New aminocyclitols as modulators of glucosylceramide metabolism.

Org Biomol Chem

Research Unit on Bioactive Molecules (RUBAM), Department de Química Orgànica Biológica, Institut d'Investigaciones Quimiques i Ambientals de Barcelona (IIQAB-C.S.I.C), Jordi Girona 18-26, 08034, Barcelona, Spain.

Published: April 2005

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Article Abstract

A series of 13 aminocyclitol derivatives belonging to two different families is described. Their configuration is governed by the regio- and stereocontrolled epoxide opening of a suitably protected conduritol-B epoxide. Studies on several glycosyl processing enzymes indicate that some of them are good inhibitors of glucosylceramide hydrolase. A rationale to account for preliminary structure-activity relationships is provided.

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Source
http://dx.doi.org/10.1039/b411473fDOI Listing

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