Synthesis of α-Mannosylated Phenolics as α-Glucosidase Inhibitors*

Abstract

BF3OEt2-catalysed glycosidation of phenolic compounds 3 and 6 with the mannofuranosyl glycosyl donor 2 separately gave the corresponding α-mannofuranosyl derivatives 4 and 7 in good yield, and the latter on selective deacetonation (hydrolysis) with 2% aqueous HCl afforded 5 and 8 respectively. Compounds 4 and 7 inhibited rat intestinal α-glucosidase more effectively than a standard drug acarbose.

Keywords: :

• α-Glucosidase
• glycosidation
• mannosylated phenolic
• α-glucosidase inhibitor
• acarbose
• NIDDM