Giant star-shaped porphyrins designed for photodynamic therapy

A new family of star like conjugated porphyrins with fluorenyl arms has been synthesized. Their impressive luminescence properties are discussed in the frame of two-photon-induced theranostics.
Giant star-shaped porphyrins designed for photodynamic therapy

In the continuation of previous studies on porphyrins featuring 2,7-fluorene units at their periphery, the effect of changing the peripheral dendritic arms for linear arms on their oxygen-photosensitizing ability, their fluorescence and their two-photon absorption (2PA) properties is now analyzed. Thus, starburst porphyrins possessing up to twenty conjugated fluorenyl units were isolated and studied. While the linear optical properties of these porphyrins were only slightly improved compared to those of their dendrimer analogues for photodynamic therapy (PDT) or fluorescence imaging, their 2PA cross-sections were much more significantly boosted, evidencing the key role played by different structures on nonlinear optical properties.

Finally, by comparison with other porphyrin-based two-photon photosensitizers reported in the literature, we show that these new “semi-disconnected” starburst systems exhibit a remarkable trade-off between intrinsic 2PA, fluorescence and oxygen photosensitization.


Reference

  • Giant Star-shaped meso-substituted Fluorescent Porphyrins with Fluorenyl-containing Arms Designed for Two-photon Oxygen Photosensitization
    Limiao Shi, Zhipeng Sun, Nicolas Richy, Mireille Blanchard-Desce,  Olivier Mongin, Frédéric Paul, Christine O. Paul-Roth
    Chem. Eur. J., 2024, https://doi.org/10.1002/chem.202303243


Contact

  • Christine Paul-Roth, Univ Rennes, INSA Rennes, CNRS, ISCR-UMR 6226, 35000 Rennes, France
    christine [dot] paulatinsa-rennes [dot] fr

 

Published February 9, 2024