Synthesis and in vitro binding properties of halogenated analogues of GBR as new dopamine uptake carrier ligands.
We present the original synthesis of two halogenated analogues of the diphenyl piperazine GBR, bromo-GBR and iodo-GBR, as new dopamine uptake carrier ligands. The derivatives were purified by HPLC and chemically characterized. Bromo-GBR and iodo-GBR and iodo-GBR are potent inhibitors of [3H]GBR 12935 binding to rat striatal membrane, with Ki values of 116 and 113 nM, respectively. We prepared iodo-GBR labeled with iodide-125 from the brominated derivative and concluded that [123I]iodo-GBR could be a potential tool to explore the in vivo dopamine uptake carrier.
Foulon
C
C
INSERM U 316, Tours, France.
Garreau
L
L
Chalon
S
S
Desplanches
G
G
Frangin
Y
Y
Besnard
J C
JC
Baulieu
J L
JL
Guilloteau
D
D
D000818:Animals; D001665:Binding Sites; D001921:Brain / Q000000981:diagnostic imaging / Q000378:metabolism; D001967:Bromine Radioisotopes; D004298:Dopamine / Q000378:metabolism*; D007457:Iodine Radioisotopes; D007553:Isotope Labeling; D008024:Ligands; D010879:Piperazines / Q000138:chemical synthesis* / Q000378:metabolism; D011877:Radionuclide Imaging; D051381:Rats
D001967:Bromine Radioisotopes; D007457:Iodine Radioisotopes; D008024:Ligands; D010879:Piperazines; C076872:4-iodo-GBR; C076874:4-bromo-GBR; D004298:Dopamine