Carbohydrate research

Synthesis of 4-deoxy-4-fluoro analogues of 2-acetamido-2-deoxy-D-glucose and 2-acetamido-2-deoxy-D-galactose and their effects on cellular glycosaminoglycan …

A Berkin, WA Szarek, R Kisilevsky

文献索引：Berkin, Ali; Szarek, Walter A.; Kisilevsky, Robert Carbohydrate Research, 2000 , vol. 326, # 4 p. 250 - 263

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被引用次数: 33

摘要

4-Deoxy-4-fluoro analogues of 2-acetamido-2-deoxy-d-glucose and 2-acetamido-2-deoxy-d- galactose were synthesized and evaluated as inhibitors of hepatic glycosaminoglycan biosynthesis. 2-Acetamido-1, 3, 6-tri-O-acetyl-2, 4-dideoxy-4-fluoro-d-glucopyranose (16) exhibited a reduction of [3H] GlcN and [35S] SO4 incorporation into hepatocyte cellular glycosaminoglycans to 12 and 18%, respectively, of the control cells, at 1.0 mM. Similarly, ...