Molecules (Apr 2021)

A New Coumarin-Acridone Compound as a Fluorescence Probe for Fe<sup>3+</sup> and Its Application in Living Cells and Zebrafish

  • Jiayong Huang,
  • Zhenshuo Yan,
  • Peiling Qiu,
  • Yufeng Mo,
  • Qizhen Cao,
  • Qiuhong Li,
  • Lini Huo,
  • Lichun Zhao

DOI
https://doi.org/10.3390/molecules26082115
Journal volume & issue
Vol. 26, no. 8
p. 2115

Abstract

Read online

A new coumarin-acridone fluorescent probe S was designed and synthesized, and the structure was confirmed with 1H/13C NMR spectrometry, single-crystal X-ray diffraction, and high-resolution mass spectrometry. This probe has high sensitivity and selectivity for Fe3+ over other testing metal ions at 420 or 436 nm in acetonitrile–MOPS (3-Morpholinopropanesulfonic Acid) buffer solution (20.0 μM, pH = 6.9, 8:2 (v/v)). Under physiological conditions, the probe displayed satisfying time stability with a detection limit of 1.77 µM. In addition, probe S was successfully used to detect intracellular iron changes through a fluorescence-off mode, and the imaging results of cells and zebrafish confirmed their low cytotoxicity and satisfactory cell membrane permeability, as well as their potential biological applications.

Keywords