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Artigo Produção Nacional Revisado por pares
BIBTEX RIS

7-Chloroquinolinotriazoles: Synthesis by the azide–alkyne cycloaddition click chemistry, antimalarial activity, cytotoxicity and SAR studies

2013; Elsevier BV; Volume: 73; Linguagem: Inglês

10.1016/j.ejmech.2013.11.022

ISSN

1768-3254

Autores

Guilherme Rocha Pereira, Geraldo Célio Brandão, Lucas M. Arantes, Haliton Alves de Oliveira, Renata Cristina de Paula, Maria Fernanda Alves do Nascimento, Fábio Mendes dos Santos, Ramon K. da Rocha, Júlio César Dias Lopes, Alaı́de Braga de Oliveira,

Tópico(s)

Synthesis and Characterization of Heterocyclic Compounds

Resumo

Twenty-seven 7-chloroquinolinotriazole derivatives with different substituents in the triazole moiety were synthesized via copper-catalyzed cycloaddition (CuAAC) click chemistry between 4-azido-7-chloroquinoline and several alkynes. All the synthetic compounds were evaluated for their in vitro activity against Plasmodium falciparum (W2) and cytotoxicity to Hep G2A16 cells. All the products disclosed low cytotoxicity (CC50 > 100 μM) and five of them have shown moderate antimalarial activity (IC50 from 9.6 to 40.9 μM). As chloroquine analogs it was expected that these compounds might inhibit the heme polymerization and SAR studies were performed aiming to explain their antimalarial profile. New structural variations can be designed on the basis of the results obtained.

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