Synthesis and in vitro evaluation of three 99mTc-labeled hydroxamamide-based ligands as markers for hypoxic cells

Appl Radiat Isot. 2009 Apr;67(4):590-3. doi: 10.1016/j.apradiso.2008.12.003. Epub 2008 Dec 16.

Abstract

Three new hydroxamamide derivatives with different lipophilicity, N'-hydroxy-N-methyl-3-(4-nitro-1H-imidazol-1-yl)propanamidine, N-butyl-N'-hydroxy-3-(4-nitro-1H-imidazol-1-yl)propanamidine, and N'-hydroxy-3-(4-nitro-1H-imidazol-1-yl)-N-octadecylpropanamidine were easily synthesized and labeled with technetium-99m as markers for hypoxic cells. The results of in vitro experiment indicate that the accumulation of three (99m)Tc-complexes steadily increases with time in hypoxic cells, but fluctuates with time and has no fixed trend in aerobic cells; the complex with higher lipophilicity shows more uptake in cells; and the effect of lipophilicity of the (99m)Tc-complexes on the hypoxic/aerobic difference can be neglected.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis*
  • Amides / pharmacology*
  • Cell Hypoxia*
  • Drug Evaluation, Preclinical
  • Electrophoresis, Paper
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Organotechnetium Compounds / chemical synthesis*
  • Organotechnetium Compounds / pharmacology*

Substances

  • Amides
  • Ligands
  • Organotechnetium Compounds