Synthesis of the active ingredient rosavin of Rhodiola rosea
10.12206/j.issn.1006-0111.202101006
- VernacularTitle:红景天活性成分络塞维的合成
- Author:
Hang LIU
1
;
Anpeng LI
2
;
Qinjie ZHAO
2
;
Wei XU
1
Author Information
1. School of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou 350100, China.
2. School of Pharmacy, Naval Medical University, Shanghai 200433, China.
- Keywords:
Rhodiola rosea;
rosavin;
total synthesis;
selective protection
- From:
Journal of Pharmaceutical Practice
2021;39(2):130-133
- CountryChina
- Language:Chinese
-
Abstract:
Objective To establish the chemical synthesis of the active ingredient rosavin of Rhodiola rosea. Methods β-D-pentaacetylglucose, 1-hydroxy-2,3,4-triacetylarabinose and cinnamyl alcohol were used as starting materials. The target compound was prepared by 1-position selective of β-D-pentaacetylglucose deacetylation, glycosylation reaction, glucose 6-OH selective protection and deprotection and other 8-step reactions. Results The target product, rosavage, was successfully obtained with high yield. The structure was confirmed by ESI-MS, 1H-NMR and 13C-NMR. The protection of 6-OH with high selectivity and high yield of tert-butyldiphenyl chlorosilane played a vital role in the synthesis process,. Conclusion The synthetic route has the advantages of simple operation, high yield, and good safety.
