Journal article

Automated synthesis of F-18 radiolabelled indole containing Oncrasin-like molecules; a comparison of iodonium salts and boronic ester chemistry

Alexander F McDonald, Yit Wooi Goh, Jonathan M White, Andrew M Scott, Uwe Ackermann

EJNMMI RADIOPHARMACY AND CHEMISTRY | SPRINGERNATURE | Published : 2020

Abstract

BACKGROUND: Oncrasin-1 is a small molecule which was identified from a screen of KRAS mutant cancer cells and has shown specificity for KRAS mutant cell killing. We aimed to develop a radiolabelled form of Oncrasin-1 to enable in-vivo imaging of mutant KRAS expression in malignant tumours. This work outlines the synthesis of 3 fluorinated derivatives and development of iodonium salt and boronic ester precursors for radiolabelling with the 18F isotope. RESULTS: In our hands, synthesis of iodonium salts were not easily accessible due to the 3-carbaldehyde indole structure being preferentially oxidized by conditions required for iodonium salt formation, rather than benzyl iodide. Synthesis and ..

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