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 HC1 afforded 5 and 8 respectively. Compounds 4 and 7 inhibited rat intestinal α-glucosidase more effectively than a standard drug acarbose. © 2004 Taylor & Francis Ltd.