18933-67-0Relevant articles and documents
Total Synthesis of the Naturally Occurring Glycosylflavone Aciculatin
Yao, Chun-Hsu,Tsai, Chi-Hui,Lee, Jinq-Chyi
, p. 1719 - 1723 (2016/08/02)
The new flavone-glycoside aciculatin (1), from Chrysopogon aciculatus, has been shown to have cytotoxic, anti-inflammatory, and antiarthritis activity. Further biological studies have been limited because of the limited availability of 1 from natural sources. Herein the first total synthesis of 1 in an overall yield of 8.3% is described. The synthesis involved the regio- and stereoselective glycosylation-Fries-type O-to-C rearrangement to construct the C-aryl glycosidic linkage, followed by a Baker-Venkataraman rearrangement and cyclodehydration to form the flavone scaffold.