Novel fluorescent markers for hypoxic cells of naphthalimides with two heterocyclic side chains for bioreductive binding

Bioorg Med Chem. 2006 May 1;14(9):2935-41. doi: 10.1016/j.bmc.2005.12.012. Epub 2006 Jan 5.

Abstract

Novel naphthalimides with two heterocyclic side chains of 2-nitroimidazole for bioreductive binding were designed, synthesized, and used as fluorescent markers for hypoxic cells. Their evaluation for imaging tumor hypoxia was carried out in V79 cells, CHO cells, and 95D cells in vitro by using fluorescence scan ascent. A2 and A4 showed a very large differential fluorescence between hypoxic and oxic cells (V79 cells) in vitro and are promising candidate markers for hypoxic cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Hypoxia / drug effects
  • Cell Line
  • Cyclization
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / metabolism
  • Fluorescent Dyes / pharmacology*
  • Humans
  • Imides / chemical synthesis
  • Imides / chemistry*
  • Imides / metabolism
  • Imides / pharmacology*
  • Lung Neoplasms / metabolism
  • Lung Neoplasms / pathology
  • Lung Neoplasms / secondary
  • Molecular Structure
  • Naphthalenes / chemistry*
  • Oxidation-Reduction
  • Structure-Activity Relationship
  • Time Factors

Substances

  • Fluorescent Dyes
  • Imides
  • Naphthalenes
  • naphthalene