Synthesis and in vivo evaluation of [11C]MPTQ: A potential PET tracer for alpha2A-adrenergic receptors
| Autor: | J. John Mann, Matthew S. Milak, Lyudmila Savenkova, Pratap Mali, Ramin V. Parsey, J.S. Dileep Kumar, Vattoly J. Majo, Jaya Prabhakaran |
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| Rok vydání: | 2010 |
| Předmět: |
Stereochemistry
Clinical Biochemistry Pharmaceutical Science Methylation Biochemistry Chemical synthesis chemistry.chemical_compound Receptors Adrenergic alpha-2 In vivo Drug Discovery Animals Tissue Distribution Carbon Radioisotopes Receptor Molecular Biology Chemistry Organic Chemistry Radiochemistry Quinoline Radiosynthesis Brain Total synthesis Isoxazoles Desmethyl Blood-Brain Barrier Benzaldehydes Isotope Labeling Quinolines Molecular Medicine Specific activity Radiopharmaceuticals Papio |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 20:3654-3657 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2010.04.099 |
| Popis: | Radiosynthesis and in vivo evaluation of [N-methyl-11C] 5-methyl-3-[4-(3-phenylallyl)-piperazin-1-ylmethyl]-3,3a,4,5-tetrahydroisoxazolo[4,3-c]quinoline (1), a potential PET tracer for alpha2-adrenergic receptors is described. Syntheses of nonradioactive standard 1 and corresponding desmethyl precursor 2 were achieved from 2-aminobenzaldehyde in 40% and 65% yields, respectively. Methylation using [11C]CH3I in presence of aqueous potassium hydroxide in DMSO afforded [11C]1 in 25% yield (EOS) with >99% chemical and radiochemical purities with a specific activity ranged from 3–4 Ci/μmol (n = 6). The total synthesis time was 30 min from EOB. PET studies in anesthetized baboon show that [11C]1 penetrates BBB and accumulates in alpha2A-AR enriched brain areas. |
| Databáze: | OpenAIRE |
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