Title: Synthesis of 18F-labelled 2-(4'-fluorophenyl)-1,3-benzothiazole and evaluation as amyloid imaging agent in comparison with [11C]PIB
Authors: Serdons, Kim ×
Verduyckt, Tom
Vanderghinste, Dominique
Cleynhens, Jan
Borghgraef, Peter
Vermaelen, Peter
Terwinghe, Christelle
Van Leuven, Freddy
Van Laere, Koen
Kung, H
Bormans, Guy
Verbruggen, Alfons #
Issue Date: Feb-2009
Publisher: Pergamon Press
Series Title: Bioorganic & Medicinal Chemistry Letters vol:19 issue:3 pages:602-605
Abstract: 2-(4'-[F-18]fluorophenyl)-1,3-benzothiazole was synthesized as a fluorine-18 labelled derivative of the Pittsburg Compound-B (PIB), which has known affinity for amyloid beta and promising characteristics as tracer for in vivo visualisation of amyloid deposits in patients suffering from Alzheimer's disease ( AD). Both the nitro-precursor 2-(4'-nitrophenyl)-1,3-benzothiazole and the non-radioactive reference compound were synthesized using a 1-step synthesis pathway. Labelling was achieved by direct aromatic nucleophilic substitution of the nitro-precursor using [F-18]fluoride by heating for 20 min at 150 degrees C and with a radiochemical yield of 38%. The reference compound showed high affinity for amyloid in an in vitro competition binding study using human AD brain homogenates (K-i = 9.0 nM) and fluorescence imaging of incubated transgenic APP mouse brain slices confirmed binding to amyloid plaques. A biodistribution study in normal mice showed a high brain uptake at 2 min pi (3.20% ID/g) followed by a fast washout (60 min pi: 0.21% ID/g). A dynamic mu PET study was performed in a transgenic APP and normal WT mouse, but, similar to [C-11] PIB, no difference was seen in tracer retention between both kind of mice. The new F-18-labelled 2-phenylbenzothiazole showed excellent preclinical characteristics comparable with those of the C-11-labelled PIB. (c) 2008 Elsevier Ltd. All rights reserved.
ISSN: 0960-894X
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Nuclear Medicine & Molecular Imaging
Associated Laboratories - miscellaneous (-)
Laboratory of Experimental Genetics and Transgenesis (-)
Radiopharmaceutical Research
Department of Human Genetics - miscellaneous
× corresponding author
# (joint) last author

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