Synthesis of fluorine-18-labeled ciprofloxacin for PET studies in humans.
Ciprofloxacin (1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-quinoline-3-carboxylic acid), a widely-prescribed antibiotic, was labeled with fluorine-18 with the aim to perform positron emission tomography studies in humans for pharmacokinetic measurements. Due to a lack of chemical activation of ciprofloxacin for a direct nucleophilic exchange reaction a novel two-step synthetic approach, which employed an activated 6-fluoro-7-chloro substituted precursor molecule, was developed. The radiosynthesis yielded, starting from 52.5 +/- 11.3 GBq of [(18)F]fluoride, 1.3 +/- 0.6 GBq (n = 13) [(18)F]ciprofloxacin ready for intravenous administration in about 130 min synthesis time. A series of analytical tests was performed in order to prove the identity of the radiolabeled compound and its suitability for human applications.
Department of Clinical Pharmacology, Division of Clinical Pharmacokinetics, Vienna University Medical School, Vienna, Austria. Claus.Oliver.Langer@univie.ac.at
Oliver
O
Langer
Markus
M
Mitterhauser
Martin
M
Brunner
Markus
M
Zeitlinger
Wolfgang
W
Wadsak
Bernhard X
BX
Mayer
Kurt
K
Kletter
Markus
M
Müller
D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000493:pharmacokinetics; D002851:Chromatography, High Pressure Liquid; D002939:Ciprofloxacin / Q000138:chemical synthesis* / Q000493:pharmacokinetics; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D019275:Radiopharmaceuticals / Q000138:chemical synthesis / Q000493:pharmacokinetics; D014018:Tissue Distribution; D014055:Tomography, Emission-Computed
D000890:Anti-Infective Agents; D019275:Radiopharmaceuticals; D002939:Ciprofloxacin