ABSTRACT
Four novel triterpenoid saponins, 1α,3ß,23-trihydroxy-olean-12-en-28-oic acid 28-O-ß-glycopyranoside ester (1), 1α,3ß,23-trihydroxy-urs-12-en-28-oic acid 28-O-ß-glycopyranoside ester (2), 3-O-ß-galloyl-1α,23-dihydroxy-olean-12-en-28-oic acid 28-O-ß-glycopyranoside ester (3) and 3-O-ß-galloyl-1α,23-dihydroxy-urs-12-en-28-oic acid 28-O-ß-glycopyranoside ester (4) and two new pentacyclic triterpenoids, 3-O-ß-trans-p-coumaroyl-1α-hydroxy-urs-12-en-28-oic acid (5) and 3-O-ß-cis-p-coumaroyl-1α-hydroxy-urs-12-en-28-oic acid (6), together with six known compounds were isolated from the ethanolic extracts of Miconia burchellii leaves and stem bark. Their structures were established by HR-MS, 1D and 2D NMR and comparison with literature data. Additionally, the antimicrobial activity of the leaves and stem bark extracts and fractions was evaluated using the micro broth dilution technique. The crude extract, the ethyl acetate and methanol fractions of the stem bark were the most active against the tested bacteria, showing growth inhibition of both Gram-positive (Staphylococcus aureus and Staphylococcus epidermidis) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa). To the best of our knowledge, this is the first study to report on the antimicrobial activity of M. burchellii.
ABSTRACT
This study investigated the chemical composition and the antifungal activity of the essential oil extracted from the Hymenaea stigonocarpa fruit peel (HSFPEO) against Botrytis cinerea, Sclerotinia sclerotiorum, Aspergillus flavus and Colletotrichum truncatum. The HSFPEO obtained through hydrodistillation was analyzed with gas chromatography coupled to mass spectrometry. The antifungal activity was determined by the mean mycelial growth inhibition of the fungus treated with essential oils and growth control. The major constituents of HSFPEO were spathulenol (25.19%) and caryophyllene oxide (13.33%). HSFPEO demonstrated antifungal activity against all fungi tested in all concentrations evaluated in a dose-dependent behavior. The best results were observed against B. cinerea and A. flavus, in which the lowest concentration tested inhibited more than 70% of mycelial growth. Based on the current knowledge, this study describes for the first time the chemical composition and the antifungal activity of HSFPEO against the phytopathogenic fungi B. cinerea and C. truncatum.
ABSTRACT
The aim of the study was to evaluate the effects of the seeds, exocarp and aril extracts from Trichilia catigua A. Juss. (Meliaceae) against Spodoptera frugiperda and present the phytochemical study carried out with the aril extract of T. catigua. Limonoids were isolated from the aril of T. catigua through chromatographic techniques and their structures were proposed by spectroscopic analysis and comparison with literature data. The effects of the seeds, exocarp and aril extracts from T. catigua against S. frugiperda were evaluated considering as parameters the duration and mortality of the larval phase, in addition to the pupal weight. Phytochemical investigation of the aril extracts of T. catigua has led to the identification of the limonoids 6α-O-acetyl-7-deacetyl-14,15-dihydro-15-oxo-nimocinol (1), cedrelone (2) and 6α-O-acetyl-7-deacetylnimocinol (3). The hexane and CH2Cl2 extracts of the aril showed a high rate of larval mortality (100 and 90%, respectively). In addition, a prolongation of larval phase and a reduction in the pupal weight were observed for insects treated with hexane, CH2Cl2 and methanol extracts of seeds and with CH2Cl2 extract of exocarp of T. catigua.
Subject(s)
Insecticides , Limonins , Meliaceae , Animals , Insecticides/pharmacology , Spodoptera , Limonins/pharmacology , Hexanes , Plant Extracts/pharmacology , Meliaceae/chemistry , LarvaABSTRACT
In this work was described the phytochemical investigation of Machaerium opacum Vogel (Fabaceae) leaves as well as the insecticidal activity of its crude extract and fractions against Atta sexdens Linnaeus (Hymenoptera: Formicidae). The phytochemical study led to the identification of α-amyrin, ß-amyrin, lupeol, phytol, isomucronulatol and rutin, described for the first time in M. opacum and mucronulatol. Insecticidal activity was assessed by the ingestion of the crude extract and fractions incorporated into an artificial diet at three different concentrations (0.2, 1.0 and 2.0 mg mL-1). Statistical analysis revealed that all the samples of M. opacum at all concentrations tested showed significant results when compared to the pure diet control.