Efficient Synthesis of a Water-Soluble Glucoamide Inhibitor Against Human Aldose Reductase by Click Chemistry
Efficient Synthesis of a Water-Soluble Glucoamide Inhibitor Against Human Aldose Reductase by Click Chemistry
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通过点击化学有效合成水溶性葡萄糖酰胺抑制剂，对抗人醛糖还原酶
DOI：
10.1080/07328303.2013.816852
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发表时间：
2013
影响因子：
1
通讯作者：
Mikio Fujii
中科院分区：
文献类型：
--
作者：
Ozono Iori;et al;Mikio Fujii
虽然D-葡萄糖是多元醇途径中醛糖还原酶(AR)的天然底物，但D-葡萄糖对AR的Km值很大。设计了一种糖胺1作为一种工具来研究AR是否对D-葡萄糖的开放形式具有很强的亲和力。通过改变点击化学的反应条件，高产率地合成了氨基葡萄糖胺。结果表明，改进后的反应条件适用于高极性炔烃的反应，偶联产物的产率高(90%~100%)。虽然对AR的抑制活性很弱，但动力学研究表明，AR的活性部位不接受氨基葡萄糖胺。
While D-glucose is the natural substrate of aldose reductase (AR) in the polyol pathway, theKmvalue of D-glucose against AR is large. A glucoamide1was designed as a tool to investigate whether AR has a strong affinity for the open form of D-glucose. Glucoamide1was synthesized in high yield by modification of the reaction condition for click chemistry. It was found that our modified condition was applicable for highly polar alkynes and gave coupling products in excellent yield (90% to 100%). Although weak inhibitory activity against AR was observed, kinetic studies showed that AR does not accept glucoamide1in its active site.