High-Contrast and Fast-Removable 19 F-MRI Labels with Perfluoro-tert-Butyl Substituents

• Published in: ChemMedChem Vol. 18; no. 18; p. e202300239
• Main Authors: Gervits, Lev L, Sigan, Andrey L, Markova, Alina A, Gulyaev, Mikhail V, Pavlova, Olga S, Ozhiganov, Ratislav M, Pirogov, Yury A
• Format: Journal Article
• Language: English
• Published: Germany 15.09.2023
• Subjects: perfluoro-tert-butyl groups; 19F-MRI label; NMR spectroscopy; Fluorine; 19F MRI
• ISSN: 1860-7179; 1860-7187
• DOI: 10.1002/cmdc.202300239

F MRI is a unique technique for tracking and quantifying the indicator ( F-MRI label) in vivo without the use of ionizing radiation. Here we report new F-MRI labels, which are compounds with perfluoro-tert-butyl groups: 1,2-bis(perfluoro-tert-butoxy)ethane (C F H O ) and 1,3-bis(perfluoro-tert-butyl)propane (C F H ). Both substances contain 18 equivalent F atoms, constituting 68.67 % and 71.25 % of the molecule, respectively. The emulsions with F molecules were prepared and used in F MRI studies in laboratory rats in vivo. The substances demonstrated high contrast properties, good biological inertness and the ability to be rapidly eliminated from the body. We showed that at a dose of 0.34 mg/g of body weight in rats, the time for complete elimination of C F H O and C F H is ∼30 days. The results turned out to be promising for the use of the presented compounds in F MRI applications, especially since they are quite easy to synthesize.