Synthesis and Evaluation of a Dimeric RGD Peptide as a Preliminary Study for Radiotheranostics with Radiohalogens

Molecules. 2021 Oct 10;26(20):6107. doi: 10.3390/molecules26206107.

Abstract

We recently developed 125I- and 211At-labeled monomer RGD peptides using a novel radiolabeling method. Both labeled peptides showed high accumulation in the tumor and exhibited similar biodistribution, demonstrating their usefulness for radiotheranostics. This study applied the labeling method to a dimer RGD peptide with the aim of gaining higher accumulation in tumor tissues based on improved affinity with αvβ3 integrin. We synthesized an iodine-introduced dimer RGD peptide, E[c(RGDfK)] (6), and an 125/131I-labeled dimer RGD peptide, E[c(RGDfK)]{[125/131I]c[RGDf(4-I)K]} ([125/131I]6), and evaluated them as a preliminary step to the synthesis of an 211At-labeled dimer RGD peptide. The affinity of 6 for αvβ3 integrin was higher than that of a monomer RGD peptide. In the biodistribution experiment at 4 h postinjection, the accumulation of [125I]6 (4.12 ± 0.42% ID/g) in the tumor was significantly increased compared with that of 125I-labeled monomer RGD peptide (2.93 ± 0.08% ID/g). Moreover, the accumulation of [125I]6 in the tumor was greatly inhibited by co-injection of an excess RGD peptide. However, a single injection of [131I]6 (11.1 MBq) did not inhibit tumor growth in tumor-bearing mice. We expect that the labeling method for targeted alpha therapy with 211At using a dimer RGD peptide could prove useful in future clinical applications.

Keywords: RGD peptide; alpha-particle; integrin; tumor.

Publication types

  • Evaluation Study

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Dimerization
  • Female
  • Glioblastoma / drug therapy*
  • Glioblastoma / metabolism
  • Glioblastoma / pathology
  • Humans
  • Integrin alphaVbeta3 / metabolism*
  • Iodine Radioisotopes / pharmacokinetics*
  • Isotope Labeling / methods*
  • Mice
  • Mice, Inbred BALB C
  • Mice, Nude
  • Oligopeptides / administration & dosage*
  • Oligopeptides / pharmacokinetics
  • Radiopharmaceuticals / pharmacokinetics*
  • Tissue Distribution
  • Xenograft Model Antitumor Assays

Substances

  • Integrin alphaVbeta3
  • Iodine Radioisotopes
  • Iodine-131
  • Oligopeptides
  • Radiopharmaceuticals
  • arginyl-glycyl-aspartic acid
  • Iodine-125