Deferasirox (ExJade): An FDA-Approved AIEgen Platform with Unique Photophysical Properties

J Am Chem Soc. 2021 Jan 27;143(3):1278-1283. doi: 10.1021/jacs.0c11641. Epub 2021 Jan 11.

Abstract

Deferasirox, ExJade, is an FDA-approved iron chelator used for the treatment of iron overload. In this work, we report several fluorescent deferasirox derivatives that display unique photophysical properties, i.e., aggregation-induced emission (AIE), excited state intramolecular proton transfer, charge transfer, and through-bond and through-space conjugation characteristics in aqueous media. Functionalization of the phenol units on the deferasirox scaffold afforded the fluorescent responsive pro-chelator ExPhos, which enabled the detection of the disease-based biomarker alkaline phosphatase (ALP). The diagnostic potential of these deferasirox derivatives was supported by bacterial biofilm studies.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaline Phosphatase / analysis
  • Anti-Bacterial Agents / pharmacology
  • Bacterial Proteins / analysis
  • Biofilms / drug effects
  • Biomarkers / analysis
  • Cefoperazone / pharmacology
  • Deferasirox / analogs & derivatives*
  • Deferasirox / pharmacology
  • Deferasirox / radiation effects
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / pharmacology
  • Fluorescent Dyes / radiation effects
  • Light
  • Methicillin-Resistant Staphylococcus aureus / drug effects
  • Methicillin-Resistant Staphylococcus aureus / enzymology
  • Methicillin-Resistant Staphylococcus aureus / physiology
  • Microbial Sensitivity Tests
  • Microscopy, Confocal
  • Microscopy, Fluorescence
  • Pseudomonas aeruginosa / drug effects
  • Pseudomonas aeruginosa / enzymology
  • Pseudomonas aeruginosa / physiology
  • Sulbactam / pharmacology

Substances

  • Anti-Bacterial Agents
  • Bacterial Proteins
  • Biomarkers
  • Fluorescent Dyes
  • Cefoperazone
  • Alkaline Phosphatase
  • Sulbactam
  • Deferasirox