An efficient,scalable approach to hydrolyze flavonoid glucuronides via activation of glycoside bond |
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| Authors: | Xue-Yang Jiang Xin-Chen Li Wen-Yuan Liu Yun-Hui Xu Feng Feng Wei Qu |
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| Institution: | 1. Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing, 210009, China;2. Department of Pharmaceutical Analysis, China Pharmaceutical University, Nanjing 210009, China;3. Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing, 211198, China;4. Anhui Normal University, Department of College of Life Sciences, Wuhu, 241000, China;5. Marshall Institute for Interdisciplinary Research, Marshall University, Huntington, WV 25755, USA |
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| Abstract: | 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 °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. |
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| Keywords: | Flavonoid glucuronide Acid-catalyzed hydrolysis Optimizations Large-scale |
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