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

• Published in: ChemMedChem 2023-09, Vol.18 (18), p.e202300239-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: Article
• Language: English
• ISSN: 1860-7179; 1860-7187
• DOI: 10.1002/cmdc.202300239

19 F MRI is a unique technique for tracking and quantifying the indicator ( 19 F‐MRI label) in vivo without the use of ionizing radiation. Here we report new 19 F‐MRI labels, which are compounds with perfluoro‐ tert‐ butyl groups: 1,2‐bis(perfluoro‐ tert‐ butoxy)ethane (C 10 F 18 H 4 O 2 ) and 1,3‐bis(perfluoro‐ tert‐ butyl)propane (C 11 F 18 H 6 ). Both substances contain 18 equivalent 19 F atoms, constituting 68.67 % and 71.25 % of the molecule, respectively. The emulsions with 19 F molecules were prepared and used in 19 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 10 F 18 H 4 O 2 and C 11 F 18 H 6 is ∼30 days. The results turned out to be promising for the use of the presented compounds in 19 F MRI applications, especially since they are quite easy to synthesize.