Abstract
Delocalized lipophilic cations such as [18F]fluorobenzyltriphenylphosphonium ([18F]FBnTP) can accumulate in mitochondria and have been used in myocardial perfusion imaging (MPI). In this study, we established a simplified method for [18F]FBnTP synthesis using triphenylphosphine hydrobromide (PPh3•HBr) without preparing an intermediate that contains benzyl bromide structure. Applying this new method, we synthesized and evaluated a novel 18F-labeled PEGylated BnTP derivative ([18F]FPEGBnTP). In vitro cellular uptake study demonstrated that [18F]FPEGBnTP accumulated in cells in proportion to the relative intensity of mitochondrial membrane potential. Biodistribution study revealed that the heart: Liver uptake ratio of [18F]FPEGBnTP (4.00 at 60 min) was superior to that of [18F]FBnTP (1.50 at 60 min). However, [18F]FPEGBnTP showed slow blood clearance and high radioactivity uptake in bone at 120-min post-injection. These results imply the possibility of [18F]FPEGBnTP being used as a MPI agent. However, there is a need of further structural optimization and flow-dependent uptake study. A 18F-PEGylated derivative of benzyltriphenylphosphonium ([18F]FPEGBnTP) was synthesized through the reaction of the 18F-PEGylated benzyl alcohol intermediate with triphenylphosphine hydrobromide. [18F]FPEGBnTP showed higher accumulation in the heart than the organs near the heart.
Original language | English |
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Pages (from-to) | 117-123 |
Number of pages | 7 |
Journal | Journal of Labelled Compounds and Radiopharmaceuticals |
Volume | 59 |
Issue number | 3 |
DOIs | |
Publication status | Published - 2016 Mar 1 |
Keywords
- DLCs
- FBnTP
- PET
- mitochondria
- positron emission tomography
ASJC Scopus subject areas
- Analytical Chemistry
- Biochemistry
- Radiology Nuclear Medicine and imaging
- Drug Discovery
- Spectroscopy
- Organic Chemistry