Premium
Synthesis of ( E )‐N‐(3‐bromoprop‐2‐enyl)‐2β‐carbomethoxy‐3β‐(4′‐tolyl) nortropane (PE2Br) and radiolabelling of [ 76 Br]PE2Br: a potential ligand for exploration of the dopamine transporter by PET
Author(s) -
Helfenbein J.,
Emond P.,
Loc'h C.,
Bottlaender M.,
Ottaviani M.,
Guilloteau D.,
Mazière B.,
Frangin Y.,
Chalon S.
Publication year - 1999
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199906)42:6<581::aid-jlcr218>3.0.co;2-m
Subject(s) - chemistry , dopamine transporter , radiochemistry , yield (engineering) , peracetic acid , dopamine , in vivo , transporter , stereochemistry , biochemistry , medicine , materials science , metallurgy , gene , hydrogen peroxide , microbiology and biotechnology , biology
In order to study the dopamine transporter by PET, we prepared ( E )‐N‐(3‐bromoprop‐2‐enyl)‐2β‐carbomethoxy‐3β‐(4′‐tolyl) nortropane (PE2Br) and its radiobrominated analogue, PE2Br and [ 76 Br]PE2Br were synthesized by bromodestannylation of the tributylstannyl derivative using either N‐bromosuccinimide in THF or [ 76 Br]NHBr with peracetic acid as oxidant respectively. After purification by HPLC, [ 76 Br]PE2Br was obtained with a radiochemical yield of 80%, a radiochemical purity higher than 98% and a specific radioactivity of 20 MBq/nmol. Ex vivo autoradiographic studies in rats showed that 1 hour after i.v. injection of [ 76 Br]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 specific binding of [ 76 Br]PE2Br to the dopamine transporter. Copyright © 1999 John Wiley & Sons, Ltd.