Issue 40, 2018

A fluorescent calixarene-based dimeric capsule constructed via a MII–terpyridine interaction: cage structure, inclusion properties and drug release

Abstract

Two analogues of capsule-like fluorescent cages have been constructed by dimerization of terpyridine-containing calixarene derivatives utilizing a MII–terpyridine (M = Zn and Cd) interaction. 1H NMR spectral studies show that the self-assembled molecular capsules Zn4L12 and Cd4L12 have a highly symmetrical D4h-structure. The encapsulation of the anticancer drug mercaptopurine in their cavities has been documented by NMR, ESI-TOF-MS, fluorescence switching, and molecular simulation, indicating that strong S–π and π–π interactions between drug and cage are of importance for the host–guest binding. The nanoscale cages exhibit excellent behaviors to control the release of mercaptopurine in phosphate buffered saline solution (pH = 7.4). These results further highlight the potential of self-assembled Zn4L12 cages for drug-carrier applications.

Graphical abstract: A fluorescent calixarene-based dimeric capsule constructed via a MII–terpyridine interaction: cage structure, inclusion properties and drug release

Supplementary files

Article information

Article type
Paper
Submitted
11 Mar 2018
Accepted
08 Jun 2018
First published
20 Jun 2018
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2018,8, 22530-22535

A fluorescent calixarene-based dimeric capsule constructed via a MII–terpyridine interaction: cage structure, inclusion properties and drug release

J. Wang, L. Huang, J. Bu, S. Li, S. Qin, Y. Xu, J. Liu and C. Su, RSC Adv., 2018, 8, 22530 DOI: 10.1039/C8RA02146E

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements