A study of the trypanocidal activity of triterpene acids isolated from Miconia species

Phytotherapy Research : PTR
W R CunhaD S Ferreira

Abstract

Triterpene acids, including ursolic acid (1), urjinolic acid (4) and oleanoic acid (5) along with a mixture of 2alpha-hydroxyursolic acid (2) and maslic acid (3) were isolated from methylene chloride extracts of the Miconia sellowiana and M. ligustroides species and their activities against the trypomastigote blood forms of Trypanosoma cruzi were evaluated. The potassium salt derivative of ursolic acid (1a) was also tested. The in vitro assays showed that compounds 1, 5 and 1a were the most active (IC(50) 17.1 microm, 12.8 microm and 8.9 microm, respectively). In contrast, a mixture of 2 plus 3, that exhibit a hydroxyl at C-2 and C-3, is much less potent than a mixture of 1 and 5 (IC(50) 48.5 microm and 11.8 microm, respectively). In the same manner, compound 4, that differs from 5 by two additional hydroxyl groups (at C-2 and C-23) displayed weak trypanocidal activity (IC(50) 76.3 microm) when compared with the other triterpenes. These results suggest that the free hydroxyl at C-3 and the polarity of C-28 are the most influential structural features for determining the in vitro trypanocidal activity of triterpenes. In vivo assays were also undertaken for the most active compounds 1, 1a and the mixture of 1 plus 5. The most sig...Continue Reading

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Citations

Jan 1, 2011·African Journal of Traditional, Complementary, and Alternative Medicines : AJTCAM·Matilde Jimenez-CoelloKarla Yolanda Acosta-Viana
Jan 1, 2011·African Journal of Traditional, Complementary, and Alternative Medicines : AJTCAM·Matilde Jiménez-CoelloEugenia del S Guzmán-Marín
Aug 4, 2010·Parasitology Research·Monica C O CamposSolange L de Castro
Oct 17, 2012·AAPS PharmSciTech·Josimar de Oliveira EloyJuliana Maldonado Marchetti
Feb 9, 2010·Parasitology Research·Daniele da Silva FerreiraSérgio de Albuquerque
Dec 20, 2015·Malaria Journal·Renata B S LimaAdrian M Pohlit
Mar 21, 2015·Evidence-based Complementary and Alternative Medicine : ECAM·Jéssica A JesusLuiz Felipe D Passero
Feb 9, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Simira CarothersIfedayo Victor Ogungbe
Feb 24, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Juliana A PeixotoWilson R Cunha
Jul 22, 2010·Pharmaceutical Biology·Matilde Jimenez-CoelloMaria Salud Perez Gutierrez
May 8, 2013·Experimental Parasitology·Daniele da Silva FerreiraSérgio de Albuquerque

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