In 2004, we synthesised a meso-tetrafluorenyl porphyrin (TFP), with a remarkable high fluorescent quantum yield (24%), compared to the reference meso-tetraphenylporphyrin (TPP), demonstrating the capacity of the TFP core to enhance fluorescence.[1] After several round of optimization of the peripheral arms of these well-known oxygen-photosensitizers, we managed to improve their light-harvesting capabilities as two-photon absorbers without affecting their fluorescence quantum yield, providing access to new emissive photosensitizers for two-photon theranostics.[2] The last generation investigated in this process were star-like porphyrins featuring extended conjugated arms with multiple fluorenyl groups.[3] Their detailed photonic properties will be discussed and compared to these of previous generations, and some recent examples of the practical uses of such photosensitizers in two-photon PDT will be reported.[4]
References
[1] C. Paul-Roth, G. Williams, J. Letessier, G. Simonneaux Tetrahedron Lett. 2007, 48, 4317.
[2] a) Yao, D.; Hugues, V.; Blanchard-Desce, M.; Mongin, O.; Paul-Roth, C. O.; Paul, F. New J. Chem. 2015, 39, 7730; b) D. Yao, X. Zhang, O. Mongin, F. Paul and C. O. Paul-Roth, Chem. Eur. J. 2016, 22, 5583. c) D. Yao, X. Zhang, A. Triadon, N. Richy, O. Mongin, M. Blanchard-Desce, F. Paul and C. O. Paul-Roth, Chem. Eur. J. 2017, 23, 2635.
[3] a) L. Shi, Z. Sun, N. Rich, O. Mongin, M. Blanchard-Desce, F. Paul, C. O. Paul-Roth, Chem. Eur. J. 2024, 30, e202303243; b) L. Shi, S. Chi, V. Gorbunova, N. Richy, M. Blanchard-Desce, O. Mongin, F. Paul, C. O. Paul-Roth ChemPhotoChem 2025, 9, e202500086.
[4]. Shi, L.; Nguyen, C.; Daurat, M.; Richy, N.; Gary-Bobo, M.; Cammas-Marion, S.; Mongin, O.; Paul-Roth, C. O.; Paul, F., Cancers 2022, 14, 2358 (1-16).