Abstract
Two novel drug-conjugates based on a “coumarin linker” have been designed for the synergic release of a therapeutic agent and fluorescent probe for the potential application of theranostics. The drug conjugates; CC-RNS and CI-RNS were designed to be activated by reactive oxygen species or reactive nitrogen species (ROS/RNS). The fluorescence OFF-ON response was triggered by the peroxynitrite-mediated transformation of a boronic acid pinacol ester to a phenol moiety with simultaneous release of the therapeutic agents (Confirmed by HRMS). The limit of detection for peroxynitrite using CC-RNS and CI-RNS was 0.29 and 37.2 μM, respectively. Both CC-RNS and CI-RNS demonstrated the ability to visualize peroxynitrite production thus demonstrating the effectiveness of these probes for use as tools to monitor peroxynitrite-mediated drug release in cancer cell lines.
| Original language | English |
|---|---|
| Article number | 775 |
| Journal | Frontiers in Chemistry |
| Volume | 7 |
| DOIs | |
| Publication status | Published - 5 Dec 2019 |
Funding
We would like to thank the EPSRC and the University of Bath for funding. TJ wishes to thank the Royal Society for a Wolfson Research Merit Award. MO, JG, and AS thank the EPSRC for their studentships. X-PH wishes to thank the National Natural Science Foundation of China (21722801), the Science and Technology Commission of Shanghai Municipality (15540723800) and the Shanghai Rising-Star Program (16QA1401400) for financial support. Characterization facilities were provided through the Material and Chemical Characterization Facility (MC2) at the University of Bath (http://go.bath.ac.uk/mc2). All data supporting this study are provided as Supplementary Information accompanying this paper.
Keywords
- chemosensor
- coumarin
- fluorescence
- peroxynitrite
- theranostic
ASJC Scopus subject areas
- General Chemistry
