Novel Isoflavone, Cinnamic Acid, and Triterpenoid Glycosides in Soybean Molasses

Seven known isoflavones, genistein (4), daidzein (5), glycitein (6), formononetin (7), genistin (8), daidzin (9), and glycitein 7-O-beta-D-(6' '-O-acetylglucopyranoside) (10), ferulic acid, and two known saponin glycosides, soysaponin I (14) and soysaponin A2 (15), were isolated from soybean molasses. Several new compounds were also isolated and identified, including three isoflavones (1-3), two cinnamic acid ester glycosides (11) and (12), and a new saponin hexaglycoside (13). The structures of the new compounds were established on the basis of spectral data interpretation.