Mitochondria-targeted cationic porphyrin-triphenylamine hybrids for enhanced two-photon photodynamic therapy
| Autor: | Florent Poyer, Laura Fourmois, Philippe Maillard, Marie-Paule Teulade-Fichou, Guillaume Garcia, Su Chen, Fabien Hammerer, Florence Mahuteau-Betzer |
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| Rok vydání: | 2018 |
| Předmět: |
Porphyrins
Biocompatibility medicine.medical_treatment Clinical Biochemistry Pharmaceutical Science Quantum yield Photodynamic therapy 02 engineering and technology 010402 general chemistry Photochemistry Triphenylamine 01 natural sciences Biochemistry Two-photon absorption Structure-Activity Relationship chemistry.chemical_compound Cations Drug Discovery Tumor Cells Cultured medicine Humans Molecular Biology Photons Aniline Compounds Photosensitizing Agents Cell Death Dose-Response Relationship Drug Molecular Structure Chemistry Singlet oxygen Organic Chemistry Cationic polymerization 021001 nanoscience & nanotechnology Porphyrin Mitochondria 0104 chemical sciences Photochemotherapy Biophysics Molecular Medicine 0210 nano-technology HT29 Cells |
| Zdroj: | Bioorganic & Medicinal Chemistry. 26:107-118 |
| ISSN: | 0968-0896 |
| Popis: | The proof of concept for two-photon activated photodynamic therapy has already been achieved for cancer treatment but the efficiency of this approach still heavily relies on the availability of photosensitizers combining high two-photon absorption and biocompatibility. In this line we recently reported on a series of porphyrin-triphenylamine hybrids which exhibit high singlet oxygen production quantum yield as well as high two-photon absorption cross-sections but with a very poor cellular internalization. We present herein new photosensitizers of the same porphyrin-triphenylamine hybrid series but bearing cationic charges which led to strongly enhanced water solubility and thus cellular penetration. In addition the new compounds have been found localized in mitochondria that are preferential target organelles for photodynamic therapy. Altogether the strongly improved properties of the new series combined with their specific mitochondrial localization lead to a significantly enhanced two-photon activated photodynamic therapy efficiency. |
| Databáze: | OpenAIRE |
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