Chinese Journal of Organic Chemistry >
Synthesis of Homoeriodictyol-7-O-β-D-glycoside and Its Diastereoisomer
Received date: 2016-12-05
Revised date: 2017-01-03
Online published: 2017-01-20
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
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
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