Synthesis and glycogen phosphorylase inhibitory activity of N-(beta-D-glucopyranosyl)amides possessing 1,4-benzodioxane moiety.
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.
Czakó
Zoltán
Z
Department of Organic Chemistry, University of Debrecen, H-4010 Debrecen, PO Box 20, Hungary.
Juhász
László
L
Kenéz
Agnes
A
Czifrák
Katalin
K
Somsák
László
L
Docsa
Tibor
T
Gergely
Pál
P
Antus
Sándor
S
D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000818:Animals; D004146:Dioxanes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D024982:Glycogen Phosphorylase, Muscle Form / Q000037:antagonists & inhibitors* / Q000378:metabolism*; D015394:Molecular Structure; D011817:Rabbits; D013329:Structure-Activity Relationship
D000577:Amides; D004146:Dioxanes; D024982:Glycogen Phosphorylase, Muscle Form