Synthesis and glycogen phosphorylase inhibitory activity of N-(β-d-glucopyranosyl)amides possessing 1,4-benzodioxane moiety |
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| Authors: | Zolt n Czak , L szl Juh sz, gnes Ken z, Katalin Czifr k, L szl Soms k, Tibor Docsa, P l Gergely,S ndor Antus |
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| Affiliation: | aDepartment of Organic Chemistry, University of Debrecen, H-4010 Debrecen, PO Box 20, Hungary;bCell Biology and Signaling Research Group of the Hungarian Academy of Sciences, Department of Medical Chemistry, Research Center for Molecular Medicine, University of Debrecen, H-4012 Debrecen, PO Box 07, Hungary;cResearch Group for Carbohydrates of Hungarian Academy of Sciences, H-4010 Debrecen, PO Box 55, Hungary |
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| Abstract: | A series of N-(β-d-glucopyranosyl)amides 5d–i were synthesized by PMe3 mediated Staudinger reaction of O-peracetylated β-d-glucopyranosyl azide (1) followed by acylation with carboxylic acids 3d–i and subsequent Zemplén deacetylation. The new compounds were tested for their inhibitory activity against rabbit muscle glycogen phosphorylase and the structure–activity relationships of these compounds are also discussed in this paper. |
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| Keywords: | N-(β - smCaps" >d-Glucopyranosyl)amide Benzodioxane Glycogen phosphorylase Inhibitor |
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