Crispoic acid, a new compound from Laelia marginata (Orchidaceae), and biological evaluations against parasites, human cancer cell lines and Zika virus

Belloto, Andrezza C.; Souza, Gredson K.; Perin, Paula C.; Schuquel, Ivania T. A.; Santin, Silvana M. O.; Chiavelli, Lucas U. R.; Garcia, Francielle P.; Kaplum, Vanessa; Rodrigues, Jean H. S.; B. Scariot, Débora; Delvecchio, Rodrigo; Machado-Ferreira, Erik; Aguiar, Renato Santana; A. G. Soares, Carlos; Nakamura, Celso V.; Pomini, Armando M.

doi:10.6084/m9.figshare.5584240.v1

gnpl_a_1395428_sm7566.pdf (672.38 kB)

Crispoic acid, a new compound from Laelia marginata (Orchidaceae), and biological evaluations against parasites, human cancer cell lines and Zika virus

journal contribution

posted on 2017-11-09, 07:10 authored by Andrezza C. Belloto, Gredson K. Souza, Paula C. Perin, Ivania T. A. Schuquel, Silvana M. O. Santin, Lucas U. R. Chiavelli, Francielle P. Garcia, Vanessa Kaplum, Jean H. S. Rodrigues, Débora B. Scariot, Rodrigo Delvecchio, Erik Machado-Ferreira, Renato Santana Aguiar, Carlos A. G. Soares, Celso V. Nakamura, Armando M. Pomini

The phytochemical study of Laelia marginata (Lindl.) L. O. Williams (Orchidaceae) led to the isolation of a new natural product named crispoic acid (1), together with six other known compounds (2–7). The new natural product was identified as a dimer of eucomic acid and was structurally characterised based upon 1D and 2D NMR and HRMS data. Biological assays with plant crude extract, fractions and isolated compounds were performed against two human cancer cell lines (Hela and Siha), and the tropical parasites Trypanosoma cruzi and Leishmania (Leishmania) amazonensis. The phenantrenoid 9,10-dihydro-4-methoxyphenanthren-2,7-diol 2 was active against Hela and Siha cells (CC₅₀ 5.86 ± 0.19 and 20.78 ± 2.72 μg/mL, respectively). Sub-lethal concentrations of the flavone rhamnazin 4 were not able to rescue the viability of the Vero cells infected by Zika virus.