Citation: Kang Manman, Ma Zhilong, Liu Biao, Pan Deng, Li Jianqi. Synthesis of Homoeriodictyol-7-O-β-D-glycoside and Its Diastereoisomer[J]. Chinese Journal of Organic Chemistry, ;2017, 37(6): 1516-1522. doi: 10.6023/cjoc201612012 shu

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

Kang Manman ^a,b ,
Ma Zhilong ^b ,
Liu Biao ^b ,
Pan Deng ^b ,
Li Jianqi ^a,b,*,,

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

Corresponding author: Li Jianqi, lijianqb@126.com
Received Date: 5 December 2016
Revised Date: 3 January 2017

Fund Project: the Shanghai Biomedical Science and Technology Support Project 15431902700

Figures(3)

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.
- visci herba,
- homoeriodictyol-7-O-β-D-glycoside,
- diastereoisomer,
- synthesis
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