ABSTRACT
Volatile secondary metabolites obtained from the leaves and flowers (fresh and dried) of Chromolaena barranquillensis (native specie of the Departamento del Atlántico), and isolated by simultaneous-distillation extraction (SDE) and conventional hydrodistillation (HD), were characterized chemically by gas chromatography coupled with mass spectrometry (GC-MS). The main compounds identified in the volatile fractions were: (a). fresh flowers beta - elemene (24.4 percent), a-pinene (19.6 percent), and limonene (15.7 percent); (b). dried flowers beta-caryophyllene (21.4 percent), germacrene D (16.6 percent), and caryophyllene oxide (13.6 percent); (c). Fresh leaves myrcene (39.0 percent), y-curcumene (17.8 percent), and limonene (10.2 percent); and, (d). Dried leaves beta-caryophyllene (13.8 percent), -curcumene (9.8 percent), beta-elemene (7.7 percent), and caryophyllene oxide (6.4 percent). In the essential oils (EO) were recognized as major components: (e). Fresh flowers beta-caryophyllene (22.9 percent), beta-elemene (14.3 percent), and germacrene D (14.0 percent); (f). Dried flowers beta-caryophyllene (23.6 percent), -elemene (20.6 percent), and germacrene D (15.8 percent); (g). Fresh leaves beta-caryophyllene (22.0 percent), limonene (11.8 percent), -cadinene (6.8 percent), and germacrene D (6.1 percent); and, (h). Dried leaves beta-caryophyllene (29.1 percent), germacrene D (13.1 percent), and caryophyllene oxide (12.0 percent). The yields achieved in the isolation of EO were 0.2 percent/0.4 percent and 0.06 percent/0.1 percent for fresh/dried flowers and fresh/dried leaves, respectively.
Los metabolitos secundarios volátiles obtenidos de hojas y flores (frescas y secas) de Chromolaena barranquillensis (especie nativa del departamento del Atlántico), aislados por destilación-extracción simultánea con solvente (SDE) e hidrodestilación convencional (HD), se caracterizaron químicamente por cromatografía de gases acoplada a espectrometría de masas (GC-MS). Los compuestos mayoritarios que se identificaron en las fracciones volátiles fueron: (a). flores frescas beta-elemeno (24.4 por ciento), a-pineno (19.6 por ciento) y limoneno (15.7 por ciento); (b). Flores secas trans-beta-cariofileno (21.4 por ciento), germacreno D (16.6 por ciento) y óxido de cariofileno (13.6 por ciento); (c). Hojas frescas beta-mirceno (39.0 por ciento), y-curcumeno (17.8 por ciento) y limoneno (10.2 por ciento); y, (d). Hojas secas trans-beta-cariofileno (13.8 por ciento), y-curcumeno (9.8 por ciento), beta-elemeno (7.7 por ciento) y óxido de cariofileno (6.4 por ciento). En los aceites esenciales (AE) se reconocieron como componentes principales: (e). Flores frescas trans-beta-cariofileno (22.9 por ciento), beta-elemeno (14.3 por ciento) y germacreno D (14.0 por ciento); (f). Flores secas trans-beta-cariofileno (23.6 por ciento), beta-elemeno (20.6 por ciento) y germacreno D (15.8 por ciento); (g). Hojas frescas trans-beta-cariofileno (22.0 por ciento), limoneno (11.8 por ciento), -cadineno (6.8 por ciento) y germacreno D (6.1 por ciento); y, (h). Hojas secas trans-beta-cariofileno (29.1 por ciento), germacreno D (13.1 por ciento) y óxido de cariofileno (12.0 por ciento). Los rendimientos alcanzados en el aislamiento de los AE fueron 0.2 por ciento/0.4 por ciento y 0.06 por ciento/0.1 por ciento para las flores frescas/secas y hojas frescas/secas, respectivamente.
Subject(s)
Oils, Volatile/chemistry , Chromolaena/chemistry , Plant Leaves/chemistry , Chromatography, Gas , Colombia , Distillation , Flowers/chemistry , Mass SpectrometryABSTRACT
OBJECTIVE@#To identify inhibitors of nitric oxide production and NF-κB activity from Chromolaena odorata (C. odorata).@*METHODS@#The compounds isolated from the aerial parts of C. odorata by bioassay-guided fractionation were investigated for their inhibitory effects on the NO production and NF-κB activity in LPS-stimulated RAW264.7 cells.@*RESULTS@#Six fatty acids (S)-coriolic acid (1), (S)-coriolic acid methyl ester (2), (S)-15,16-didehydrocoriolic acid (3), (S)-15,16-didehydrocoriolic acid methyl ester (4), linoleamide (5) and linolenamide (6) were isolated. All compounds inhibited the NO production at concentrations consistent with those required for NF-κB inhibition. Compound 2 was the most active with the IC(50) values of 5.22 and 5.73 μM. The addition of a double bond in the fatty chain decreased the inhibitory effects while the methyl esterification increased the activities.@*CONCLUSIONS@#The fatty acid components in C. odorata with NF-κB inhibitory activity could explain the anti-inflammation property of this plant in traditional medicine. This study could also contribute to the better use of C. odorata for human health care.
Subject(s)
Animals , Mice , Cell Line , Chromolaena , Chemistry , Fatty Acids , Pharmacology , Macrophages , NF-kappa B , Nitric Oxide , Plant Components, Aerial , Chemistry , Plant Extracts , PharmacologyABSTRACT
In this work, twelve flavonoids were detected in glandular trichomes of two species of Chromolaena through the glandular microsampling technique and HPLC-UV-DAD analysis. This is the first time that the accumulation of flavonoids in glandular trichomes of the genus Chromolaena is reported. Based on the results, we suggest that this technique can be an useful tool in the search of new compounds with medicinal properties as well as in chemotaxonomic studies of Eupatorieae.
Neste trabalho 12 flavonóides foram detectados nos tricomas glandulares de duas espécies de Chromolaena através do emprego da técnica de microamostragem de tricomas glandulares, associada à análise por CLAE. Esta é a primeira vez que se relata o acúmulo de flavonóides em tricomas glandulares no gênero. Com base nos resultados obtidos, podemos sugerir que esta técnica pode ser uma ferramenta útil na busca de substâncias com propriedades medicinais e em estudos quimiotaxonômicos de Eupatorieae.