Synthesis by click reactions and antiplasmodial activity of Lupeol 1,2,3-Triazole derivatives.
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Date
2017
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Abstract
Lupeol, a triterpene frequently found in Asteraceae plant species, showed moderate to low
activity in different strains of Plasmodium falciparum, the most virulent malaria etiological
agents. In this work, lupeol was isolated from Parahancornia fasciculata, a plant that is used to
treat malaria in the Amazonia region. In the search of more activity lupeol derivatives, five new
1,2,3-triazole hybrid molecules were synthetized by copper-catalyzed azide-alkyne cycloaddition.
The antiplasmodial activity of the semi-synthetic compounds were evaluated by the lactate
dehydrogenase assay; the lupeol propargyl ether was the only one to disclosing increased
activity (half maximal inhibitory concentration-IC50-62.0 ± 1.92 μmol L-1) in relation to lupeol
(IC50 117.00 μmol L-1). Therefore, this work revealed a new class of interesting lupeol derivatives
that can be obtained by linking electron donors to the hydroxy group at C-3.
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Keywords
Terpenoids, Click chemistry
Citation
BORGATI, T. F. et al. Synthesis by click reactions and antiplasmodial activity of Lupeol 1,2,3-Triazole derivatives. Journal of the Brazilian Chemical Society, v. 00, p. 1-7, 2017. Disponível em: <http://www.scielo.br/scielo.php?script=sci_abstract&pid=S0103-50532017001001850&lng=pt&nrm=iso>. Acesso em: 29 ago. 2017.