有机化学 ›› 2004, Vol. 24 ›› Issue (12): 1619-1621. 上一篇    下一篇

研究简报

3-O-甲基槲皮素的合成

李化军, 栾新慧, 赵毅民*   

  1. 军事医学科学院毒物药物研究所 北京 100850
  • 收稿日期:2004-01-13 修回日期:2004-05-26 接受日期:2004-06-21 发布日期:2022-09-20
  • 基金资助:
    河南省科技厅(Nos. 0323024000, 0311020900)和河南大学重点学科资助项目

Facile Synthesis of 3-O-Methylquercetin

LI Hua-Jun, LUAN Xin-Hui, ZHAO Yi-Min*   

  1. Beijing Institute of Pharmacology and Toxicology, Beijing 100850
  • Received:2004-01-13 Revised:2004-05-26 Accepted:2004-06-21 Published:2022-09-20
  • Contact: *E-mail: wcjsxq@henu.edu.cn

以芦丁为原料经苄基化、酸水解、选择性甲基化和氢化脱苄四步反应,合成了3-O-甲基槲皮素,总收率为76%.利用1H NMR和MS对中间体及产物的结构进行了确证.该发现有望为3-取代槲皮素衍生物的合成提供一条捷径.

关键词: 3′,4′,7-O-三苄基槲皮素, 3-O-甲基槲皮素, 合成

3-O-Methylquercetine, a 3-O-methyl-3′,4′,5,7-tetrahydroxylflavone, was synthesized from commercially low-cost rutin in 76% overall yield and infour steps, i.e. selective benzylation of rutin, hydrolysis of glycosidicbond, regioselective methylation of 3-OH and cleavage of the benzyl group by hydrogenolysis. The structures of intermediates and the product were comfirmed by1H NMR and MS spectra. This finding prospected to provide a shortcut to the synthesis of 3-substituted quercetin derivatives.

Key words: 3′,4′,7-O-tribenzylquercetin, 3-O-methylquercetin, synthesis