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Supramolecular drug inclusion complex constructed from cucurbit[7]uril and the hepatitis B drug Adefovir

Feng, Huaming; Kan, Jinglan; Redshaw, Carl; Bian, Bing; Tao, Zhu; Xiao, Xin

Authors

Huaming Feng

Jinglan Kan

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Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Bing Bian

Zhu Tao

Xin Xiao



Abstract

The interaction between cucuribit[7]uril (Q[7]) and Adefovir (ADV) has been studied in aqueous solution by 1H NMR spectroscopy, electronic absorption spectroscopy, Isothermal Titration Calorimetry and mass spectrometry. The results revealed that an inclusion complex was formed via encapsulation of the purine rings of the guest ADV, while the phosphonomethoxyethyl group was prevented from entering the cavity. ITC data revealed that the formation of this 1:1 inclusion complex is mainly driven by favourable enthalpy changes. Studies investigating the release of ADV from the inclusion complex revealed enhanced rates under acidic conditions, although the rates were slower than observed for the free guest under the same conditions. Thermal stability studies indicated that the included form of ADV was more stable that the free form.

Citation

Feng, H., Kan, J., Redshaw, C., Bian, B., Tao, Z., & Xiao, X. (2019). Supramolecular drug inclusion complex constructed from cucurbit[7]uril and the hepatitis B drug Adefovir. Supramolecular chemistry, 31(4), 260-267. https://doi.org/10.1080/10610278.2018.1562193

Journal Article Type Article
Acceptance Date Dec 6, 2018
Online Publication Date Dec 25, 2018
Publication Date Apr 3, 2019
Deposit Date Dec 29, 2018
Publicly Available Date Mar 28, 2024
Journal Supramolecular Chemistry
Print ISSN 1061-0278
Electronic ISSN 1029-0478
Publisher Taylor and Francis
Peer Reviewed Peer Reviewed
Volume 31
Issue 4
Pages 260-267
DOI https://doi.org/10.1080/10610278.2018.1562193
Keywords Host guest; Cucurbituril; Adefovir
Public URL https://hull-repository.worktribe.com/output/1199392
Publisher URL https://www.tandfonline.com/doi/full/10.1080/10610278.2018.1562193

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