Novel aliphatic N-oxide of naphthalimides as fluorescent markers for hypoxic cells in solid tumor

Eur J Med Chem. 2011 Jul;46(7):3030-7. doi: 10.1016/j.ejmech.2011.04.040. Epub 2011 Apr 21.

Abstract

A series of novel aliphatic N-oxide of naphthalimides (A1-A5) were designed and prepared. The N-O group was firstly introduced into the amine side chain tailed to planar naphthalimide chromophore as hypoxic bioreductive marker. Fluorescence image analysis showed that the compounds could be used as potential markers for hypoxic cells (V79) in vitro especially for A1 with 17 times hypoxic-oxic fluorescence differential, which was probably due to the bis-bioreduction mechanism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biomarkers / chemistry
  • CHO Cells
  • Cell Hypoxia
  • Cricetulus
  • DNA / chemistry
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Molecular Probes / chemical synthesis
  • Molecular Probes / chemistry*
  • Naphthalimides / chemical synthesis
  • Naphthalimides / chemistry*
  • Oxidation-Reduction
  • Oxides / chemical synthesis
  • Oxides / chemistry*

Substances

  • Biomarkers
  • Fluorescent Dyes
  • Molecular Probes
  • Naphthalimides
  • Oxides
  • DNA