Cannabinoid-Inspired Fluorescent Boroisoquinolines for CB1 Receptor Imaging

Szepesi Kovács, Dénes and Nierner, Csilla and Szepesi Kovács, Bettina and Lehotzky, Attila and Szűcs, Edina and Tóth, András Dávid and Kiss, Dóra Judit and Hunyady, László and Keserű, György Miklós and Ábrányi-Balogh, Péter (2026) Cannabinoid-Inspired Fluorescent Boroisoquinolines for CB1 Receptor Imaging. CHEMPHOTOCHEM, 10 (9). No. e70275. ISSN 2367-0932

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Abstract

N,N- and N,O-bidentate organic difluoroboron fluorophores can be developed from natural and synthetic molecules. We report here the multistep synthesis and characterization of fluorescent boroisoquinolines as N,O-bidentate-BF2-complexes, structurally similar to cannabinoids. These compounds were envisaged to be CB1 ligands with intrinsic fluorescence that enables their use in receptor imaging without the need for an additional fluorophore. Binding and functional activity of the most promising boroisoquinoline was confirmed on CB1 receptors. This compound labeled CB1 receptors effectively in live cells allowing confocal imaging. These features nominate this compound as a new intrinsically fluorescent probe for CB1 receptor.

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