Helvetica chimica acta

(1S, 2S, 3R, 6R)??6??Aminocyclohex??4??ene??1, 2, 3??triol (=(−)??Conduramine B??1) Is a Selective Inhibitor of α??Mannosidases. Its Inhibitory Activity Is Enhanced by N?? …

R Łysek, C SCHüTZ, P Vogel

Index: Lysek, Robert; Schuetz, Catherine; Vogel, Pierre Helvetica Chimica Acta, 2005 , vol. 88, # 10 p. 2788 - 2811

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Citation Number: 5

Abstract

Abstract (−)-and (+)-Conduramine B-1 ((−)-and (+)-5, resp.) have been derived from (+)-and (−)-7-oxabicyclo [2.2. 1] hept-5-en-2-one ('naked sugars' of the first generation). Although (−)- 5 imitates the structure of β-glucosides, it does not inhibit β-glucosidases but inhibits α- mannosidases selectively. N-Benzylation of (−)-5 improves the potency of conduramine B-1 as α-mannosidase inhibitor and also generates compounds inhibiting β-glucosidases. For ...