Leaves and branches of Machaerium hirtum Vell. (Fabaceae), native to South America, were subjected to phytopharmacological investigation in order to identify its major chemical constituents and evaluate its extracts, fractions and isolated compounds in assays for anti-inflammatory activities. These were performed using mouse ear edema model, pleurisy and myeloperoxidase activity assays. Six compounds were isolated and identified as the flavanones swertisin and isovitexin, the alkaloid 4-hydroxy-N-methylproline, the triterpenes friedelin and lupeol, and the steroids sitosterol and stigmasterol. These compounds were identified by nuclear magnetic resonance of (1)H and (13)C data, in comparison with literature.
Allelopathy is the term used to define any process involving secondary metabolites produced by plants and microorganisms that influence growth and development of agrobiological systems. Currently, it is sought to find allelochemicals of interest and know how to apply them in bio-herbicides to combat weeds. In this study, the effects of the crude leaf extract and fractions of Machaerium hirtum (Vell.) Stellfeld were analyzed on Euphorbia heterophylla L. (wild poinsettia) and Ipomoea grandifolia (Dammer) O’Donell (morning glory), as well as the occurrence of morphoanatomical changes. For this, 0.04 g of the crude extract and fractions were solubilized and diluted (50 mL) to concentrations of 0.1, 0.2, 0.4, and 0.8 g L-1 (m/v). Initial growth tests were performed on Petri dishes containing two paper sheets and seedlings of weed species with the respective treatments, being maintained in a germination chamber for 48 hours at 25 oC. Distilled water was used as a control. Shoot and root length was assessed in the initial growth. The percentage of inhibition was calculated based on the values obtained in the initial growth bioassays. Morphologically altered wild poinsettia seedlings were fixed and sectioned transversely for anatomical analysis. The results indicated significant changes in length, being wild poinsettia seedlings more sensitive when compared to those of morning glory. Morphologically altered seedlings presented root necrosis as the most frequent symptom. Anatomically, parenchymatic cells of the hypocotyl and roots of wild poinsettia seedlings presented smaller and irregularly shaped cells when compared to the control, causing significant reductions in the measured parameters.
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 (CC 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.
A continuidade do estudo fitoquímico de P. prunifolia com a análise dos extratos etanólicos obtidos a partir de suas raízes e galhos levou ao isolamento de cinco alcaloides indol-b-carbolínicos dos quais, dois derivados, o 10-hidróxi-iso-deppeaninol e o N-óxido-10-hidróxi-antirhina são descritos pela primeira vez. As estruturas foram determinadas por análise de técnicas espectroscópicas de IV, EMAR e RMN (1 H e 13 C, 1D e 2D). A avaliação da atividade frente à Leishmania amazonensis e Trypanosoma cruzi, mostrou que os extratos brutos e os alcaloides 14-oxoprunifoleína e estrictosamida inibiram as formas promastigotas de L. amazonensis, com valores de CI 50 de 16,0 e 40,7 mg per mL, respectivamente. The continuity of the phytochemical study of crude extracts of P. prunifolia's roots and branches led to the isolation of five indole-b-carboline alkaloids. Among them, the 10-hydroxyiso-deppeaninol and N-oxide-10-hydroxy-antirhine derivatives are described here for the first time. The structures were achieved through 1D and 2D NMR, IR and HRMS analyses. The branches and roots crude extracts and the alkaloids 14-oxoprunifoleine and strictosamide showed selective activity against L. amazonensis, with IC 50 values of 16.0 and 40.7 mg per mL, respectively.
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