Infoscience

Journal article

Synthesis and glycosidase inhibitory activity of new penta-substituted C8-glycomimetics

The syntheses of new C8-carbasugars and -aminocyclitols related to miglitol and voglibose are described. The key step involves the ring closing metathesis of 1,9-dienes derived from D-mannitol. Chemical transformations of the newly created double bond of the resulting cyclooctenes involved notably hydroboration and reductive amination. The inhibitory activity of the glycomimetics so-obtained has been evaluated towards 24 commercially available glycosidases. (c) 2005 Elsevier Ltd. All rights reserved.

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