Synthesis of novel 1,2,3-triazole derivatives of isocoumarins and 3,4-dihydroisocoumarin with potential antiplasmodial activity in vitro

Página do item simplificado
dc.creatorLucas da Silva Santos
dc.creatorMatheus Fillipe Langanke de Carvalho
dc.creatorAna Claudia de Souza Pinto
dc.creatorAmanda Luisa da Fonseca
dc.creatorJulio César Dias Lopes
dc.creatorFernando de Pilla Varotti
dc.creatorRossimiriam Pereira de Freitas
dc.creatorRosemeire Brondi Alves
dc.date.accessioned2024-07-30T13:34:46Z
dc.date.accessioned2025-09-08T23:20:17Z
dc.date.available2024-07-30T13:34:46Z
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.identifier.doihttp://dx.doi.org/10.2174/1573406416666200602161047
dc.identifier.issn1875-6638
dc.identifier.urihttps://hdl.handle.net/1843/72108
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofMedicinal Chemistry
dc.rightsAcesso Restrito
dc.subjectQuímica farmacêutica
dc.subjectPlasmodium falciparum
dc.subjectMalára
dc.subjectSintese
dc.subjectTriazóis
dc.subject.otherIsocoumarin
dc.subject.other3,4-dihydroisocoumarin
dc.subject.other1,2,3-triazole
dc.subject.otherAntiplasmodial activity
dc.subject.otherMalaria
dc.subject.otherPlasmodium falciparum
dc.titleSynthesis of novel 1,2,3-triazole derivatives of isocoumarins and 3,4-dihydroisocoumarin with potential antiplasmodial activity in vitro
dc.typeArtigo de periódico
local.citation.epage833
local.citation.issue8
local.citation.spage820
local.citation.volume17
local.description.resumoBackground: Malaria greatly affects the world health, having caused more than 228 million cases only in 2018. The emergence of drug resistance is one of the main problems in its treatment, demonstrating the need for the development of new antimalarial drugs. Objective: Synthesis and in vitro antiplasmodial evaluation of triazole compounds derived from isocoumarins and a 3,4-dihydroisocoumarin. Methods: The compounds were synthesized in 4 to 6-step reactions with the formation of the triazole ring via the Copper(I)-catalyzed 1,3-dipolar cycloaddition between isocoumarin or 3,4-dihydroisocoumarin azides and terminal alkynes. This key reaction provided compounds with an unprecedented connection of isocoumarin or 3,4-dihydroisocoumarin and the 1,2,3-triazole ring. The products were tested for their antiplasmodial activity against a Plasmodium falciparum chloroquine resistant and sensitive strains (W2 and 3D7, respectively). Results: Thirty-one substances were efficiently obtained by the proposed routes with an overall yield of 25-53%. The active substances in the antiplasmodial test displayed IC50 values ranging from 0.68-2.89μM and 0.85-2.07 μM against W2 and 3D7 strains, respectively. Conclusion: This study demonstrated the great potential of isocoumarin or 3,4-dihydroisocoumarin derivatives because practically all the tested substances were active against Plasmodium falciparum.
local.identifier.orcidhttps://orcid.org/0000-0002-5797-4071
local.identifier.orcidhttps://orcid.org/0000-0002-6428-6285
local.identifier.orcidhttps://orcid.org/0000-0002-4592-0367
local.identifier.orcidhttps://orcid.org/0000-0003-1463-850X
local.identifier.orcidhttps://orcid.org/0000-0002-2939-7780
local.identifier.orcidhttps://orcid.org/0000-0001-6974-3724
local.identifier.orcidhttps://orcid.org/0000-0003-0546-2549
local.publisher.countryBrasil
local.publisher.departmentICX - DEPARTAMENTO DE QUÍMICA
local.publisher.initialsUFMG
local.url.externahttps://www.eurekaselect.com/article/107051

Arquivos

Licença do pacote

Agora exibindo 1 - 1 de 1
Imagem de Miniatura
Nome:
License.txt
Tamanho:
1.99 KB
Formato:
Plain Text
Descrição:
Baixar

Coleções

Artigo de Periódico

Logo UFMG