Enzymatic Synthesis of Acylphloroglucinol 3‐C‐Glucosides from 2‐O‐Glucosides using a C‐Glycosyltransferase from Mangifera indica

Abstract A green and cost‐effective process for the convenient synthesis of acylphloroglucinol 3‐ C ‐glucosides from 2‐ O ‐glucosides was exploited using a novel C ‐glycosyltransferase (MiCGTb) from Mangifera indi ca. Compared with previously characterized CGTs, MiCGTb exhibited unique de‐ O ‐glucosylation promiscuity and high regioselectivity toward structurally diverse 2‐ O ‐glucosides of acylphloroglucinol and achieved high yields of C ‐glucosides even with a catalytic amount of uridine 5′‐diphosphate (UDP). These findings demonstrate for the first time the significant potential of a single‐enzyme approach to the synthesis of bioactive C ‐glucosides from both natural and unnatural acylphloroglucinol 2‐ O ‐glucosides.