Synthesis and in vitro and in vivo evaluation of three radioiodinated nitroimidazole analogues as tumor hypoxia markers

Nucl Med Biol. 2005 Apr;32(3):225-31. doi: 10.1016/j.nucmedbio.2005.01.004.

Abstract

Three novel nitroimidazole-based thioflavin-T derivatives, N-[4-(benzothiazol-2-yl)phenyl]-3-(4-nitroimidazole-1-yl)propanamide, N-[4-(benzothiazol-2-yl) phenyl]-3-(4-nitroimidazole-1-yl)-N-methylpropanamide and N-[4-(benzothiazol-2-yl)phenyl]-3-(2-nitroimidazole-1-yl) propanamide were synthesized and radiolabeled with iodine-131. Three (131)I-labeled compounds continuously accumulated in hypoxic murine sarcoma S180 cells in vitro but not in aerobic cells. Biodistribution results in mice bearing S180 tumor indicated that the tracers could localize in the tumor and eliminate from it slowly. In contrast, the uptake in other organs (stomach excluded) was little and the clearance was quick. The tumor-to-tissue ratios of three compounds all increased with time.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biomarkers, Tumor / metabolism*
  • Cell Hypoxia*
  • Cell Line, Tumor
  • Iodine Radioisotopes / chemistry
  • Iodine Radioisotopes / pharmacokinetics
  • Male
  • Metabolic Clearance Rate
  • Mice
  • Nitroimidazoles / chemistry
  • Nitroimidazoles / pharmacokinetics*
  • Organ Specificity
  • Oxygen / metabolism*
  • Radionuclide Imaging
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / pharmacokinetics
  • Sarcoma / diagnostic imaging*
  • Sarcoma / metabolism*
  • Tissue Distribution

Substances

  • Biomarkers, Tumor
  • Iodine Radioisotopes
  • Nitroimidazoles
  • Radiopharmaceuticals
  • Oxygen