spiro-cyclization of the corresponding glucosyl-hydroximothioates. In an effort to synthesize analogous glucopyranosylidene-spiro-1,2,4-oxadiazolines, with a nitrogen atom instead of the sulphur, attempted cyclizations resulted in aromatization of the heterocycle with opening of the pyranosyl ring. Enzymatic measurements showed that some of the glucose-based inhibitors were active in the micromolar range. The
通过
NBS介导的相应的
葡糖基-羟
肟基
硫代酸酯的螺环化,可以高收率制备
葡糖基亚烷基-螺-1,4,2-氧杂
噻唑。为了合成具有氮原子而不是
硫原子的类似的
吡喃
吡喃基-螺-
1,2,4-恶二唑啉,尝试的环化导致杂环的芳构化并带有
吡喃糖基环。酶促测量表明,一些基于
葡萄糖的
抑制剂在微摩尔范围内具有活性。在 迄今为止已知的基于
葡萄糖的
抑制剂中,2-
萘基取代的1,4,2-氧杂
噻唑显示出对RMGPb的最佳抑制作用(K i = 160 nM)。