Issue 46, 2018
From the journal:

Organic & Biomolecular Chemistry

Photodeamination to quinone methides in cucurbit[n]urils: potential application in drug delivery†

Đani Škalamera,‡a   Marija Matković,a   Lidija Uzelac,b   Marijeta Kralj,b   Kata Mlinarić-Majerski, ORCID logo a   Cornelia Bohne ORCID logo *cd  and  Nikola Basarić ORCID logo *a  

* Corresponding authors

a Department of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička cesta 54, 10 000 Zagreb, Croatia
E-mail: nbasaric@irb.hr

b Division of Molecular Medicine, Ruđer Bošković Institute, Bijenička cesta 54, 10 000 Zagreb, Croatia

c Department of Chemistry, University of Victoria, PO Box 1700 STN CSC, Victoria BC, Canada
E-mail: cornelia.bohne@gmail.com

d Centre for Advanced Materials and Related Technologies (CAMTEC), University of Victoria, PO Box 1700 STN CSC, Victoria BC, Canada

Abstract

We demonstrate a proof of principle for a new approach in the development of a drug delivery system. A positively charged prodrug (phenol) can form a stable inclusion complex with CB[7], which enables more efficient delivery of the prodrug. After photochemical transformation (photoactivation) inside the complex, an active drug quinone methide (QM) is formed and released from the complex, since it is a neutral molecule and forms a less stable complex with CB[7].

Graphical abstract: Photodeamination to quinone methides in cucurbit[n]urils: potential application in drug delivery

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Article information

DOI
https://doi.org/10.1039/C8OB02605J
Article type
Communication
Submitted
20 Oct 2018
Accepted
05 Nov 2018
First published
05 Nov 2018

Org. Biomol. Chem., 2018,16, 8908-8912

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Photodeamination to quinone methides in cucurbit[n]urils: potential application in drug delivery

Đ. Škalamera, M. Matković, L. Uzelac, M. Kralj, K. Mlinarić-Majerski, C. Bohne and N. Basarić, Org. Biomol. Chem., 2018, 16, 8908 DOI: 10.1039/C8OB02605J

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