Anti-inflammatory Potential of Flavonoids from the Aerial Parts of Corispermum marschallii

The isolation of phenolics from aerial parts of Corispermum marschallii yielded a total of 13 compounds including nine previously undescribed patuletin and spinacetin glycosides. These were identified as patuletin 3-O-beta-D-galactopyranosyl-7-O-beta-D-glucopyranoside (1), spinacetin 3-O-beta-D-galactopyranosyl-7-O-beta-D-glucopyranoside (2), patuletin 3-O-(6 ''-O-beta-D-glucopyranosyl) -beta-D-galactopyranoside (3), patuletin 3-O-(6 ''-O-alpha-L-arabinopyranosyl)-beta-D-galactopyranoside (4), patuletin 3-O-(2 ''-O-(5 '''-O-alpha-L-arabinopyranosyl)-beta-D-apiofuranosyl)-beta-D-galactopyranoside (5), patuletin 3-O-(2 ''-O-beta-D-apiofuranosyl)-beta-D-galactopyranoside (6), spinacetin 3-O-beta-D-galactopyranoside (7), patuletin 3-O-beta-D-galacto pyranosyl-7-O-(6 '''-O-feruloyl)-beta-D-glucopyranoside (8), and spinacetin 3-O-beta-D-galactopyranosyl-7-O-(6 '''-O-feruloyl)-beta-D-glucopyranoside (9). Structure elucidation was based on UV-visible, multistage MS, and 1D and 2D NMR spectroscopy and chemical derivatization, which allowed the identification on the glycosides with two different hexose moieties occurring at different positions of the aglycones. Most of the compounds tested inhibited the production of pro-inflammatory factors such as ROS, IL-8, and TNF-alpha in stimulated neutrophils.