Double-stabilized neurotensin analogues as potential radiopharmaceuticals for NTR-positive tumors

Nucl Med Biol. 2006 May;33(4):495-503. doi: 10.1016/j.nucmedbio.2006.01.007. Epub 2006 May 2.

Abstract

Introduction: Overexpression of neurotensin (NT) receptors in exocrine pancreatic cancer and other neuroendocrine cancers make them interesting targets for tumor imaging and therapy. Modifications at the cleavage bonds 8-9 and 11-12 led to the synthesis of NT-XII, NT-XIII and NT-XVIII, three new stabilized analogues. (NalphaHis)Ac was coupled to the N-terminus for labeling with [(99m)Tc]-tricarbonyl.

Methods: Stability was tested in vitro in human plasma and HT-29 cells. Binding to NT1 receptors and internalization/efflux were analyzed in intact HT-29 cells. Biodistribution studies were performed in nude mice bearing HT-29 xenografts.

Results: All analogues were very stable in human plasma, with half-lives of 20-21 days. Degradation in HT-29 cells was more rapid (t(1/2) of 6.5, 5 and 2.5 h for NT-XII, NT-XIII and NT-XVIII, respectively). They also showed high affinity and specificity for NT1 receptors. Bound activity was rapidly internalized at 37 degrees C. The pattern of externalization was different. NT-XII was released more slowly than NT-XIII and NT-XVIII (half of the activity still inside the cells after 24 h). Bigger differences were found in the biodistribution studies. NT-XII showed the highest tumor uptake as well as the best tumor to nontumor ratios.

Conclusion: The modifications introduced in NT(8-13) increased plasma stability, maintaining unaffected the in vitro binding properties. The best biodistribution corresponded to NT-XII, which shows to be a good candidate for NT1 receptors overexpressing tumors. First clinical trials are ongoing.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biomarkers, Tumor / metabolism*
  • Drug Delivery Systems / methods
  • Drug Evaluation, Preclinical
  • Drug Stability
  • Feasibility Studies
  • Female
  • HT29 Cells
  • Humans
  • Iodine Radioisotopes / chemistry
  • Iodine Radioisotopes / pharmacokinetics*
  • Isotope Labeling / methods
  • Metabolic Clearance Rate
  • Mice
  • Mice, Nude
  • Neoplasm Proteins / metabolism
  • Neurotensin / analogs & derivatives
  • Neurotensin / pharmacokinetics*
  • Organ Specificity
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / pharmacokinetics
  • Receptors, Neurotensin / metabolism*
  • Tissue Distribution

Substances

  • Biomarkers, Tumor
  • Iodine Radioisotopes
  • Neoplasm Proteins
  • Radiopharmaceuticals
  • Receptors, Neurotensin
  • Neurotensin