Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
70866 | Journal of Molecular Catalysis B: Enzymatic | 2010 | 4 Pages |
Ester derivatives of phenolic glycosides have attracted more attention in food, cosmetic and pharmaceutical industries, due to their potent biological activities. In the present study, a group of novel aromatic esters of arbutin were successfully synthesized by using immobilized lipase from Penicillium expansum with excellent 6′-regioselectivities (>99%) and moderate to excellent isolated yields (68–93%), except for 6′-O-vanilloyl-arbutin and 6′-O-(p-hydroxycinnamoyl)-arbutin with 28% and 34% yields, respectively. Among all the acyl donors tested, the lipase was most active towards vinyl 3-phenylpropionate, while remarkable decrease in the activity was recorded when the phenyl of acyl donors carried the hydroxyl and/or methoxyl.
Research highlights▶ We synthesized a group of novel aromatic esters of arbutin with highly potent interests. ▶ Immobilized lipase from Penicillium expansum displayed excellent 6′- regioselectivity (99%). ▶ Some interesting information of the interactions between the enzyme and acyl groups was obtained.