99mTc-labeled vasopressin peptide as a radiopharmaceutical for small-cell lung cancer (SCLC) diagnosis

J Med Chem. 2014 Jul 24;57(14):5986-94. doi: 10.1021/jm500272r. Epub 2014 Jul 8.

Abstract

The 99mTc-labeled conjugates of the vasopressin (AVP) peptide and of its analogue d(CH2)5[D-Tyr(Et2)-Ile4-Eda9]AVP (AVP(an)) have been synthesized using the technetium complexes with tetradentate tripodal chelator (the tris(2-mercaptoethyl)amine (NS3)) and the monodentate isocyanide ligand (CN-peptide). The conjugates exhibit high stability in the presence of 100 times the molar excess of standard amino acids cysteine or histidine and also satisfactory stability in human serum. The 99mTc(NS3)(CN-AVP) and 99mTc(NS3)(CN-AVP(an)) ability of binding to small-cell lung cancer (SCLC) cell line H69 was studied in vitro. The results suggest that the novel vasopressin conjugate 99mTc(NS3)(CN-AVP(an)) is a desirable compound for imaging oncogene receptors overexpressed in SCLC cells and can be an important basis for further consideration the conjugate as a potential diagnostic radiopharmaceutical for patients suffering from small-cell lung cancer.

MeSH terms

  • Animals
  • Carcinoma, Non-Small-Cell Lung / diagnosis*
  • Humans
  • Lung Neoplasms / diagnosis*
  • Molecular Conformation
  • Oligopeptides* / blood
  • Oligopeptides* / chemistry
  • Organometallic Compounds* / blood
  • Organometallic Compounds* / chemistry
  • Radiopharmaceuticals* / blood
  • Radiopharmaceuticals* / chemistry
  • Rats
  • Rhenium / blood
  • Rhenium / chemistry
  • Technetium* / blood
  • Technetium* / chemistry
  • Tumor Cells, Cultured
  • Vasopressins* / blood
  • Vasopressins* / chemistry

Substances

  • Oligopeptides
  • Organometallic Compounds
  • Radiopharmaceuticals
  • Vasopressins
  • Rhenium
  • Technetium