On the synthesis of quinone-based BODIPY hybrids: new insights on antitumor activity and mechanism of action in cancer cells

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dc.creatorTalita Bárbara Gontijo
dc.creatorRossimiriam Pereira de Freitas
dc.creatorFlavio da Silva Emery
dc.creatorLeandro Ferreira Pedrosa
dc.creatorJosé de Brito Vieira Neto
dc.creatorBruno Coêlho Cavalcanti
dc.creatorClaudia do Ó Pessoa
dc.creatorAaron King
dc.creatorFabio de Moliner
dc.creatorMarc Vendrell
dc.creatorEufrânio Nunes da Silva Júnior
dc.date.accessioned2024-07-30T15:14:59Z
dc.date.accessioned2025-09-09T01:24:48Z
dc.date.available2024-07-30T15:14:59Z
dc.date.issued2017
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.description.sponsorshipFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas Gerais
dc.description.sponsorshipCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
dc.description.sponsorshipINCT – Instituto nacional de ciência e tecnologia (Antigo Instituto do Milênio)
dc.description.sponsorshipFAPESP - Fundação de Amparo à Pesquisa do Estado de São Paulo
dc.description.sponsorshipOutra Agência
dc.identifier.doihttps://doi.org/10.1016/j.bmcl.2017.08.007
dc.identifier.issn1464-3405
dc.identifier.urihttps://hdl.handle.net/1843/72110
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofBioorganic & Medicinal Chemistry Letters
dc.rightsAcesso Restrito
dc.subjectQuinona
dc.subjectSíntese
dc.subjectCélulas cancerosas
dc.subjectRessonância magnética nuclear
dc.subjectEspectrometria de massa
dc.subjectPeroxidação
dc.subjectGlutationa
dc.subjectMicroscopia
dc.subjectAgentes antineoplásicos
dc.subject.otherQuinone
dc.subject.otherBODIPY
dc.subject.otherLapachone
dc.subject.otherCancer
dc.subject.otherSubcellular localization
dc.titleOn the synthesis of quinone-based BODIPY hybrids: new insights on antitumor activity and mechanism of action in cancer cells
dc.typeArtigo de periódico
local.citation.epage4456
local.citation.issue18
local.citation.spage4446
local.citation.volume27
local.description.resumoFluorescent quinone-based BODIPY hybrids were synthesised and characterised by NMR analysis and mass spectrometry. We measured their cytotoxic activity against cancer and normal cell lines, performed mechanistic studies by lipid peroxidation and determination of reduced (GSH) and oxidized (GSSG) glutathione, and imaged their subcellular localisation by confocal microscopy. Cell imaging experiments indicated that nor-β-lapachone-based BODIPY derivatives might preferentially localise in the lysosomes of cancer cells. These results assert the potential of hybrid quinone-BODIPY derivatives as promising prototypes in the search of new potent lapachone antitumor drugs.
local.identifier.orcidhttps://orcid.org/0000-0002-7038-8560
local.identifier.orcidhttps://orcid.org/0000-0001-6974-3724
local.identifier.orcidhttps://orcid.org/0000-0002-8652-7123
local.identifier.orcidhttps://orcid.org/0000-0002-2957-2307
local.identifier.orcidhttps://orcid.org/0000-0001-9379-2817
local.identifier.orcidhttps://orcid.org/0000-0002-0725-8392
local.identifier.orcidhttps://orcid.org/0000-0002-4344-4336
local.identifier.orcidhttps://orcid.org/0000-0003-1281-5453
local.publisher.countryBrasil
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://www.sciencedirect.com/science/article/pii/S0960894X17307941

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