In Vitro Trypanocidal Activity of Triterpenes from Miconia Species

Abstract

The bioassay-guided fractionation of methylene chloride extracts of Miconia fallax DC. and Miconia stenostachya DC. led to the isolation of five triterpene acids. The triterpenes ursolic acid, oleanolic acid and gypsogenic acid were active against blood trypomastigote forms of Trypanosoma cruzi. In contrast, the acetyl and methyl ester derivatives were not found to potentiate the trypanocidal activity. These results suggest the importance of the polar groups for activity.

References

• 1 WHO - World Health Organization 1 997. Chagas disease. Thirteenth Programme Report UNDR/TDR Geneve;
• 2 Brener Z, Andrade Z. Trypanosoma cruzi e a doença de Chagas. Guanabara-Koogan Rio de Janeiro, Brazil; 1997: pp. 1-41
• 3 WHO - World Health Organization New initiative will halt Chagas disease in six y ears. TDR News 1992: 3-5
• 4 Nussenzweig V, Sonntaeg R. Ação da violeta genciana sobre o T. cruzi in vitro: sua importância na esterilização do sangue destinado a transfusão.  Revista Paulista de Medicina. 1953;  42 85-6
• 5 Boza S S, Cassels B K. Plant metabolites active against Trypanosoma cruzi .  Planta Medica. 1996;  62 98-105
• 6 Bastos J K, Albuquerque S, Silva M LA. Evaluation of trypanocidal activity of lignans isolated from the leaves of Zanthoxylum naranjillo .  Planta Medica. 1999;  65 541-4
• 7 Grael C FF, Vichnewski W, De Souza G EP, Lopes J LC, Albuquerque S, Cunha W R. A study of the trypanocidal and analgesic properties from Lychnophora granmogolense (Duarte) Semir & Leitão Filho.  Phytotherapy Research. 2000;  14 203-6
• 8 Martins A B, Semir J, Goldenberg R, Martins E. O gênero Miconia Ruiz & Pav. no estado de São Paulo.  Acta Botanica Brasilica. 1996;  10 267-316
• 9 Gunatilaka A AL, Berger J M, Evan R, Miller J S, Wisse J H, Neddermann K M, Bursuker I, Kingston D GI. Isolation, synthesis and structure-activity relationships of bioactive benzoquinones from Miconia lepdota from Suriname rainforest.  Journal of Natural Products. 2001;  64 2-5
• 10 Antoun M K, Gerena L, Milhous W K. Screening of the flora of Porto Rico for potential antimalarial bioactives.  International Journal of Pharmacognosy. 1993;  4 255-8
• 11 Hasrat J A, De Backer J P, Valquelin G, Vlietinck A J. Medicinal plants in Suriname: screening of plants extracts for receptobinding activity.  Phytomedicine. 1997;  4 56-65
• 12 Andrade e Silva M L, Cunha W R, Pedro C, Garcia P A, Martins C. Evaluation of the analgesic activity of an ethanol extract of Miconia fallax .  Bollettino Chimico Farmaceutico. 2002;  141 158-60
• 13 Kim Y K, Yoon S K, Ryu S Y. Cytotoxic triterpenes from stem bark of Physocarpus intermedius .  Planta Medica. 2000;  66 485-6
• 14 Sung T V, Katalinic J P, Adam G. A bisdesmosidic triterpenoid saponin from Schefflera octophylla .  Phytochemistry. 1991;  30 3717-20
• 15 Chan W R, Shepard V, Medford K, Tinto N F, Reynolds W F, McLean S. Triterpenes of Miconia stenostachya .  Journal of Natural Products. 1992;  55 963-6
• 16 Koike K, Zhonghua J, Nikaido T. Triterpenoid saponins from Vaccaria segetalis .  Phytochemistry. 1998;  47 1343-9
• 17 Da Costa F B, Albuquerque S, Vichnewski W. Diterpenes and synthetic derivatives from Viguiera aspillioides with trypanocidal activity.  Planta Medica. 1996;  62 557-9
• 18 Coll J C, Bowden B F. The application of vacuum liquid chromatography to the separation of terpene mixtures.  Journal of Natural Products. 1986;  49 934-6