Localization of CaSR antagonists in CaSR-expressing medullary thyroid cancer

J Clin Endocrinol Metab. 2013 Nov;98(11):E1722-9. doi: 10.1210/jc.2013-1756. Epub 2013 Sep 12.

Abstract

Objective: Image-based localization of medullary thyroid cancer (MTC) and parathyroid glands would improve the surgical outcomes of these diseases. MTC and parathyroid glands express high levels of calcium-sensing receptor (CaSR). The aim of this study was to prove the concept that CaSR antagonists specifically localize to CaSR-expressing tumors in vivo.

Design: We synthesized two isomers of a known CaSR calcilytic, Calhex 231, and four new analogs, which have a favorable structure for labeling. Their antagonistic activity was determined using immunoblots demonstrating decreased ERK1/2 phosphorylation after calcium stimulation in human embryonic kidney cells overexpressing CaSR. Compound 9 was further radiolabeled with (125)I and evaluated in nude mice with and without heterotransplanted xenografts of MTC cell lines, TT and MZ-CRC-1, that do and do not express CaSR, respectively.

Results: Two newly synthesized compounds, 9 and 11, exhibited better antagonistic activity than Calhex 231. The half-life of (125)I-compound 9 in nude mice without xenografts was 9.9 hours. A biodistribution study in nude mice bearing both tumors demonstrated that the uptake of radioactivity in TT tumors was higher than in MZ-CRC-1 tumors at 24 hours: 0.39 ± 0.24 vs 0.18 ± 0.12 percentage of injected dose per gram of tissue (%ID/g) (P = .002), with a ratio of 2.25 ± 0.62. Tumor-to-background ratios for TT tumors, but not MZ-CRC-1 tumors, increased with time. Tumor-to-blood values increased from 2.02 ± 0.52 at 1 hour to 3.29 ± 0.98 at 24 hour (P = .015) for TT tumors, and 1.7 ± 0.56 at 1 hour to 1.48 ± 0.33 at 24 hour (P = .36) for MZ-CRC-1 tumors.

Conclusions: Our new CaSR antagonists specifically inhibit CaSR function in vitro, preferentially localize to CaSR-expressing tumors in vivo, and therefore have the potential to serve as scaffolds for further development as imaging pharmaceuticals.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzamides / chemical synthesis
  • Benzamides / pharmacokinetics*
  • Carcinoma, Neuroendocrine
  • Cell Line, Tumor
  • Cyclohexylamines / chemical synthesis
  • Cyclohexylamines / pharmacokinetics*
  • Female
  • Humans
  • Iodine Radioisotopes / pharmacokinetics
  • MAP Kinase Signaling System / drug effects
  • Mice
  • Mice, Nude
  • Parathyroid Glands / metabolism
  • Parathyroid Glands / surgery
  • Receptors, Calcium-Sensing / antagonists & inhibitors*
  • Receptors, Calcium-Sensing / metabolism*
  • Thyroid Neoplasms / metabolism*
  • Thyroid Neoplasms / pathology*
  • Thyroid Neoplasms / surgery
  • Xenograft Model Antitumor Assays

Substances

  • Benzamides
  • CASR protein, human
  • Cyclohexylamines
  • Iodine Radioisotopes
  • N(1)-(4-chlorobenzoyl)-N(2)-(1-(1-naphthyl)ethyl)-1,2-diaminocyclohexane
  • Receptors, Calcium-Sensing

Supplementary concepts

  • Thyroid cancer, medullary