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Synthesis and biological evaluation of an 18fluorine-labeled COX inhibitor - [18F]fluorooctyl fenbufen amide - For imaging of brain tumors
Journal article   Open access   Peer reviewed

Synthesis and biological evaluation of an 18fluorine-labeled COX inhibitor - [18F]fluorooctyl fenbufen amide - For imaging of brain tumors

Ying-Cheng Huang, Yu-Chia Chang, Chun-Nan Yeh and Chung-Shan Yu
Molecules, Vol.21(3), 387
01/03/2016

Abstract

Cyclooxygenase Inflammation Molecular imaging NSAIDs
Molecular imaging of brain tumors remains a great challenge, despite the advances made in imaging technology. An anti-inflammatory compound may be a useful tool for this purpose because there is evidence of inflammatory processes in brain tumor micro-environments. Fluorooctylfenbufen amide (FOFA) was prepared from 8-chlorooctanol via treatment with potassium phthalimide, tosylation with Ts 2 O, fluorination with KF under phase transfer catalyzed conditions, deprotection using aqueous hydrazine, and coupling with fenbufen. The corresponding radiofluoro product [ 18 F]FOFA, had a final radiochemical yield of 2.81 mCi and was prepared from activated [ 18 F]F - (212 mCi) via HPLC purification and concentration. The radiochemical purity was determined to be 99%, and the specific activity was shown to exceed 22 GBq/μmol (EOS) based on decay-corrected calculations. Ex-vivo analysis of [ 18 F]FOFA in plasma using HPLC showed that the agent had a half-life of 15 min. PET scanning showed significant accumulation of [ 18 F]FOFA over tumor loci with reasonable contrast in C6-glioma bearing rats. These results suggest that this molecule is a promising agent for the visualization of brain tumors. Further investigations should focus on tumor micro-environments.
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https://doi.org/10.3390/molecules21030387View
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