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Molecules 2014, 19(9), 15180-15195; doi:10.3390/molecules190915180

Synthesis, Leishmanicidal Activity and Theoretical Evaluations of a Series of Substituted bis-2-Hydroxy-1,4-Naphthoquinones

1
Laboratory of Pharmacology and Immunity, Institute of Biological Sciences and Health, Federal University of Alagoas, Maceió, AL 57020-720, Brazil
2
Laboratory of Bioactive Compounds Synthesis, Molecular Sciences Department, Federal Rural University of Pernambuco, Recife, PE 52171-900, Brazil
*
Author to whom correspondence should be addressed.
Received: 8 August 2014 / Revised: 29 August 2014 / Accepted: 9 September 2014 / Published: 22 September 2014
(This article belongs to the Section Medicinal Chemistry)
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Abstract

A series of eight substituted bis-2-hydroxy-1,4-naphthoquinone derivatives was synthesized through lawsone condensation with various aromatic and aliphatic aldehydes under mild acidic conditions. The title compounds were evaluated for antileishmanial activity in vitro against Leishmania amazonensis and Leishmania braziliensis promastigotes; six compounds showed good activity without significant toxic effects. The compound with the highest activity was used for an in vivo assay with Leishmania amazonensis. View Full-Text
Keywords: naphthoquinones; knoevenagel; bis-2-hydroxy-1,4-naphthoquinones; antileishmanial activity; Leishmania braziliensis; Leishmania amazonensis naphthoquinones; knoevenagel; bis-2-hydroxy-1,4-naphthoquinones; antileishmanial activity; Leishmania braziliensis; Leishmania amazonensis
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MDPI and ACS Style

de Araújo, M.V.; de Souza, P.S.O.; de Queiroz, A.C.; da Matta, C.B.B.; Leite, A.B.; da Silva, A.E.; de França, J.A.A.; Silva, T.M.S.; Camara, C.A.; Alexandre-Moreira, M.S. Synthesis, Leishmanicidal Activity and Theoretical Evaluations of a Series of Substituted bis-2-Hydroxy-1,4-Naphthoquinones. Molecules 2014, 19, 15180-15195.

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