Biocompatible conjugated fluorenylporphyrins for two-photon photodynamic therapy and fluorescence imaging

• Published in: Chemical communications (Cambridge, England) Vol. 55; no. 81; pp. 12231 - 12234
• Main Authors: Shi, Limiao, Nguyen, Christophe, Daurat, Morgane, Dhieb, Abdelhamid Chiheb, Smirani, Wajda, Blanchard-Desce, Mireille, Gary-Bobo, Magali, Mongin, Olivier, Paul-Roth, Christine, Paul, Frédéric
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 08.10.2019; Royal Society of Chemistry
• Subjects: Biocompatibility; Biocompatible Materials - chemistry; Cell Membrane Permeability; Cell Survival - drug effects; Chemical Sciences; Chemistry; Chemistry, Multidisciplinary; Fluorenes - chemistry; Fluorescence; Humans; Infrared Rays; MCF-7 Cells; Medicinal Chemistry; Microscopy, Fluorescence, Multiphoton - methods; Molecular Structure; Optical Imaging - methods; Photochemotherapy - methods; Photodynamic therapy; Photon absorption; Photons; Photosensitizing Agents - chemistry; Physical Sciences; Polyethylene Glycols - chemistry; Porphyrins; Porphyrins - chemistry; Science & Technology; Singlet oxygen; Singlet Oxygen - chemistry; Structure-Activity Relationship; SINGLET-OXYGEN GENERATION; EXCITATION; PHOTOSENSITIZERS; ENHANCEMENT; PORPHYRINS; CORED DERIVATIVES; SENSITIZERS; DENDRIMERS; ABSORPTION; CROSS-SECTION
• ISSN: 1359-7345; 1364-548X
• DOI: 10.1039/c9cc05657b

The photophysical properties of a new series of fluorenyl porphyrins bearing water-solubilising oligoethyleneglycol chains are described. These biocompatible compounds present very good two-photon absorption and singlet oxygen generation properties, while retaining some fluorescence in water. After testing in vitro on breast cancer cells, some of them were shown to be efficient non-toxic two-photon photosensitisers allowing for fluorescence imaging, thus demonstrating their theranostic potential. Three new biocompatible porphyrin-based oxygen photosensitisers were tested in vitro on breast cancer cells via 2P-PDT: one of them, 66 times more active than H 2 TPP, gave quite promising results for theranostic applications.