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    β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis

    Xin Jin1, Zhen-hai Zhang2, E. Sun2, Xiao-Bin Jia2 Corresponding author

    1. 1College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing 210 046, China.
    2. 2Key Laboratory of New Drug Delivery System of Chinese Meteria Medica, Jiangsu Provincial Academy of Chinese Medicine, Nanjing 210028, PR, China.

    CORRESPONDENCE

    Xiao-Bin Jia

    Key Laboratory of New Drug Delivery System of Chinese Meteria Medica, Jiangsu Provincial Academy of Chinese Medicine, Nanjing 210028, PR, China.

    xiaobinjia_nj@126.com

    Received: 16-08-2012; Revised: 06-10-2012.

    Volume 9, Issue 36s · pp. 11–18 · PUBLISHED 7 September 2013 · DOI: 10.4103/0973-1296.117851

    View on Pharmacogn. Mag. original site ↗

    ABSTRACT

    Background: The content of icaritin and genistein in herba is very low, preparation with relatively large quantities is an important issue for extensive pharmacological studies. Objective: This study focuses on preparing and enzymic hydrolysis of flavonoid glycosides /β-cyclodextrin inclusion complex to increase the hydrolysis rate. Materials and Methods: The physical property of newly prepared inclusion complex was tested by differential scanning calorimetry (DSC). The conditions of enzymatic hydrolysis were optimized for the bioconversion of flavonoid glycosides /β-cyclodextrin inclusion complex by mono-factor experimental design. The experiments are using the icariin and genistein as the model drugs. Results: The solubility of icariin and genistein were increased almost 17 times from 29.2 μg/ml to 513.5 μg/ml at 60˚C and 28 times from 7.78 μg/ml to 221.46 μg/ml at 50˚C, respectively, demonstrating that the inclusion complex could significantly increase the solubility of flavonoid glycosides. Under the optimal conditions, the reaction time of icariin and genistin decreased by 68% and 145%, when compared with that without β-CD inclusion. By using this enzymatic condition, 473 mg icaritin (with the purity of 99.34%) and 567 mg genistein(with the purity of 99.46%), which was finally determined by melt point, ESI-MS, UV, IR,1H NMR and 13C NMR, was obtained eventually by transforming the inclusion complex(contains 1.0 g substrates). Conclusion: This study can clearly indicate a new attempt to improve the speed of enzyme-hydrolysis of poorly water-soluble flavonoid glycosides and find a more superior condition which is used to prepare icaritin and genistein.

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      Jin, X., Zhang, Z., Sun, E., & Jia, X. (2013). β-cyclodextrin assistant flavonoid glycosides enzymatic hydrolysis. Pharmacognosy Magazine, 9(36s), 11–18. https://doi.org/10.4103/0973-1296.117851