Synthesis and characterization of 7α-O-iodoallyl diprenorphine: a new ligand for potential SPECT imaging of optioid receptors
Creators
- 1. Fujian Medical Univ., Fuzhou (China). Dept. of Nuclear Medicine
- 2. Faculte de Medicine, Toulouse (France). Lab. d'Imagerie Morphologique et Fonctionnelle
- 3. Toulouse-3 Univ., 31 (France). Lab. de Synthese et de Physico-Chimie Organique
- 4. Centre National de la Recherche Scientifique (CNRS), 31 - Toulouse (France)
Description
The preparation and synthesis of [125I]7α-0-iodoallyl diprenorphine, a high affinity opioid receptor antagonist, is described using a versatile vinylstannane as prosthetic group for radioiodination at the tertiary alcohol group in the 7α-side chain. Radioiododestannylation with selective conditions in one step occurs under mild, no-carrier-added-conditions to give the corresponding [125I]7α-0-iodoallyl diprenorphine analogue in good radiolabelled yields (70-90%) with specific radioactivity 80 TBq/mmol (2200 Ci/mmol) and radiochemical purity >95%. Iodoallyl diprenorphine exhibited in vitro a very high affinity (Ki=0.4 nM), so that this radioligand could be suitable for imaging opioid receptors in living humans by Single Photon Emission Computed Tomography (SPECT). (author)
Additional details
Publishing Information
- Journal Title
- Journal of Labelled Compounds and Radiopharmaceuticals
- Journal Volume
- 36
- Journal Issue
- 7
- Journal Page Range
- p. 611-623.
- ISSN
- 0362-4803
- CODEN
- JLCRD4
INIS
- Country of Publication
- United Kingdom
- Country of Input or Organization
- United Kingdom
- INIS RN
- 27010133
- Subject category
- S38: RADIATION CHEMISTRY, RADIOCHEMISTRY AND NUCLEAR CHEMISTRY;
- Descriptors DEI
- CHEMICAL PREPARATION; IODINE 125; LABELLING; LIGANDS; NARCOTICS; RADIOPHARMACEUTICALS; RECEPTORS; SINGLE PHOTON EMISSION COMPUTED TOMOGRAPHY; TRACER TECHNIQUES
- Descriptors DEC
- BETA DECAY RADIOISOTOPES; CENTRAL NERVOUS SYSTEM AGENTS; CENTRAL NERVOUS SYSTEM DEPRESSANTS; COMPUTERIZED TOMOGRAPHY; DAYS LIVING RADIOISOTOPES; DRUGS; ELECTRON CAPTURE RADIOISOTOPES; EMISSION COMPUTED TOMOGRAPHY; INTERMEDIATE MASS NUCLEI; INTERNAL CONVERSION RADIOISOTOPES; IODINE ISOTOPES; ISOTOPE APPLICATIONS; ISOTOPES; LABELLED COMPOUNDS; MATERIALS; NUCLEI; ODD-EVEN NUCLEI; RADIOACTIVE MATERIALS; RADIOISOTOPES; SYNTHESIS; TOMOGRAPHY