Synthesis and evaluation of novel 8-oxo-8H-cyclopenta[a]acenaphthylene-7-carbonitriles as long-wavelength fluorescent markers for hypoxic cells in solid tumor

Bioorg Med Chem Lett. 2006 Mar 15;16(6):1562-6. doi: 10.1016/j.bmcl.2005.12.031. Epub 2006 Jan 5.

Abstract

Novel bioreductive and long-wavelength fluorescent markers for hypoxic cells in solid tumor, 9-isocyano-8H-acenaphtho[l,2-b]pyrrol-8-one with the side chain of 2-nitroimidazole, were designed, synthesized, and evaluated in V79 379A Chinese hamster cells in vitro. Compounds A(2) and A(4) showed good hypoxic-oxic fluorescence differential in vitro (V79 cells) by using fluorescence scan ascent.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acenaphthenes / chemical synthesis*
  • Acenaphthenes / chemistry
  • Acenaphthenes / pharmacology*
  • Animals
  • Biomarkers, Tumor
  • Cell Hypoxia / drug effects*
  • Cells, Cultured / drug effects
  • Cricetinae
  • Cyclopentanes / chemical synthesis*
  • Cyclopentanes / chemistry
  • Cyclopentanes / pharmacology*
  • Drug Design
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / pharmacology*
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry
  • Nitriles / pharmacology*
  • Oxygen / metabolism

Substances

  • Acenaphthenes
  • Biomarkers, Tumor
  • Cyclopentanes
  • Fluorescent Dyes
  • Nitriles
  • Oxygen