Concise Synthesis of 5-Methoxy-6-hydroxy-2-methylchromone-7-O- and 5-Hydroxy-2-methylchromone-7-O-rutinosides. Investigation of Their Cytotoxic Activities against Several Human Tumor Cel

详细信息    查看全文

• 作者：Baolin Wu ; Wenpeng Zhang ; Zhonghua Li ; Li Gu ; Xin Wang ; Peng George Wang
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：April 1, 2011
• 年：2011
• 卷：76
• 期：7
• 页码：2265-2268
• 全文大小：781K
• 年卷期：v.76,no.7(April 1, 2011)
• ISSN：1520-6904

文摘

The synthesis of two novel 2-methylchromone-7-O-rutinosides is reported, and the in vitro biological activities of these compounds and their synthetic precursors have been investigated on the basis of their cytotoxicity against several human tumor cell lines. The synthesis features early stage assembly of the acidic labile glycosidic bond between sugar and 2-methylchromone aglycon under phase transfer catalyzed glycosidation conditions, whereas all the other standard glycosylation conditions specific to a wide array of rutinosyl donors bearing different anomeric leaving groups (e.g., SPh, OC(NH)CCl₃, Br, OH groups) failed to furnish any detectable products.