Synthesis of (E)-N-(3-bromoprop-2-enyl)-2 beta-carbomethoxy-3 beta-(4 '-tolyl) nortropane (PE2Br) and radiolabelling of [Br-76]PE2Br: A potential ligand for exploration of the dopamine transporter by PET.

Authors
Helfenbein, J Emond, P Loc'h, C Bottlaender, M Ottaviani, M Guilloteau, D Maziere, B Frangin, Y Chalon, S
Citation
J. Helfenbein et al., Synthesis of (E)-N-(3-bromoprop-2-enyl)-2 beta-carbomethoxy-3 beta-(4 '-tolyl) nortropane (PE2Br) and radiolabelling of [Br-76]PE2Br: A potential ligand for exploration of the dopamine transporter by PET., J LABEL C R, 42(6), 1999, pp. 581-588
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS
ISSN journal
03624803 → ACNP
Volume
42
Issue
6
Year of publication
1999
Pages
581 - 588
Database
ISI
SICI code
0362-4803(199906)42:6<581:SO(BB'>2.0.ZU;2-5
Abstract
In order to study the dopamine transporter by PET, we prepared (E)-N-(3-bro moprop-2-enyl)-2 beta-carbomethoxy-3 beta-(4'-tolyl) nortropane (PE2Br) and its radiobrominated analogue. PE2Br and [Br-76]PE2Br were synthesized by b romodestannylation of the tributylstannyl derivative using either N-bromosu ccinimide in THF or [Br-76]NH4Br with peracetic acid as oxidant respectivel y. After purification by HPLC, [Br-76]PE2Br was obtained with a radiochemic al yield of 80%, a radiochemical purity higher than 98% and a specific radi oactivity of 20 MBq/nmol. Ex vivo autoradiographic studies in rats showed t hat 1 hour after i.v, injection of [Br-76]PE2Br the highest accumulation in the brain was observed in the striata whereas no accumulation was observed in any other brain region. These results can be interpreted in terms of sp ecific binding of [Br-76]PE2Br to the dopamine transporter.