RESUMO
Five new dihydro-beta-agarofuran sesquiterpenes (1-5) were isolated from the leaves of Maytenus chiapensis. The structures of 1-5 were determined by means of 1D and 2D NMR techniques. A semiselective HMBC technique was applied in order to obtain complete (13)C NMR assignments. Absolute configurations were determined by CD studies and chemical correlations and on biogenetic grounds. Compound 4 showed weak activity against a multidrug-resistant Leishmania tropica line.
Assuntos
Leishmania tropica/efeitos dos fármacos , Maytenus/química , Plantas Medicinais/química , Sesquiterpenos/isolamento & purificação , Animais , Isótopos de Carbono , Linhagem Celular/efeitos dos fármacos , Dicroísmo Circular , Resistência a Múltiplos Medicamentos , El Salvador , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , Folhas de Planta/química , Sesquiterpenos/química , Sesquiterpenos/farmacologia , EstereoisomerismoRESUMO
Three new compounds, 5 alpha-lanosta-7,9(11),24-triene-3beta-hydroxy-26-al (1), 5 alpha-lanosta-7,9(11),24-triene-15 alpha-26-dihydroxy-3-one (2), and 8 alpha,9 alpha-epoxy-4,4,14 alpha-trimethyl-3,7,11,15,20-pentaoxo-5 alpha-pregnane (3), were isolated from Ganoderma concinna along with 12 known compounds. The structures of compounds 1 and 2 were determined on the basis of MS and NMR studies. The structure of 3 was determined by MS, NMR, and single-crystal X-ray diffraction. Compounds 1, 2, and 3 induce apoptosis in human promyelocytic leukemia HL-60 cells, as indicated by examining the morphological features of cells and detection of DNA fragmentation by gel electrophoresis.