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A novel stimulus-responsive temozolomide supramolecular vesicle based on host–guest recognition

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Abstract

Temozolomide is a potent chemotherapeutic agent for glioblastoma multiforme treatment. However, its low aqueous solubility and short half-life (only about 1.8 h) in plasm limit its clinical therapeutics. Herein, a supramolecular vesicle based on hydroxypropyl-β-cyclodextrin and temozolomide was firstly constructed by elaborate design and preparation, which can load temozolomide into membranous layer of vesicle effectively. The morphologies and diameters of this temozolomide-loaded vesicle were characterized through transmission electron microscope, scanning electron microscope, and dynamic light scattering. The possible vesicle formation mechanism was further studied by X-ray diffraction, Fourier transform infrared spectrum, ultraviolet-visible spectroscopy, 1H nuclear magnetic resonance, and 2D nuclear magnetic resonance (ROSEY). Finally, the stimulus responsiveness of this vesicle was studied. Temozolomide can be released from the membrane of the vesicle once copper ions were dropped into the vesicle solution.

Herein, a novel supramolecular vesicle based on hydroxypropyl-β-cyclodextrin and temozolomide was constructed by elaborate design and preparation, which can load temozolomide into membranous layer of vesicle effectively. Moreover, hydroxypropyl-β-cyclodextrin/temozolomide vesicles exhibit sensitive stimulus responsiveness to copper ions since vesicles will change to irregular aggregates when copper ions are added into this vesicle system.

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Funding

This study received financial support by the Support Funds for Teachers’ Scientific Research of Jining Medical University (NO. JYFC2018KJ045), PhD Start-up Scientific Research Foundation of Jining Medical University (NO. 2017JYQD03), National Natural Science Foundation of China (NO. 21872087), Shandong Science and Technology Development Plan (NO. 2016GGX107004), and Projects of Medical and Health Technology Development Program in Shandong Province (NO. 2017WS653).

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  1. Mingfang Ma and Aiyou Hao contributed equally to this work.

Authors and Affiliations

  1. Laboratory of New Antitumor Drug Molecular Design & Synthesis of Jining Medical University, College of Basic Medicine, Jining Medical University, Jining, 272067, People’s Republic of China

    Mingfang Ma, Lingdong Kong, Zhongyu Du, Zengyang Xie, Lin Chen, Ruijiao Chen, Zhenquan Li, Jun Liu & Zhaolou Li

  2. Key Laboratory of Colloid and Interface Chemistry of Ministry of Education & School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100, People’s Republic of China

    Aiyou Hao

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  1. Mingfang Ma
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  2. Lingdong Kong
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  3. Zhongyu Du
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Ma, M., Kong, L., Du, Z. et al. A novel stimulus-responsive temozolomide supramolecular vesicle based on host–guest recognition. Colloid Polym Sci 297, 261–269 (2019). https://doi.org/10.1007/s00396-018-04461-7

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