Amyloglucosidase-catalyzed synthesis of eugenyl and curcuminyl glycosides.

Glycosylation of the phenolic hydroxyl group of the phenyl propanoid systems, eugenol 1 and curcumin 2, using an amyloglucosidase from Rhizopus and a beta-glucosidase from sweet almonds together with carbohydrates (D-glucose 3, D-mannose 4, maltose 5, sucrose 6 and D-mannitol 7) in di-isopropyl ether produced glycosides at 7-52% yields in 72 h. Spectral studies indicated that the reaction occurred between the phenolic OH groups and C-1 and/or 6-O-groups of the carbohydrates with curcumin exhibiting bis glycosylation.