Synthesis of lauroyl phenolic glycoside by immobilized lipase in organic solvent and its antioxidative activity

Three lauroyl phenolic glycosides were synthesized through the condensation of phenolic glycoside such as arbutin, naringin and phloridzin with lauric acid by immobilized lipase in various organic solvents. The conversion depended on the polarity of the organic solvent used for the reaction. The suppressive effect of each lauroyl phenolic glycoside against the oxidation of linoleic acid was higher than that of the corresponding phenolic glycoside, whereas there was no difference between the DPPH radical scavenging activities of unmodified and lauroyl phenolic glycosides. The antioxidative activity of the glycoside was indicated to depend on the number and the placement of phenolic hydroxyl group exhibiting the activity in the molecule.