro Ivo da S.
dc.contributor.authorSouza, Paula C. [UNESP]
dc.contributor.authorPavan, Fernando Rogério [UNESP]
dc.contributor.authorLeite, Clarice Queico Fujimura [UNESP]
dc.contributor.authorViana, Rommel B.
dc.contributor.authorBatista, Alzir A.
dc.contributor.authorNascimento, Otaciro R.
dc.contributor.authorDeflon, Victor M.
dc.contributor.institutionUniversidade de São Paulo (USP)
dc.contributor.institutionUniversidade Federal do Triângulo Mineiro (UFTM)
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversidade Federal de São Carlos (UFSCar)
dc.description.abstractThrough a systematic variation on the structure of a series of manganese complexes derived from 2-acetylpyridine-N(4)-R-thiosemicarbazones (Hatc-R), structural features have been investigated with the aim of obtaining complexes with potent anti-Mycobacterium tuberculosis activity. The analytical methods used for characterization included FOR, EPR, UV-visible, elemental analysis, cyclic voltammetry, magnetic susceptibility measurement and single crystal X-ray diffractometry. Density functional theory (DFT) calculations were performed in order to evaluate the contribution of the thiosemicarbazonate ligands on the charge distribution of the complexes by changing the peripheral groups as well as to verify the Mn-donor atoms bond dissociation predisposition. The results obtained are consistent with the monoanionic N,N,S-tridentate coordination of the thiosemicarbazone ligands, resulting in octahedral complexes of the type [Mn(atc-R)(2)],paramagnetic in the extension of 5 unpaired electrons, whose EPR spectra are consistent for manganese(II). The electrochemical analyses show two nearly reversible processes, which are influenced by the peripheral substituent groups at the N4 position of the atc-R1- ligands. The minimal inhibitory concentration (MIC) of these compounds against M. tuberculosis as well as their in vitro cytotoxicity on VERO and J774A.1 cells (IC50) was determined in order to find their selectivity index (SI) (SI = IC50 / MIC). The results evidenced that the compounds described here can be considered as promising anti-M. tuberculosis agents, with SI values comparable or better than some commercial drugs available for the tuberculosis treatment.(c) 2013 Elsevier Inc. All rights reserved.en
dc.description.affiliationUniv Sao Paulo, Inst Quim Sao Carlos, BR-13566590 Sao Carlos, SP, Brazil
dc.description.affiliationUniv Fed Triangulo Mineiro, Dept Quim, BR-38025440 Uberaba, MG, Brazil
dc.description.affiliationUniv Estadual Paulista, Fac Ciencias Farmaceut, BR-14801902 Araraquara, SP, Brazil
dc.description.affiliationUniv Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP, Brazil
dc.description.affiliationUniv Sao Paulo, Inst Fis Sao Carlos, BR-13560970 Sao Carlos, SP, Brazil
dc.description.affiliationUnespUniv Estadual Paulista, Fac Ciencias Farmaceut, BR-14801902 Araraquara, SP, Brazil
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description.sponsorshipCoordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de Minas Gerais (FAPEMIG)
dc.description.sponsorshipIdFAPESP: 09/54011-8
dc.description.sponsorshipIdFAPESP: 11/11593-7
dc.description.sponsorshipIdFAPESP: 11/16380-1
dc.description.sponsorshipIdFAPEMIG: REDE-113/10
dc.identifier.citationJournal Of Inorganic Biochemistry. New York: Elsevier Science Inc, v. 132, p. 21-29, 2014.
dc.publisherElsevier B.V.
dc.relation.ispartofJournal of Inorganic Biochemistry
dc.rights.accessRightsAcesso restrito
dc.sourceWeb of Science
dc.subjectAnti-Mycobacterium tuberculosis activityen
dc.subjectCatalase peroxidaseen
dc.titleManganese(II) complexes with thiosemicarbazones as potential anti-Mycobacterium tuberculosis agentsen
dcterms.rightsHolderElsevier B.V.[4][4][6]
unesp.campusUniversidade Estadual Paulista (Unesp), Faculdade de Ciências Farmacêuticas, Araraquarapt