Preparation and evaluation of an astatine-211-labeled sigma receptor ligand for alpha radionuclide therapy

Nucl Med Biol. 2015 Nov;42(11):875-9. doi: 10.1016/j.nucmedbio.2015.07.001. Epub 2015 Jul 7.

Abstract

Introduction: Sigma receptors are overexpressed in a variety of human tumors, making them potential targets for radionuclide receptor therapy. We have previously synthesized and evaluated (131)I-labeled (+)-2-[4-(4-iodophenyl)piperidino]cyclohexanol [(+)-[(131)I]pIV], which has a high affinity for sigma receptors. Therefore, (+)-[(131)I]pIV significantly inhibited tumor cell proliferation in tumor-bearing mice. In the present study, we report the synthesis and the in vitro and in vivo characterization of (+)-[(211)At]pAtV, an (211)At-labeled sigma receptor ligand, that has potential use in alpha-radionuclide receptor therapy.

Methods: The radiolabeled sigma receptor ligand (+)-[(211)At]pAtV was prepared using a standard halogenation reaction generating a 91% radiochemical yield with 98% purity after HPLC purification. The partition coefficient of (+)-[(211)At]pAtV was measured. Cellular uptake experiments and in vivo biodistribution experiments were performed using a mixed solution of (+)-[(211)At]pAtV and (+)-[(125)I]pIV; the human prostate cancer cell line DU-145, which expresses high levels of the sigma receptors, and DU-145 tumor-bearing mice.

Results: The lipophilicity of (+)-[(211)At]pAtV was similar to that of (+)-[(125)I]pIV. DU-145 cellular uptake and the biodistribution patterns in DU-145 tumor-bearing mice at 1h post-injection were also similar between (+)-[(211)At]pAtV and (+)-[(125)I]pIV. Namely, (+)-[(211)At]pAtV demonstrated high uptake and retention in tumor via binding to sigma receptors.

Conclusion: These results indicate that (+)-[(211)At]pAtV could function as an new agent for alpha-radionuclide receptor therapy.

Keywords: Alpha therapy; Astatine; Sigma receptor; Tumor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alpha Particles / therapeutic use*
  • Animals
  • Astatine / therapeutic use*
  • Biological Transport
  • Cell Line, Tumor
  • Cyclohexanols / chemistry
  • Cyclohexanols / metabolism*
  • Cyclohexanols / therapeutic use*
  • Drug Stability
  • Humans
  • Isotope Labeling
  • Ligands
  • Male
  • Mice
  • Piperidines / chemistry
  • Piperidines / metabolism*
  • Piperidines / therapeutic use*
  • Receptors, sigma / metabolism*
  • Stereoisomerism
  • Tissue Distribution

Substances

  • 2-(4-(4-iodophenyl) piperidino)cyclohexanol
  • Cyclohexanols
  • Ligands
  • Piperidines
  • Receptors, sigma
  • Astatine