[18F]Fluoropyruvate: radiosynthesis and initial biological evaluation. (23rd January 2014)

• Record Type: Journal Article
• Authors: Graham, Keith; Müller, Andre; Lehmann, Lutz; Koglin, Norman; Dinkelborg, Ludger; Siebeneicher, Holger
• Is Part Of: Journal of labelled compounds & radiopharmaceuticals. Volume 57:Number 3(2014)
• Page Start: 164
• Page End: 171
• Publication Date: 2014-01-23
• Subjects: Tracers (Chemistry) -- Periodicals; Radiopharmaceuticals -- Periodicals; 615.8424
• DOI: 10.1002/jlcr.3183
• Languages: English
• ISSNs: 0362-4803

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>The radiosynthesis of [¹⁸F]fluoropyruvate was investigated using numerous precursors were synthesized from ethyl 2, 2‐diethoxy‐3‐hydroxypropanoate (5) containing different leaving groups: mesylate, tosylate, triflate, and nonaflate. These precursors were evaluated for [¹⁸F]fluoride incorporation with triflate being superior. The subsequent hydrolysis step was investigated, and an acidic hydrolysis was optimized. After establishing suitable purification and formulation methods, the [¹⁸F]fluoropyruvate could be isolated in ca. 50% d.c. yield. The [¹⁸F]fluoropyruvate was evaluated <italic>in vitro</italic> for its uptake into tumor cells using adenocarcinomic human alveolar basal epithelial cells (A549) and unfortunately showed an uptake of approximately 0.1% of the applied dose per 100, 000 cells after 30 min. Initial pharmacokinetic properties were assessed <italic>in vivo</italic> using nude mice showed a high degree of bone uptake from defluorination, which will limit its potential as an imaging agent for metabolic processes. Copyright © 2014 John Wiley &amp; Sons, Ltd.</p> </abstract>