Synthesis and evaluation of 1,5,6-trideoxy-6,6-difluoro-1,5-imino-d-glucitol (1,6-dideoxy-6,6-difluoronojirimycin) as a glucosidase inhibitor
作者:Mark A Szarek、Xinfu Wu、Walter A Szarek
DOI:10.1016/s0008-6215(97)00341-8
日期:1997.4
hydrochloride ( 2 ) and 1,5,6-trideoxy-6,6-difluoro-1,5-imino- d -glucitol ( 3 ) have been synthesized from l -sorbose. The formation of the C-5 difluoromethyl group was accomplished by difluorination of a carbonyl group by DAST. The results of in vitro enzymic evaluation of 3 indicate that it is a competitive inhibitor of yeast α-glucosidase ( K i = 7.5 mM) and a noncompetitive inhibitor of almond β-glucosidase
摘要1,5,6-三苯氧基-6,6-二氟-1,5-亚氨基-d-葡萄糖醇盐酸盐(2)和1,5,6-三苯氧基-6,6-二氟-1,5-亚氨基-d-葡萄糖基盐酸盐-葡萄糖醇(3)已经由1-山梨糖合成。C-5二氟甲基的形成是通过DAST对羰基进行二氟化而完成的。3的体外酶学评估结果表明,它是酵母α-葡萄糖苷酶的竞争性抑制剂(K i = 7.5 mM)和杏仁β-葡萄糖苷酶的非竞争性抑制剂(K i = 8.7 m)。