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

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 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.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Pereira GR,Brandão GC,Arantes LM,de Oliveira HA Jr,de Paula RC,do Nascimento MF,dos Santos FM,da Rocha RK,Lopes JC,de Oliveira AB

doi

10.1016/j.ejmech.2013.11.022

subject

Has Abstract

pub_date

2014-02-12 00:00:00

pages

295-309

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(13)00764-2

journal_volume

73

pub_type

杂志文章

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