Citation: Mian Dou, Xi-Hui He, Yan Sun, Fang Peng, Jiang-Yun Liu, Li-Li Hao, Shi-Lin Yang. Controlled acid hydrolysis and kinetics of flavone C-glycosides from trollflowers[J]. Chinese Chemical Letters, ;2015, 26(2): 255-258. doi: 10.1016/j.cclet.2014.11.021 shu

Controlled acid hydrolysis and kinetics of flavone C-glycosides from trollflowers

Mian Dou ^a,b ,
Xi-Hui He ^b ,
Yan Sun ^a ,
Fang Peng ^a ,
Jiang-Yun Liu ^a,, ,
Li-Li Hao ^a ,
Shi-Lin Yang ^a

1.
a College of Pharmaceutical Sciences, Soochow University, Suzhou 215123, China;
2.
b School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

Corresponding author: Jiang-Yun Liu,
Received Date: 14 June 2014
Available Online: 29 September 2014
Fund Project: This work was supported by National Natural Science Foundation of China (No. 81274190) (No. 81274190) and Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD). (No. BE2012649)

Acid hydrolysis mechanisms of orientin-2″-O-galactopyranoside (OGA), orientin and other flavone C-glycosides in the trollflowers (Trollius chinensis Bunge) were studied in this report for the first time. Hydrolysis parameters including temperature, acidity, solvent and reaction time were comprehensively investigated. OGA could be hydrolyzed to orientin, followed by an isomerization to isoorientin to isoorientin via a reversible Wessely-Moser rearrangement reaction under stronger acidic conditions. A first-order kinetic model fitted the hydrolysis process of OGA well. Under the optimal hydrolysis conditions of 80℃, 1.0 mol/L H⁺ and 7 h reaction time, about 77% OGA was transformed to orientin with no detectable isoorientin. These results could be helpful for better understanding of the acid hydrolysis kinetics of flavone C-glycosides, as well as the preparation of these valuable components under controlled acid hydrolysis conditions.
- Flavone C-glycoside,
- Orientin,
- Trollius chinensis,
- Acid hydrolysis,
- Kinetic
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