Department of Chemistry, Simon Fraser University, Burnaby, B.C., Canada.
Nat Prod Rep. 2010 Apr;27(4):481-8. doi: 10.1039/b925950c. Epub 2010 Feb 18.
This Highlight describes the detailed approach used to determine the absolute stereochemistry of the stereogenic centers in the acyclic side chain of kotalanol, a naturally occurring glucosidase inhibitor isolated from the plant Salacia reticulata. The plant extract itself is used in Ayurvedic medicine for the treatment of Type 2 diabetes. We highlight the syntheses of proposed candidates based on structure-activity relationships, the total synthesis of kotalanol, and crystallographic studies of kotalanol and its de-O-sulfonated derivative complexed with recombinant human maltase glucoamylase (MGA), a critical intestinal glucosidase involved in the breakdown of glucose oligomers into glucose.
本亮点描述了用于确定来自 Salacia reticulata 植物的天然存在的葡萄糖苷酶抑制剂 kotalanol 的非环侧链中立体中心的绝对立体化学的详细方法。植物提取物本身在阿育吠陀医学中用于治疗 2 型糖尿病。我们强调了基于构效关系的候选物的合成、kotalanol 的全合成以及 kotalanol 及其去-O-磺化衍生物与重组人麦芽糖酶葡糖苷酶（MGA）的晶体学研究，MGA 是一种关键的肠内葡萄糖苷酶，参与将葡萄糖低聚物分解成葡萄糖。
