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首页> 外文期刊>The Journal of Antibiotics: An International Journal >Gem-diamine 1-N-iminosugars as versatile glycomimetics: synthesis, biological activity and therapeutic potential.
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Gem-diamine 1-N-iminosugars as versatile glycomimetics: synthesis, biological activity and therapeutic potential.

机译:宝石二胺1-N-亚氨基糖作为通用的糖模拟物:合成,生物活性和治疗潜力。

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摘要

Iminosugars, which carry a basic nitrogen in the carbohydrate ring, have attracted increasing interest as new glycomimetics. Gem-diamine 1-N-iminosugars, a new class of iminosugars, have a nitrogen atom in place of the anomeric carbon. Various kinds of 1-N-iminosugars have been synthesized from glyconolactones as a chiral source in a totally stereospecific manner and/or by the convergent strategy from siastatin B, a secondary metabolite of Streptomyces. The protonated form of 1-N-iminosugar mimics the charge at the anomeric position in the transition state of enzymatic glycosidic hydrolysis, resulting in a strong and specific inhibition of glycosidases and glycosyltransferases. They have been recently recognized as a new source of therapeutic drug candidates in a wide range of diseases associated with the carbohydrate metabolism of glycoconjugates, such as tumor metastasis, influenza virus infection, lysosomal storage disorder and so forth.
机译:氨基糖在碳水化合物环中带有碱性氮,作为新型糖模拟物已引起越来越多的关注。新型的亚氨基糖-二胺1-N-亚氨基糖具有一个氮原子代替异头碳。已经以完全立体定向的方式和/或通过趋同策略从唾液酸杆菌素B(链霉菌的次生代谢产物)中的手性来源合成了各种糖基内酯作为手性来源的1-N亚氨基糖。 1-N-亚氨基糖的质子化形式模仿了酶糖苷水解过渡状态中异头位置的电荷,从而强烈而特异性地抑制了糖苷酶和糖基转移酶。最近,它们被认为是与糖结合物的碳水化合物代谢有关的多种疾病中新的治疗药物候选物,例如肿瘤转移,流感病毒感染,溶酶体贮积症等。

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