Title of article :
Synthesis of N-(β-D-glucopyranosyl)- and N-(2-acetamido-2-deoxy-β-D-glucopyranosyl) amides as inhibitors of glycogen phosphorylase Original Research Article
Author/Authors :
Zolt?n Gy?rgyde?k، نويسنده , , Zsuzsa Hadady، نويسنده , , N?ra Felf?ldi، نويسنده , , Attila Krakomperger، نويسنده , , Veronika Nagy، نويسنده , , Marietta T?th، نويسنده , , Attila Bruny?nszki، نويسنده , , Tibor Docsa، نويسنده , , P?l Gergely، نويسنده , , L?szl? Soms?k، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2004
Pages :
10
From page :
4861
To page :
4870
Abstract :
2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl- and 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl azides were transformed into the corresponding per-O-acetylated N-(β-D-glycopyranosyl) amides via a PMe3 mediated Staudinger protocol (generation of N-(β-D-glycopyranosyl)imino-trimethylphosphoranes followed by acylation with carboxylic acids, acid chlorides or anhydrides). The deprotected compounds obtained by Zemplén deacetylation were evaluated as inhibitors of rabbit muscle glycogen phosphorylase b. The best inhibitor of this series has been N-(β-D-glucopyranosyl) 3-(2-naphthyl)-propenoic amide (Ki = 3.5 μM).
Keywords :
Glycogen phosphorylase , N-Glycosylamides , Inhibitors
Journal title :
Bioorganic and Medicinal Chemistry
Serial Year :
2004
Journal title :
Bioorganic and Medicinal Chemistry
Record number :
1303254
Link To Document :
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