ABSTRACT
Despite the increase in recent decades in herbicide research on the potential of native plants, current knowledge is considered to be low. Very few studies have been carried out on the chemical profile or the biological activity of the Brazilian savanna (Cerrado) species. In the study reported here, the allelopathic activity of AcOEt and MeOH extracts of leaves, stems, and roots from Ocotea pulchella Nees was evaluated. The extracts were assayed on etiolated wheat coleoptiles. The AcOEt leaf extract was the most active and this was tested on standard target species (STS). Lycopersicon esculentum and Lactuca sativa were the most sensitive species in this test. A total of eleven compounds have been isolated and characterized. Compounds 1, 2, 4, and 6 have not been identified previously from O. pulchella and ocoteol (9) is reported for the first time in the literature. Eight compounds were tested on wheat coleoptile growth, and spathulenol, benzyl salicylate, and benzyl benzoate showed the highest activities. These compounds showed inhibitory activity on L. esculentum. The values obtained correspond to the activity exhibited by the extract and these compounds may therefore be responsible for the allelopathic activity shown by O. pulchella.
Subject(s)
Ocotea/chemistry , Plant Extracts/pharmacology , Plant Roots/chemistry , Plant Stems/chemistry , Solanum lycopersicum/drug effects , Triticum/drug effects , Brazil , Cotyledon/drug effects , Solanum lycopersicum/growth & development , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Leaves/chemistry , Triticum/growth & developmentABSTRACT
Tithonia diversifolia (Mexican sunflower) is a dominant plant of the Asteraceae family, which suggests it produces allelochemicals that interfere with the development of surrounding plants. The study described herein was conducted to identify the compounds that have phytotoxic activity in T. diversifolia extracts. Ethyl acetate extracts of the leaves, stems, and roots showed significant inhibition of wheat coleoptile growth, and the leaf extract had similar inhibitory effects to a commercial herbicide. Fourteen compounds, 12 of which were sesquiterpene lactones, have been isolated. Two sesquiterpene lactones are reported for the first time and were isolated as an inseparable mixture of 8ß-O-(2-methylbutyroyl)tirotundin (4) and 8ß-O-(isovaleroyl)tirotundin (5). Their structures were determined by spectroscopic analysis, including NMR techniques and mass spectrometry. The sesquiterpene lactones 1ß-methoxydiversifolin (6), tagitinin A (7), and tagitinin C (8) were the major products identified. These compounds were active on etiolated wheat coleoptiles, seed germination, and the growth of STS and weeds. The phytotoxic activity shown by these sesquiterpene lactones indicates that they are the compounds responsible for the activity exhibited by the initial extracts.
Subject(s)
Asteraceae/chemistry , Lactones/isolation & purification , Lactones/pharmacology , Plant Extracts/pharmacology , Sesquiterpenes/isolation & purification , Sesquiterpenes/pharmacology , Brazil , Lactones/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Leaves/chemistry , Plant Roots/chemistry , Plant Stems/chemistry , Plant Weeds/drug effects , Sesquiterpenes/chemistryABSTRACT
The stressful conditions associated with the Brazilian savanna (Cerrado) environment were supposed to favor higher levels of allelochemicals in Rapanea umbellata from this ecosystem. The allelopathic potential of R. umbellata leaf extracts was studied using the etiolated wheat coleoptile and standard phytotoxicity bioassays. The most active extract was selected to perform a bioassay-guided isolation, which allowed identifying lutein (1) and (-)-catechin (2) as potential allelochemicals. Finally, the general bioactivity of the two compounds was studied, which indicated that the presence of 1 might be part of the defense mechanisms of this plant.