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1. Synthesis and glycogen phosphorylase inhibitory activity of N-(beta-D-glucopyranosyl)amides possessing 1,4-benzodioxane moiety.

Author

Czakó Z, Juhász L, Kenéz A, Czifrák K, Somsák L, Docsa T, Gergely P, and Antus S

Subjects
Amides chemical synthesis, Animals, Dioxanes chemical synthesis, Molecular Structure, Rabbits, Structure-Activity Relationship, Amides chemistry, Amides pharmacology, Dioxanes chemistry, Dioxanes pharmacology, Glycogen Phosphorylase, Muscle Form antagonists & inhibitors, Glycogen Phosphorylase, Muscle Form metabolism
Abstract

A series of N-(beta-D-glucopyranosyl)amides 5d-i were synthesized by PMe(3) mediated Staudinger reaction of O-peracetylated beta-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.

Published
2009
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