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

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: Dec 26, 2019
• Journal: Supramolecular Chemistry
• Print ISSN: 1061-0278
• 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
• Contract Date: Jan 3, 2019