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Molecules 2011, 16(2), 1825-1833; doi:10.3390/molecules16021825
Article

Antileishmanial Activity of the Hydroalcoholic Extract of Miconia langsdorffii, Isolated Compounds, and Semi-Synthetic Derivatives

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1 Núcleo de Pesquisa em Ciências Exatas e Tecnológicas da Universidade de Franca, Av. Dr. Armando Salles de Oliveira 201 - Parque Universitário, CEP 14404-600, Franca, SP, Brazil 2 Centro Universitário Claretiano, Rua Dom Bosco 466, CEP 14300-000, Batatais, SP, Brazil 3 Departamento de Biologia, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, Av. do Café s/n CEP 14040-901 Ribeirão Preto, SP, Brazil 4 Faculdade de Ciências Farmacêuticas de Ribeirão Preto, Universidade de São Paulo, Av. do Café s/n, CEP 14040-903, Ribeirão Preto, SP, Brazil 5 Departamento Farmacêutico, Universidade Federal de Juiz de Fora, Rua José Lourenço Kelmer s/n, Campus Universitário, CEP 36036-900, Juiz de Fora, MG, Brazil
* Author to whom correspondence should be addressed.
Received: 8 February 2011 / Revised: 14 February 2011 / Accepted: 21 February 2011 / Published: 22 February 2011
(This article belongs to the Section Metabolites)
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Abstract

The in vitro activity of the crude hydroalcoholic extract of the aerial parts of Miconia langsdorffii Cogn. was evaluated against the promastigote forms of L. amazonensis, the causative agent of cutaneous leishmaniasis in humans. The bioassay-guided fractionation of this extract led to identification of the triterpenes ursolic acid and oleanolic acid as the major compounds in the fraction that displayed the highest activity. Several ursolic acid semi-synthetic derivatives were prepared, to find out whether more active compounds could be obtained. Among these ursolic acid-derived substances, the C-28 methyl ester derivative exhibited the best antileishmanial activity.
Keywords: antileishmanial activity; Miconia langsdorffii; oleanolic acid; ursolic acid antileishmanial activity; Miconia langsdorffii; oleanolic acid; ursolic acid
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Peixoto, J.A.; Andrade e Silva, M.L.; Crotti, A.E.M.; Cassio Sola Veneziani, R.; Gimenez, V.M.M.; Januário, A.H.; Groppo, M.; Magalhães, L.G.; Dos Santos, F.F.; Albuquerque, S.; Da Silva Filho, A.A.; Cunha, W.R. Antileishmanial Activity of the Hydroalcoholic Extract of Miconia langsdorffii, Isolated Compounds, and Semi-Synthetic Derivatives. Molecules 2011, 16, 1825-1833.

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