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Preparation and characterization of baicalein/hydroxypropyl-β-cyclodextrin inclusion complex for enhancement of solubility, antioxidant activity and antibacterial activity using supercritical antisolvent technology

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Abstract

In this study, the preparation of an inclusion complex of baicalein (BAI) and hydroxypropyl-β-cyclodextrin (HP-β-CD) using the precipitation with compressed antisolvents (PCA) process was studied. The goal was to improve the solubility, antioxidant activity, antibacterial activity and bioavailability of BAI, an active component in traditional herbal medicines. DSC, XRD, and SEM results confirmed the formation of an inclusion complex between BAI and HP-β-CD. The solubility of BAI in the BAI/HP-β-CD inclusion complex improved remarkably. A relatively high BAI solubility of 147.38 μg/mL was reported in the inclusion complex (particle size = 0.295 μm) formed under the following conditions (pressure = 14 MPa, temperature = 318 K, mole ratio of BAI/HP-β-CD = 1:2). Both in vitro and in vivo study, proved the bioavailability enhancement of BAI by a supercritical antisolvent process via coprecipitation with HP-β-CD. After efficient complexation using the PCA process, the limited antioxidant activity and antibacterial activity of BAI was highly enhanced together with the aqueous solubility. Hence, this study provides valuable information for the potential clinical application of inclusion complexes of BAI using the PCA process.

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Acknowledgments

We gratefully acknowledge the National Undergraduate Training Program for Innovation and Entrepreneurship (201910360028), Natural Science Foundation of Anhui University of Technology (RD17100193) and National Natural Science Foundation of China (51808003). Tingxuan Yan and Zhixiang Wang are the authors to whom correspondence should be addressed.

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Anhui University of Technology, Ma’anshan, 243002, Anhui, People’s Republic of China

    Tingxuan Yan, Mengru Ji, Yuxi Sun & Tingyuan Yan

  2. Biochemical Engineering Research Center, Anhui University of Technology, Ma’anshan, 243002, Anhui, People’s Republic of China

    Tingxuan Yan

  3. School of Engineering, China Pharmaceutical University, Nanjing, 210009, People’s Republic of China

    Tingyuan Yan & Zhixiang Wang

  4. Department of Pharmacy, Third Affiliated Hospital of Shandong First Medical University, 250031, Jinan, People’s Republic of China

    Jie Zhao

  5. School of Civil Engineering and Architecture, Anhui University of Technology, Ma’anshan, 243002, Anhui, People’s Republic of China

    Huiwen Zhang

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  1. Tingxuan Yan
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Yan, T., Ji, M., Sun, Y. et al. Preparation and characterization of baicalein/hydroxypropyl-β-cyclodextrin inclusion complex for enhancement of solubility, antioxidant activity and antibacterial activity using supercritical antisolvent technology. J Incl Phenom Macrocycl Chem 96, 285–295 (2020). https://doi.org/10.1007/s10847-019-00970-2

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  • DOI: https://doi.org/10.1007/s10847-019-00970-2

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