Isostructural folate conjugates radiolabeled with the matched pair 99mTc/188Re: a potential strategy for diagnosis and therapy of folate receptor-positive tumors

Nucl Med Biol. 2007 Aug;34(6):595-601. doi: 10.1016/j.nucmedbio.2007.05.011.

Abstract

(99m)Tc-technetium ((99m)Tc) and (188)Re-rhenium ((188)Re) represent an interesting pair of radionuclides for diagnosis and therapy. The aim of this study was to synthesize and characterize in vitro/in vivo the first (188)Re-folate derivative [(188)Re(CO)(3)-picolylamine monoacetic acid 188/Re-OANA-folate (2)] for potential targeted radionuclide therapy of FR-positive tumors. The data were compared with those of the isostructural (99m)Tc-analog [(99m)Tc-PAMA folate (1)] reported previously.

Methods: In vitro stability of compound 2 was tested in phosphate-buffered saline and human plasma. Cell binding experiments were performed with FR-positive human KB cells. Biodistribution was assessed in female nude mice, bearing KB tumor xenografts.

Results: Cell binding experiments showed high and FR-specific uptake. In vivo, compound 2 accumulated specifically in the FR-positive tumors with maximal values 4 h post injection (p.i.) ['2: 1.87+/-0.04 percent injected dose per gram of weight tissue (% ID/g) vs. '1: 2.33+/-0.36% ID/g]. Unfavorably high retention of radioactivity was found in FR-positive kidneys (12.04+/-0.62% ID/g; 4 h p.i.). Tumor-to-blood ratio of radioactivity ('2: 14.5+/-1.32, 4 h p.i.) was lower than for compound '1 (58.0+/-12.2, 4 h p.i.), whereas tumor-to-kidney ratios were in the same range ('2: 0.15+/-0.01 vs. '1: 0.13+/-0.02, 4 h p.i.). Preadministration of the antifolate pemetrexed significantly improved the tumor-to-kidney ratio (2: 1.59+/-0.30, 4 h p.i.).

Conclusions: The isostructural radiofolates 1 and '2 displayed almost identical pharmacokinetic profiles and accumulated both specifically in FR-positive tumors. However, only the coapplication of the antifolate pemetrexed improved the biodistribution of the radiotracers in such ways that a potential therapeutic application of compound '2 can be envisaged in the future.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / pharmacokinetics
  • Antineoplastic Agents / therapeutic use
  • Buffers
  • Carrier Proteins / metabolism*
  • Female
  • Folate Receptors, GPI-Anchored
  • Folic Acid / chemistry*
  • Folic Acid Antagonists / pharmacokinetics
  • Folic Acid Antagonists / therapeutic use
  • Glutamates / pharmacokinetics
  • Glutamates / therapeutic use
  • Guanine / analogs & derivatives
  • Guanine / pharmacokinetics
  • Guanine / therapeutic use
  • Humans
  • Isotope Labeling
  • KB Cells
  • Kidney / metabolism
  • Mice
  • Mice, Nude
  • Neoplasm Transplantation
  • Neoplasms / drug therapy*
  • Neoplasms / metabolism*
  • Pemetrexed
  • Phosphates / chemistry
  • Radioisotopes
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / chemistry*
  • Radiopharmaceuticals / pharmacokinetics
  • Receptors, Cell Surface / metabolism*
  • Rhenium / chemistry*
  • Technetium / chemistry*
  • Tissue Distribution

Substances

  • Antineoplastic Agents
  • Buffers
  • Carrier Proteins
  • Folate Receptors, GPI-Anchored
  • Folic Acid Antagonists
  • Glutamates
  • Phosphates
  • Radioisotopes
  • Radiopharmaceuticals
  • Receptors, Cell Surface
  • Pemetrexed
  • Guanine
  • Rhenium
  • Technetium
  • Folic Acid