Concise synthesis of (+)-conduritol F and inositol analogues from naturally available (+)-proto-quercitol and their glucosidase inhibitory activity

An effective synthesis of (+)-conduritol F, (+)-chiro-and (+)-epi-inositols from naturally available (+)proto- quercitol is described. This synthetic method provides a concise synthesis of cyclitols in enantiomerically pure form. Of the synthesized cyclitols, (+)-conduritol F potently inhibits type I alpha-glucosidase with an IC50 value of 86.1 mu M, which is five times greater than the standard antidiabetic drug, acarbose. (C) 2012 Elsevier Ltd. All rights reserved.