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An efficient, scalable approach to hydrolyze flavonoid glucuronides via activation of glycoside bond
被引:7
|作者:
Jiang, Xue-Yang
[1
]
Li, Xin-Chen
[4
]
Liu, Wen-Yuan
[2
]
Xu, Yun-Hui
[1
,5
]
Feng, Feng
[1
,3
]
Qu, Wei
[1
,3
]
机构:
[1] China Pharmaceut Univ, Dept Nat Med Chem, Nanjing 210009, Jiangsu, Peoples R China
[2] China Pharmaceut Univ, Dept Pharmaceut Anal, Nanjing 210009, Jiangsu, Peoples R China
[3] China Pharmaceut Univ, Key Lab Biomed Funct Mat, Nanjing 211198, Jiangsu, Peoples R China
[4] Anhui Normal Univ, Dept Coll Life Sci, Wuhu 241000, Peoples R China
[5] Marshall Univ, Marshall Inst Interdisciplinary Res, Huntington, WV 25755 USA
来源:
基金:
中国国家自然科学基金;
关键词:
Flavonoid glucuronide;
Acid-catalyzed hydrolysis;
Optimizations;
Large-scale;
SCUTELLAREIN;
METABOLITE;
CHEMISTRY;
MECHANISM;
BAICALEIN;
D O I:
10.1016/j.tet.2017.02.039
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Hydrolyzing flavonoid glucuronides into corresponding aglycones posed some significant challenges. To improve acid-catalyzed hydrolysis process of flavonoid glucuronide, structures of glucuronide, hydrolysis parameters and post-processing were optimized. The optimized condition was performed by hydrolysis flavonoid glycoside methyl ester in a mixed solvent consisting of 2 mol/L H2SO4/EtOH/H2O (1/8/1, v/v/v) at 95 degrees C for 7 h and resulted in up to 90% aglycone yields, minimal byproduct formations and milder hydrolysis conditions. Furthermore, the optimized method avoids tedious purification steps and is easily conducted on a relatively large-scale using economical and commercially available reagents. (C) 2017 Elsevier Ltd. All rights reserved.
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页码:1895 / 1903
页数:9
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