Synthesis and characterization of 7α-O-iodoallyl diprenorphine: A new ligand for potential spect imaging of opioid receptors
| Autor: | R. Guiraud, M. Bergon, R. F. Wang, J.A.M. Tafani, Jean-Marie Zajac, Y. Coulais, P. Tisnes |
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| Rok vydání: | 1995 |
| Předmět: |
Chemistry
Stereochemistry medicine.drug_class Narcotic antagonist Organic Chemistry Ligand (biochemistry) Biochemistry Chemical synthesis Analytical Chemistry Opioid receptor Spect imaging Drug Discovery Radioligand medicine Radiology Nuclear Medicine and imaging Receptor Diprenorphine Spectroscopy medicine.drug |
| Zdroj: | Journal of Labelled Compounds and Radiopharmaceuticals. 36:611-623 |
| ISSN: | 0362-4803 |
| DOI: | 10.1002/jlcr.2580360702 |
| Popis: | The preparation and synthesis of [ 125 I]7α-O-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 [ 125 I]7α-O-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 (K i =0.4 nM), so that this radioligand could be suitable for imaging opioid receptors in living humans by Single Photon Emission Computed Tomography (SPECT). |
| Databáze: | OpenAIRE |
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