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Inclusion complex of magnolol with hydroxypropyl-β-cyclodextrin: characterization, solubility, stability and cell viability

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Abstract

The objective of this study was to investigate the effect of hydroxypropyl-β-cyclodextrin (HP-β-CD) on the water-solubility and stability of magnolol (MAG). The inclusion complex was prepared by a coevaporation strategy and the interactions of MAG with HP-β-CD were investigated using powder X-ray diffraction, ultra violet–visible spectroscopy, 1H nuclear magnetic resonance spectroscopy, 2D NMR spectroscopy, molecular modeling, Fourier transformation-infrared spectroscopy, scanning electron microscopy and phase solubility studies. All the characterization information proved that MAG was able to form an inclusion complex with HP-β-CD (MAG-HP-β-CD). The inclusion complex had a stoichiometry of 1:1 and the stability constant (K c) was calculated to be 2, 206 M−1. The aqueous solubility of MAG increased more than 500-fold and the stability of MAG was notably increased in the presence of HP-β-CD. Furthermore, preliminary in vitro cytotoxicity assay showed that MAG-HP-β-CD exhibited enhanced anti-cancer activity compared with free MAG. This satisfactory water solubility and stability of MAG-HP-β-CD inclusion complex will be potentially useful for its application as anti-cancer agent or healthcare products.

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Acknowledgments

This work was supported by the foundation for the Youth Scholars of Chengdu University of Technology, 10912-KYGG201517.

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Authors and Affiliations

  1. Department of Chemical and Pharmaceutical Engineering, College of Materials and Chemistry and Chemical Engineering, Chengdu University of Technology, Chengdu, 610059, People’s Republic of China

    Neng Qiu, Beilisha Shen, Xiaotong Zhang, Lianying An, Junda Liu & Lan Wang

  2. Department of Oral and Maxillofacial Surgery, West China School of Stomatology, Sichuan University, Chengdu, 610041, People’s Republic of China

    Xuebing Li

  3. State Key Laboratory of Biotherapy and Cancer Center, West China Hospital, West China Medical School, Sichuan University, Chengdu, 610041, People’s Republic of China

    Zitai Sang, Tao Yang & Lijuan Chen

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  1. Neng Qiu
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  2. Beilisha Shen
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Correspondence to Neng Qiu or Junda Liu.

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Qiu, N., Shen, B., Li, X. et al. Inclusion complex of magnolol with hydroxypropyl-β-cyclodextrin: characterization, solubility, stability and cell viability. J Incl Phenom Macrocycl Chem 85, 289–301 (2016). https://doi.org/10.1007/s10847-016-0628-x

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  • DOI: https://doi.org/10.1007/s10847-016-0628-x

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