7-Chloroquinolinotriazoles : synthesis by the azide-alkyne cycloaddition click chemistry, antimalarial activity, cytotoxicity and SAR studies.
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Date
2014
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Abstract
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 mM) and five of them have shown moderate antimalarial activity (IC50 from
9.6 to 40.9 mM). 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.
Description
Keywords
Quinolines, Triazoles, Plasmodium falciparum
Citation
PEREIRA, G. R. et al. 7-Chloroquinolinotriazoles: synthesis by the azide-alkyne cycloaddition click chemistry, antimalarial activity, cytotoxicity and SAR studies. European Journal of Medicinal Chemistry, v. 73, p. 295-309, 2014. Disponível em: <http://www.sciencedirect.com/science/article/pii/S0223523413007642>. Acesso em: 10 jan. 2017.