Radiochemical synthesis of [123I]2-iodo-lisuride for dopamine D2-receptor studies

Nucl Med Biol. 1996 Apr;23(3):373-6. doi: 10.1016/0969-8051(96)00018-2.

Abstract

By variation of reaction parameters iodination of 3-(9,10-didehydro-6-methyl-8 alpha-ergolinyl)-1,1-diethylurea (lisuride) was performed with the radiohalogen [123I]iodine (t1/2 = 13.3 h). For comparative experiments and stability studies the beta(-)-emitting radioisotope [131I]iodine (t1/2 = 8.04 d) was also used. Reaction occurs at the activated position 2 of the molecule, thus leading to [123I]3-(9,10-didehydro-2-iodo-6-methyl-8 alpha-ergolinyl)-1,1-diethylurea ([123I]2-iodo-lisuride, [123I]ILIS) or the analogous [131I]iodine-labeled compound, respectively. Electrophilic radioactive species were generated by oxidation of no-carrier-added (n.c.a.) iodide with IODOGEN (1,3,4,6-tetrachloro-3 alpha,6 alpha-diphenylglycouril) fixed on the glass wall of the reaction vial prior to iodination. After optimization of reaction parameters [123I]2-iodo-lisuride after HPLC-purification was obtained with radiochemical yields of 70 +/- 5% and a radiochemical purity of > 97%. In n.c.a. syntheses, specific activities of the product were in the range between 4440 and 7400 GBq/mumol (120-200 Ci/mumol) corresponding to 50-85% of the theoretical value.

MeSH terms

  • Cyclotrons
  • Drug Stability
  • Iodine Radioisotopes*
  • Isotope Labeling / methods
  • Lisuride / analogs & derivatives*
  • Lisuride / chemical synthesis
  • Lisuride / metabolism
  • Receptors, Dopamine D2 / analysis
  • Receptors, Dopamine D2 / metabolism*
  • Urea / analogs & derivatives

Substances

  • Iodine Radioisotopes
  • Receptors, Dopamine D2
  • iodolisuride
  • 1,3,4,6-tetrachloro-3 alpha,6 alpha-diphenylglycoluril
  • Urea
  • Lisuride