D-葡萄糖型偕二胺1-N-亚氨基糖的简便合成：一类新型葡萄糖苷酶抑制剂
A facile synthesis of D-glucose-type gem-diamine 1-N-iminosugars: a new family of glucosidase inhibitors.
作者信息
Shitara E, Nishimura Y, Kojima F, Takeuchi T
机构信息
Institute of Microbial Chemistry, Tokyo, Japan.
出版信息
Bioorg Med Chem. 1999 Jun;7(6):1241-6. doi: 10.1016/s0968-0896(99)00048-6.
gem-Diamine 1-N iminosugars of D-glucose-type, a new type of glycosidase inhibitors, have been synthesized from siastatin B, isolated from Streptomyces culture. 2-Trifluoroacetamido-1-N-iminosugar, (2S,3R,4R,5R)-2-trifluoroacetamido-5-hydroxymethylpiperidine -3,4-diol was proved to be a potent inhibitor for alpha-D- and beta-D-glucosidases (IC50 1.9x10(-7) and 4.2x10(-7) M, respectively). 2-Acetamido-1-N-iminosugar, (2S,3R,4R,5R)-2-acetamido-5-hydroxymethylpiperidine-3,4-diol also affected these enzymes (IC50 2.9x10(-6) and 5.4x10(-6) M, respectively).
已从链霉菌培养物中分离得到西他丁B，以此合成了新型糖苷酶抑制剂——D -葡萄糖型偕二胺1 - N亚氨基糖。2 - 三氟乙酰氨基 - 1 - N - 亚氨基糖，(2S,3R,4R,5R)-2 - 三氟乙酰氨基 - 5 - 羟甲基哌啶 - 3,4 - 二醇被证明是α - D - 和β - D - 葡萄糖苷酶的有效抑制剂（IC50分别为1.9×10⁻⁷和4.2×10⁻⁷ M）。2 - 乙酰氨基 - 1 - N - 亚氨基糖，(2S,3R,4R,5R)-2 - 乙酰氨基 - 5 - 羟甲基哌啶 - 3,4 - 二醇也对这些酶有影响（IC50分别为2.9×10⁻⁶和5.4×10⁻⁶ M）。
Zotero 插件