RESUMO
Two new withanolides (1-2) together with five known ones (3-7), and three known aromatic glycosides (8-10) were isolated from the dried stems and leaves of Nicandra physaloides, an edible and medicinal plant. Their structures were identified by extensive spectroscopic analyses or comparison with literature data. The absolute configuration of 2 was assigned via X-ray crystallography. Compound 1 with a spiroketal moiety is relatively unusual in withanolides. Aromatic glycosides (8-10) showed potent inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages, with IC50 values from 4.69 to 16.12⯵M.
Assuntos
Anti-Inflamatórios/farmacologia , Glicosídeos/farmacologia , Solanaceae/química , Vitanolídeos/farmacologia , Animais , Anti-Inflamatórios/isolamento & purificação , China , Glicosídeos/isolamento & purificação , Camundongos , Estrutura Molecular , Óxido Nítrico/metabolismo , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Folhas de Planta/química , Caules de Planta/química , Plantas Medicinais/química , Células RAW 264.7 , Vitanolídeos/isolamento & purificaçãoRESUMO
A phthalide glycoside, (3R, 4R)-4-O-ß-D-glucopyranosyl-senkyunolide (1), and a megastigmane glycoside, (6S, 7R)-3-oxo-megastigma-4, 8-dien-7-O-ß-D-glucoside (2), along with two known aglycones (3-4), were isolated from the 70% EtOH extract of fresh whole grass of Apium graveolens L. Their structures were elucidated by extensive spectroscopic analysis. All of these compounds were tested for their inhibitory effects on nitric oxide (NO) production in the RAW 264.7 macrophages. Among them, compounds 3 and 4 showed potent inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages, with IC50 values of 24.0 ± 2.1 µM and 28.6 ± 2.4 µM, respectively.