Anti-malarial, anti-trypanosomal, and anti-leishmanial activities of jacaranone isolated from Pentacalia desiderabilis (Vell.) Cuatrec. (Asteraceae)

Author(s):Show less -

Morais, Thiago R. ^{[1, 2]} ; Romoff, Paulete ^{[1, 2]} ; Favero, Oriana A. ^{[1, 2]} ; Reimao, Juliana Q. ^[3] ; Lourenco, Walkyria C. ^[3] ; Tempone, Andre G. ^[3] ; Hristov, Angelica D. ^[4] ; Di Santi, Silvia M. ^[4] ; Lago, Joao Henrique G. ^[5] ; Sartorelli, Patricia ^[5] ; Ferreira, Marcelo J. P. ^{[1, 2]}

Affiliation

^[1] Univ Presbiteriana Mackenzie, Ctr Ciencias Biol & Saude, BR-01302907 Sao Paulo - Brazil

^[2] Univ Presbiteriana Mackenzie, Ctr Ciencias & Humanidades, BR-01302907 Sao Paulo - Brazil

^[3] Inst Adolfo Lutz Registro, Lab Toxinol Aplicada Farmacos Antiparasitarios, Dept Parasitol, BR-01246000 Sao Paulo - Brazil

^[4] Nucl Estudos Malaria, BR-05403000 Sao Paulo - Brazil

^[5] Univ Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, BR-09972270 Diadema, SP - Brazil

• Document type: Journal article
• Source: Parasitology Research; v. 110, n. 1, p. 95-101, JAN 2012.
• Web of Science Citations: 19

Abstract

Leishmaniasis, Chagas disease, and malaria affect the poorest population around the world, with an elevated mortality and morbidity. In addition, the therapeutic alternatives are usually toxic or ineffective drugs especially those against the trypanosomatids. In the course of selection of new anti-protozoal compounds from Brazilian flora, the CH2C12 phase from MeOH extract obtained from the leaves of Pentacalia desiderabilis (Vell.) Cuatrec. (Asteraceae) showed in vitro anti-leishmanial, anti-malarial, and anti-trypanosomal activities. The chromatographic fraction-ation of the CH2C12 phase led to the isolation of the bioactive compound, which was characterized as jacaranone {[} methyl (1-hydroxy-4-oxo-2,5-cyclohexandienyl) acetate], by spectroscopic methods. This compound showed activity against promastigotes of Leishmania (L.) chagasi, Leishmania (V.) braziliensis, and Leishmania (L.). amazonensis showing an IC50 of 17.22, 12.93, and 11.86 mu g/mL, respectively. Jacaranone was also tested in vitro against the Trypanosoma cruzi trypomastigotes and Plasmodium falciparum chloroquine-resistant parasites (K1 strain) showing an IC50 of 13 and 7.82 mu g/mL, respectively, and was 3.5-fold more effective than benznidazole in anti-Trypanosoma cruzi assay. However, despite of the potential against promatigotes forms, this compound was not effective against amastigotes of L. (L.) chagasi and T. cruzi. The cytotoxicity study using Kidney Rhesus monkey cells, demonstrated that jacaranone showed selectivity against P. falciparum (21.75 mu g/mL) and a selectivity index of 3. The obtained results suggested that jacaranone, as other similar secondary metabolites or synthetic analogs, might be useful tolls for drug design for in vivo studies against protozoan diseases. (AU)

• FAPESP's process: 08/11496-9 - Leishmanicidal principles of vegetable species from Atlantic Forest: evaluation, isolation and molecular characterization
• Grantee: Patricia Sartorelli
• Support Opportunities: Regular Research Grants
• FAPESP's process: 06/57626-5 - Selection of potential molecules in plant species of São Paulo State highlands: chemical structure, relationship structure / biological activity associated with ecophysiological considerations
• Grantee: João Henrique Ghilardi Lago
• Support Opportunities: Research Grants - Young Investigators Grants