Recebido em 24/8/08; aceito em 19/11/08; publicado na web em 2/4/09 SALICYLATES ISOLATED FROM LEAVES AND STEMS OF Salix martiana Leyb. (SALICACEAE). Salix martiana Leyb. is an endemic species from the Amazon river floodplain areas (varzeas), of the State of Amazonas. Stems and leaves were extracted with dichloromethane, methanol and hydro-alcohol and these extracts were fractionated by using conventional chromatographic techniques. The major substances isolated, salicin and trichocarposide (6-0-p-coumaroyl salicin), were determined through analyses of NMR 1D (1 H and 13 C) and NMR 2D (gHSQC and gHMBC). These compounds were isolated for the first time in Salix martiana Leyb. (Salicaceae). The percentage of these compounds in S. martiana is very high. The extracts were analyzed for their DPPH antioxidant capacity and the methanolic from the leaves and the hydro-alcoholic from the stems were the more active.
RESUMOEste artigo descreve o isolamento dos triterpenos lupeol, taraxerol, lupen-3-ona e esqualeno obtido do extrato diclorometânico das folhas da espécie Minquartia guianensis Aubl., pertencente à família Olacaceae. Estes terpenóides foram isolados através de técnicas cromatográficas e identificados utilizando Ressonância Magnética Nuclear (RMN) de 1 H e de 13 C. Na literatura disponível, este é o primeiro relato destes triterpenos em M. guianensis.PALAVRAS CHAVE: Triterpenos, Minquartia guianensis, Olacaceae. Triterpenes from the leaves of Minquartia guianensis Aubl. (Olacaceae)ABSTRACT This article describes the isolation of the triterpenes lupeol, taraxerol, lupen-3-one and squalene from the dichloromethane extract of the leaves of Minquartia guianensis Aubl. belonging to the Olacaceae family. These terpenoids were isolated through chromatographic techniques and identified using 1 H and 13 C Nuclear Magnetic Resonance (NMR). At the best of our knowledge, this is the first report of these triterpenes in M. guianensis.
Minquartia guianensis, popularly known as acariquara, was phytochemically investigated. The following triterpenes were isolated from the dichloromethane extract of leaves: lupen-3-one (1), taraxer-3-one (2) and oleanolic acid (3). The dichloromethane extract of branches yielded the triterpene 3β-methoxy-lup-20(29)-ene (4). The chemical structures were characterized by NMR data. Plant extracts, substance 3, squalene (5) and taraxerol (6), (5 and 6 previously isolated), were evaluated by in vitro assay against chloroquine resistant Plasmodium falciparum. The dichloromethane extract of leaves and the three triterpenes assayed have shown partial activity. Thus, these results demonstrated that new potential antimalarial natural products can be found even in partially active extracts
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