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Smith degradation, an efficient method for the preparation of cycloastragenol from astragaloside IV
Feng, Lin-min; Lin, Xiong-hao; Huang, Fei-xia; Cao, Jing; Qiao, Xue; Guo, De-an; Ye, Min
关键词Cycloastragenol Astragaloside Iv Smith Degradation Acid Hydrolysis
刊名FITOTERAPIA
2014-06-01
DOI10.1016/j.fitote.2014.02.014
95页:42-50
收录类别SCI
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Medicinal ; Pharmacology & Pharmacy
资助者National Natural Science Foundation of China ; Program for New Century Excellent Talents in University from the Chinese Ministry of Education ; National Natural Science Foundation of China ; Program for New Century Excellent Talents in University from the Chinese Ministry of Education
研究领域[WOS]Pharmacology & Pharmacy
关键词[WOS]CONSTITUENTS ; MEMBRANACEUS ; RADIX
英文摘要

Cycloastragenol (CA) is the genuine sapogenin of astragaloside IV (AS!). This study focuses on the preparation of CA from ASI. Five hydrolysis methods were compared including H2SO4 hydrolysis, HCl hydrolysis, two-phase acid hydrolysis, mild add hydrolysis, and Smith degradation. Seven hydrolysis products were purified, and five of them were identified as new compounds. The results indicated that Smith degradation was the most effective approach to prepare CA. In contrast, mild acid hydrolysis produced CA at a low yield, accompanied with the artificial sapogenin astragenol. The other three acid hydrolysis methods mainly produced astragenol. Furthermore, the reaction conditions for Smith degradation were optimized as follows: ASI was dissolved in 60% MeOH-H2O solution, oxidized with 5 equiv. NaIO4 for 12 h, followed by reduction with 3 equiv. NaBH4 for 4 h, and finally acidified with 1 M H2SO4 at pH 2 for 24 h. Under the optimal conditions, CA could be prepared from ASI at a yield of 84.4%. (C) 2014 Elsevier B.V. All rights reserved.

语种英语
所属项目编号81222054 ; NCET-11-0019
资助者National Natural Science Foundation of China ; Program for New Century Excellent Talents in University from the Chinese Ministry of Education ; National Natural Science Foundation of China ; Program for New Century Excellent Talents in University from the Chinese Ministry of Education
WOS记录号WOS:000336819400006
Citation statistics
Cited Times:5[WOS]   [WOS Record]     [Related Records in WOS]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/53193
Collection北京大学药学院
作者单位Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
Recommended Citation
GB/T 7714
Feng, Lin-min,Lin, Xiong-hao,Huang, Fei-xia,et al. Smith degradation, an efficient method for the preparation of cycloastragenol from astragaloside IV[J]. FITOTERAPIA,2014,95:42-50.
APA Feng, Lin-min.,Lin, Xiong-hao.,Huang, Fei-xia.,Cao, Jing.,Qiao, Xue.,...&Ye, Min.(2014).Smith degradation, an efficient method for the preparation of cycloastragenol from astragaloside IV.FITOTERAPIA,95,42-50.
MLA Feng, Lin-min,et al."Smith degradation, an efficient method for the preparation of cycloastragenol from astragaloside IV".FITOTERAPIA 95(2014):42-50.
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