Feruloyl sucrose derivatives from Bistorta manshuriensis

Bistorta manshuriensis is a well-known Korean medicinal plant traditionally used to treat diarrhea. Phytochemical investigation of the aerial parts of B. manshuriensis led to the isolation of two new feruloyl sucrose derivatives, bistoroside A (1) and bistoroside B (2), together with three known compounds, helonioside A (3), helonioside B (4), and smilaside L (5). The structures of the new compounds were elucidated as (3,6-di-O-Z-feruloyl)-b-D-fructofuranosyl-(1 -> 2)-alpha-D-glucopyranoside (1) and (3,6-di-O-Z-feruloyl)-beta-D-fructofuranosyl-(1 -> 2)-(6'-O-acetyl)-alpha-D-glucopyranoside (2) on the basis of extensive analysis of 1D and 2D NMR (HMQC and HMBC), HR-FAB-MS, and chemical evidence.