Regioselective Enzymatic Acylation and Deacetylation of Secoiridoid Glucosides

Abstract

Candida antarctica lipase (CAL) catalyses the regioselective cinnamoylation and benzoylation of the aglycone moiety of 10-hydroxyoleoside dimethyl ester a secoiridoid glucoside. This enzyme catalyses as well regioselective deacetylation of the aglycone moiety of 10,2′,3′,4′,6′-pentaacetoxyoleoside dimethyl ester. Further action of the enzyme results in deacetylation at C-6′ and C-4′ of the glucoside moiety.