Journal article

Evaluation of naphthoquinones identified the acetylated isolapachol as a potent and selective antiplasmodium agent

Diogo RM Moreira, Matheus S de Sa, Tais S Macedo, Maria N Menezes, Jose Rui M Reys, Antonio EG Santana, Thaissa L Silva, Gabriela LA Maia, Jose M Barbosa-Filho, Celso A Camara, Tania MS da Silva, Katia N da Silva, Elisalva T Guimaraes, Ricardo R dos Santos, Marilia OF Goulart, Milena BP Soares

Journal of Enzyme Inhibition and Medicinal Chemistry | TAYLOR & FRANCIS LTD | Published : 2015


This study reports on the design, synthesis and antiparasitic activity of three new semi-synthetic naphthoquinones structurally related to the naturally-occurring lapachol and lapachone. Of the compounds tested, 3-(3-methylbut-1-en-1-yl)-1,4-dioxo-1,4-dihydronaphthalen-2-yl acetate (1) was the most active against Plasmodium falciparum among both natural and semi-synthetic naphthoquinones, showing potent and selective activity. Compound 1 was able to reduce the in vitro parasite burden, in vitro parasite cell cycle, as well as the blood parasitemia in Plasmodium berghei-infected mice. More importantly, infection reduction under compound 1-treatment was achieved without exhibiting mouse genoto..

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Funding Acknowledgements

This work received fundings from Conselho Nacional de Pesquisas Brasileira (CNPq), Fundacao de Amparo as Pesquisas do Estado da Bahia (FAPESB), Fundacao de Amparo a Pesquisa do Estado de Alagoas (FAPEAL) and Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES). M.B.P.S., M.O.G.S., A.E.G.S., C.A.C., J.M.B.F. and R.R.S hold a CNPq fellowship. T.S.M. is holding a FAPESB doctoral scholarship, while D.R.M.M. is holding a FAPESB scholarship for visiting scholars.