RESUMO
Six new bis-spirolabdane-type diterpenoids, leosibirinone A (1), 3alpha-acetoxyleoheteronone C (2), leosibirinone B (3), 3alpha-hydroxyleoheteronone A (4), 3alpha-acetoxyleoheteronone E (5), and 3alpha-acetoxy-15-epileoheteronone E (6), were isolated from the aerial parts of Leonurus sibiricus. Their structures were identified on the basis of 1D and 2D NMR, including (1)H-(1)H COSY, HSQC, HMBC, and NOESY spectroscopic analyses.
Assuntos
Diterpenos/química , Diterpenos/isolamento & purificação , Leonurus/química , Coreia (Geográfico) , Estrutura Molecular , Ressonância Magnética Nuclear Biomolecular , EstereoisomerismoRESUMO
The methanol extract from Selaginella tamariscina significantly inhibited UV irradiation induced activity of matrix metalloproteinase-1 (MMP-1) in primary fibroblasts from human skin. Using the technique of bioassay-directed chromatographic separation, five biflavonoids were isolated from the ethyl acetate soluble fraction of S. tamariscina. Here, we investigated the effect of these five biflavonoids on the regulation of MMP-1 and -2 in UV irradiated cultured dermal fibroblasts from human neonatal foreskins. Among these biflavonoids, sumaflavone and amentoflavone showed significant MMP-1 inhibitory activity in primary human dermal fibroblasts after UV irradiation. The IC(50) values of sumaflavone, amentoflavone and retinoic acid, which was used as a positive control, were 0.78, 1.8, and 10microM, respectively.
Assuntos
Biflavonoides/isolamento & purificação , Biflavonoides/farmacologia , Selaginellaceae/química , Envelhecimento/efeitos dos fármacos , Envelhecimento/efeitos da radiação , Biflavonoides/química , Fibroblastos/efeitos da radiação , Humanos , Metaloproteinase 1 da Matriz/metabolismo , Metaloproteinase 1 da Matriz/efeitos da radiação , Estrutura Molecular , Pele/citologia , Pele/efeitos da radiaçãoRESUMO
A new lignan glycoside was isolated from the stem bark of Styrax japonica (Styracaceae). This lignan glycoside, named styraxjaponoside C (1), was identified by spectroscopic methods. In addition, six known compounds, arctiin (2), pinoresinol-4-O-beta-D-glucopyranoside (3), matairesinoside (4), methylsyringin (5), syringin (6), and egonol (7) were isolated from this plant. The structures of 1-7 were determined on the basis of spectroscopic and physicochemical data. Compounds 2 and 5 were isolated from this plant for the first time.