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trans‐Stilbene C‐Glycosides: Synthesis by a Microwave‐Assisted Heck Reaction and Evaluation of the SGLT‐2 Inhibitory Activity
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2017-06-19 , DOI: 10.1002/ajoc.201700148
Kalyana Kumar Ponnapalli,Avijit Kumar Adak,Anindya Das,Jen-Shin Song,Szu-Huei Wu,Chung-Ming Sun,Chun-Cheng Lin

A protocol for the microwave‐assisted Heck coupling reaction of C‐aryl glycosides and styrenes has been developed for the synthesis of mono‐ and bis(C‐glycoside) stilbenes. This method exclusively provides C‐glycoside trans‐stilbenes in good yields. The Pd‐catalyzed Heck coupling reaction was successfully applied to various functionalized C‐glycosyl aryl iodides and various substituted styrenes to deliver several C‐glycoside trans‐stilbenes with high selectivity. The obtained C‐glycosyl trans‐stilbenes were also examined for human SGLT‐2 inhibitory activity.

中文翻译:

反二苯乙烯C-糖苷:微波辅助Heck反应合成和SGLT-2抑制活性的评估

已经开发了用于微波辅助C-芳基糖苷和苯乙烯的Heck偶联反应的规程,用于合成单-和双(C-糖苷)斯蒂芬苯。此方法专门提供高收率的C-糖苷反-斯蒂苯二酚。Pd催化的Heck偶联反应已成功地应用于各种功能化的C-糖基芳基碘化物和各种取代的苯乙烯,从而以高选择性提供了几种C-糖苷反式-斯蒂苯二酚。还检查了获得的C-糖基反式-对-斯蒂苯二酚对人SGLT-2的抑制活性。
更新日期:2017-06-19
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