Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (6): 1516-1522.DOI: 10.6023/cjoc201612012 Previous Articles     Next Articles



康满满a,b, 马志龙b, 刘彪b, 潘登b, 李建其a,b   

  1. a. 上海应用技术大学 化学与环境工程学院 上海 201418;
    b. 中国医药工业研究总院 上海医药工业研究院 化学制药新技术中心 上海 201203
  • 收稿日期:2016-12-05 修回日期:2017-01-03 发布日期:2017-01-20
  • 通讯作者: 李建其
  • 基金资助:


Synthesis of Homoeriodictyol-7-O-β-D-glycoside and Its Diastereoisomer

Kang Manmana,b, Ma Zhilongb, Liu Biaob, Pan Dengb, Li Jianqia,b   

  1. a. School of Chemical and Environmental Engineering, Shanghai Institute of Technolgy, Shanghai 201418;
    b. Novel Technology Center of Pharmaceutical Chemistry, Shanghai Institute of Pharmaceutical Industry, Shanghai 201203
  • Received:2016-12-05 Revised:2017-01-03 Published:2017-01-20
  • Contact: 10.6023/cjoc201612012
  • Supported by:

    Project supported by the Shanghai Biomedical Science and Technology Support Project (No. 15431902700).

As the active component in visci herba of traditional Chinese medicine, homoeriodictyol-7-O-β-D-glycoside has been widely studied for years. In this paper, the first synthesis of homoeriodictyol-7-O-β-D-glycoside and its diastereoisomer has been achieved, which was carried out using phloroglucinol and D-glucose as the starting materials through Friedel-Crafts acylation, selective hydroxy protecting, aldol condensation, glycosylation under phase transfer catalytic condition and other reactions. Our work laid the foundation for large scale preparation of homoeriodictyol-7-O-β-D-glycoside instead of inefficient extration, and provided material baisis for furthur pharmaceutical investigation. The structures of synthetic compounds were confirmed by 1H NMR, 13C NMR and HRMS spectra.

Key words: visci herba, homoeriodictyol-7-O-β-D-glycoside, diastereoisomer, synthesis