Peroxynitrite Activated Drug Conjugate Systems Based on a Coumarin Scaffold Toward the Application of Theranostics

Maria L. Odyniec, Hai Hao Han, Jordan E. Gardiner, Adam C. Sedgwick, Xiao Peng He, Steven D. Bull, Tony D. James

Research output: Contribution to journalArticle

5 Citations (Scopus)

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 languageEnglish
Article number775
JournalFrontiers in Chemistry
Volume7
DOIs
Publication statusPublished - 5 Dec 2019

Keywords

  • chemosensor
  • coumarin
  • fluorescence
  • peroxynitrite
  • theranostic

ASJC Scopus subject areas

  • Chemistry(all)

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