Synthesis of azasugars as potent inhibitors of glycosidases

Y Le Merrer, L Poitout, JC Depezay, I Dosbaa…

Index: Le Merrer, Yves; Poitout, Lydie; Depezay, Jean-Claude; Dosbaa, Isabelle; Geoffroy, Sabine; Foglietti, Marie-Jose Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 3 p. 519 - 533

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Citation Number: 133

Abstract

A series of enantiomerically pure azasugars (2, 5-dideoxy-2, 5-imino-d-mannitol, 1- deoxynojirimycin, 1-deoxymannojirimycin, and related compounds) was synthesized from d- mannitol via aminoheterocyclization of C2-symmetric bis-epoxides and subsequently followed by ring isomerization in few cases. These compounds have been evaluated as inhibitors of several glycosidases (α-and β-d-glucosidases, α-d-mannosidase and α-l- ...

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