Procyanidins and Phlobatannins from the Twigs of Rosa multiflora and Their Neuroprotective Activity.

Three new procyanidins ( 1 - 3 ), two new phlobatannins ( 6 and 7 ), a new flavan-3,4-diol glycoside ( 9 ), and a new neolignan glycoside ( 10 ), along with three previously reported compounds ( 4 , 5 , and 8 ) were isolated from the twigs of Rosa multiflora . The chemical structures of the new compounds ( 1 - 3 , 6 , 7 , 9 , and 10 ) were characterized by spectroscopic data interpretation, including NMR ( 1 H and 13 C NMR, 1 H- 1 H COSY, HSQC, HMBC, and NOESY) and HRESIMS analysis. Experimental ECD data analysis was conducted to assign the absolute configurations of the new compounds ( 1 - 3 , 6 , 7 , 9 , and 10 ). The absolute configuration of the sugar moieties was verified through a chiral derivatization method and LC-MS analysis. All the isolated compounds ( 1 - 10 ) were evaluated for their anti-neuroinflammatory activity based on inhibitory effects on nitric oxide production using a lipopolysaccharide-stimulated murine microglia BV-2 cell line and for their neurotrophic effects on nerve growth factor induction in C6 glioma.