An Improved Synthesis of N-(4-[18F]Fluorobenzoyl)-Interleukin-2 for the Preclinical PET Imaging of Tumour-Infiltrating T-cells in CT26 and MC38 Colon Cancer Models

Molecules. 2021 Mar 19;26(6):1728. doi: 10.3390/molecules26061728.

Abstract

Positron emission tomography (PET) imaging of activated T-cells with N-(4-[18F]fluorobenzoyl)-interleukin-2 ([18F]FB-IL-2) may be a promising tool for patient management to aid in the assessment of clinical responses to immune therapeutics. Unfortunately, existing radiosynthetic methods are very low yielding due to complex and time-consuming chemical processes. Herein, we report an improved method for the synthesis of [18F]FB-IL-2, which reduces synthesis time and improves radiochemical yield. With this optimized approach, [18F]FB-IL-2 was prepared with a non-decay-corrected radiochemical yield of 3.8 ± 0.7% from [18F]fluoride, 3.8 times higher than previously reported methods. In vitro experiments showed that the radiotracer was stable with good radiochemical purity (>95%), confirmed its identity and showed preferential binding to activated mouse peripheral blood mononuclear cells. Dynamic PET imaging and ex vivo biodistribution studies in naïve Balb/c mice showed organ distribution and kinetics comparable to earlier published data on [18F]FB-IL-2. Significant improvements in the radiochemical manufacture of [18F]FB-IL-2 facilitates access to this promising PET imaging radiopharmaceutical, which may, in turn, provide useful insights into different tumour phenotypes and a greater understanding of the cellular nature and differential immune microenvironments that are critical to understand and develop new treatments for cancers.

Keywords: Interleukin-2 (IL-2); Scintomics GRP™ module; T-cells; [18F]FB-IL-2; [18F]SFB; murine colon adenocarcinoma (MC38 and CT26) syngeneic models; positron emission tomography (PET) imaging; protein conjugation reaction.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Colonic Neoplasms* / diagnostic imaging
  • Colonic Neoplasms* / metabolism
  • Colonic Neoplasms* / pathology
  • Interleukin-2* / chemistry
  • Interleukin-2* / pharmacology
  • Lymphocytes, Tumor-Infiltrating / metabolism*
  • Lymphocytes, Tumor-Infiltrating / pathology
  • Mice
  • Mice, Inbred BALB C
  • Neoplasms, Experimental* / diagnostic imaging
  • Neoplasms, Experimental* / metabolism
  • Positron-Emission Tomography*
  • Radiopharmaceuticals* / chemistry
  • Radiopharmaceuticals* / pharmacology
  • T-Lymphocytes / metabolism*
  • T-Lymphocytes / pathology
  • Tumor Microenvironment / drug effects

Substances

  • Interleukin-2
  • Radiopharmaceuticals