Chemoenzymatic Synthesis of Two New Halogenated Coumarin Glycosides as Potential Antifungal Agents

Abstract

Two new potential antifungal coumarin glycosides, 6-chlorocoumarin 7-O-β-D-glucopyranoside (1) and 7-hydroxy-4-trifluoromethyl-coumarin 5-O-β-Dglucopyranoside (2), were synthesized via enzyme-mediated glycosylation of the respective aglycone, 6-chloro-7-hydroxycoumarin and 5,7-dihydroxy-4trifluoromethylcoumarin, using transgenic hairy roots of Polygonum multiflorum. Instead of application of the isolated enzyme and exogenous sugar donors, hairy roots of P. multiflorum were successfully adapted as a whole-cell biocatalyst.