五层龙属植物中提取的具有α-葡萄糖苷酶抑制活性的天然产物neokotalanol的全合成(英文)  

Total synthesis of neokotalanol, a potent α-glucosidase inhibitor isolated from Salacia reticulata

作　　者：谢唯佳[1] 田边元三 筒井望 吴晓明[1] 村冈修 

机构地区：[1]中国药科大学药学院 [2]近畿大学药学部

出　　处：《中国天然药物》2013年第6期676-683,共8页

基　　金：supported by the"High-Tech Research Center"Project for Private Universities:matching fund subsidy from MEXT(Ministry of Education,Culture,Sports.Science and Technology),2007–2011,Fundamental Research Funds for the Central Universities(JKZ2011003);the National Natural Science Foundation of China(No.81202409);Natural Science Foundation of Jiangsu Province(SBK201240392);Scientific Research Foundation for the Returned Overseas Chinese Scholars,Ministry of Education(2013);Technology Foundation for Selected Overseas Chinese Scholar,Ministry of Personnel of China(2013)~~

摘　　要：以苄基保护的硫糖和由D-甘露糖为起始原料,合成得到的三氟甲磺酸酯间的偶合反应作为关键反应合成了从五层龙属植物根茎部提取的具有很强α-葡萄糖苷酶抑制活性的天然产物neokotalanol。研究发现该关键的偶合反应的产物是由反应温度直接决定的,反应除了得到目标锍糖化合物的同时,还分离出了通过经典的分子内成环反应所得到2,4,7-三氧代二环壬烷类衍生物。Neokotalanol, a potent α-glucosidase inhibitor isolated from Salacia reticulata, was synthesized through a key cou- pling reaction between a perbenzylated thiosugar and an appropriately protected perseitol triflate derived from D-mannose. This key step was found to be quite temperature dependent, and a simultaneous cyclization of the triflate leading to a characteristic 2,4,7-trioxabicyclo[4.2.1 ]nonane system was detected.

关 键 词：Neokotalanol 全合成 五层龙 Α-葡萄糖苷酶抑制剂 

分 类 号：R284.1[医药卫生—中药学]