Synthesis of novel cinnamides and a bis cinnamate bearing 1,2,3-triazole functionalities with antiproliferative and antimetastatic activities on melanoma cells

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dc.creatorFabíola Suelen dos Santos
dc.creatorJuliana Alves do Vale
dc.creatorLucas da Silva Santos
dc.creatorTalita Bárbara Gontijo
dc.creatorGraziela Domingues de Almeida Lima
dc.creatorLeandro Licursi de Oliveira
dc.creatorMariana Machado Neves
dc.creatorRóbson Ricardo Teixeira
dc.creatorRossimiriam Pereira de Freitas
dc.date.accessioned2024-08-01T14:42:20Z
dc.date.accessioned2025-09-09T00:06:30Z
dc.date.available2024-08-01T14:42:20Z
dc.date.issued2021
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.format.mimetypepdf
dc.identifier.doihttp://dx.doi.org/10.21577/1984-6835.20180029
dc.identifier.issn1678-4790
dc.identifier.urihttps://hdl.handle.net/1843/72261
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofJournal of the Brazilian Chemical Society
dc.rightsAcesso Aberto
dc.subjectSíntese
dc.subjectTriazóis
dc.subjectCélulas - Proliferação
dc.subjectMelanoma
dc.subjectMetástase
dc.subjectQuimioterapia
dc.subjectRessonância magnética nuclear
dc.subjectEspectrometria de massa
dc.subject.otherCinnamides
dc.subject.otherCinnamates
dc.subject.otherCinnamic acid
dc.subject.other1,2,3-triazoles
dc.subject.otherB16-F10 cell line
dc.titleSynthesis of novel cinnamides and a bis cinnamate bearing 1,2,3-triazole functionalities with antiproliferative and antimetastatic activities on melanoma cells
dc.typeArtigo de periódico
local.citation.epage2185
local.citation.issue12
local.citation.spage2174
local.citation.volume32
local.description.resumoThe present investigation describes the synthesis of novel cinnamides and a bis cinnamate bearing 1,2,3-triazole functionalities and investigation of their antiproliferative and antimetastatic effects on melanoma cells. The necessity for the development of new chemotherapeutic agents for melanoma treatment motivated this work. Sixteen derivatives were obtained with yields ranging from 23-81% and fully characterized by spectroscopic (1H and 13C nuclear magnetic resonance, infrared) and spectrometric high resolution mass spectrometry (HRMS) techniques. The derivatives were in vitro evaluated against B16-F10 murine melanoma cell line. The most effective compound (a bis cinnamate) (6b) reduced the melanoma cell viability, generated cell cycle arrest, and influenced the metastatic behavior of melanoma cells by decreasing migration, invasion, and colony formation. Based on these findings, it is believed that compound 6b may represent an interesting scaffold to be explored toward the development of new antimelanoma agents.
local.identifier.orcidhttps://orcid.org/0000-0002-8398-9592
local.identifier.orcidhttps://orcid.org/0000-0002-5797-4071
local.identifier.orcidhttps://orcid.org/0000-0002-7038-8560
local.identifier.orcidhttps://orcid.org/0000-0001-5954-3606
local.identifier.orcidhttps://orcid.org/0000-0003-4353-7011
local.identifier.orcidhttps://orcid.org/0000-0002-7416-3529
local.identifier.orcidhttps://orcid.org/0000-0003-3181-1108
local.identifier.orcidhttps://orcid.org/0000-0001-6974-3724
local.publisher.countryBrasil
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://www.scielo.br/j/jbchs/a/YrhrWdzX46GHtdHSCW6dbPn

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