Department of Pharmaceutical Engineering, Northwest University, Xi'an, Shaanxi, PR China.
Arch Pharm (Weinheim). 2012 Oct;345(10):771-83. doi: 10.1002/ardp.201200125. Epub 2012 Jun 25.
The first total synthesis of benzophenone O-glycosides (iriflophenone 2-O-α-L-rhamnopyranoside: 1 and aquilarisinin: 2) isolated from the leaves of Aquilaria sinensis and related new derivatives (3-12) was accomplished through suitable protecting group manipulations and glycosylation starting from commercially available L-rhamnose, D-glucose, D-galactose, D-mannose, D-xylose, and 1,3,5-trihydroxybenzene. All synthesized benzophenone O-glycosides were evaluated for their inhibitory activities against α-glucosidase. Of these, benzophenone O-glycosides 4 and 10 exhibited the most potent inhibitory activity in vitro against α-glucosidase with IC(50) values of 168.7 ± 13.9 and 210.1 ± 23.9 µM, respectively, when compared with that of the positive control acarbose with an IC(50) value of 569.3 ± 49.7 µM.
从沉香叶子中分离得到的苯甲酮 O-糖苷（iriflophenone 2-O-α-L-鼠李吡喃糖苷：1 和 aquilarisinin：2）及其相关的新型衍生物（3-12）的首次全合成是通过适当的保护基操作和从商业可得的 L-鼠李糖、D-葡萄糖、D-半乳糖、D-甘露糖、D-木糖和 1,3,5-三羟基苯开始进行糖苷化反应来完成的。所有合成的苯甲酮 O-糖苷均对α-葡萄糖苷酶的抑制活性进行了评估。其中，苯甲酮 O-糖苷 4 和 10 对α-葡萄糖苷酶表现出最强的体外抑制活性，IC50 值分别为 168.7 ± 13.9 和 210.1 ± 23.9 µM，而阳性对照阿卡波糖的 IC50 值为 569.3 ± 49.7 µM。
