Elucidation of the Intersystem Crossing Mechanism in a Helical BODIPY for Low-Dose Photodynamic Therapy
| Autor: | Zhijia Wang, Antonio Toffoletti, Ahmed M. El-Zohry, Yuxin Yan, Bernhard Dick, Gang Han, Jianzhang Zhao, Antonio Barbon, Omar F. Mohammed, Ling Huang |
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| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Boron Compounds
Materials science medicine.medical_treatment ddc:540 Quantum yield Photodynamic therapy 010402 general chemistry Photochemistry 01 natural sciences Catalysis chemistry.chemical_compound medicine Photosensitizer Triplet state Research Articles Intersystem Crossing twisted π-systems Photosensitizing Agents Dose-Response Relationship Drug Molecular Structure 010405 organic chemistry Electron Spin Resonance Spectroscopy photosensitizers General Chemistry General Medicine 0104 chemical sciences bodipy intersystem crossing photodynamic therapy photosensitizers twisted π-systems Intersystem crossing photodynamic therapy Photochemotherapy Helicene chemistry Excited state 540 Chemie Quantum Theory bodipy BODIPY Research Article |
| Zdroj: | Angewandte Chemie (International Ed. in English) |
| Popis: | Intersystem crossing (ISC) of triplet photosensitizers is a vital process for fundamental photochemistry and photodynamic therapy (PDT). Herein, we report the co‐existence of efficient ISC and long triplet excited lifetime in a heavy atom‐free bodipy helicene molecule. Via theoretical computation and time‐resolved EPR spectroscopy, we confirmed that the ISC of the bodipy results from its twisted molecular structure and reduced symmetry. The twisted bodipy shows intense long wavelength absorption (ϵ=1.76×105 m −1 cm−1 at 630 nm), satisfactory triplet quantum yield (ΦT=52 %), and long‐lived triplet state (τ T=492 μs), leading to unprecedented performance as a triplet photosensitizer for PDT. Moreover, nanoparticles constructed with such helical bodipy show efficient PDT‐mediated antitumor immunity amplification with an ultra‐low dose (0.25 μg kg−1), which is several hundred times lower than that of the existing PDT reagents. PDT with a twist: The intersystem crossing (ISC) mechanism of a heavy atom‐free helical bodipy derivative was elucidated. Due to the intense absorption at long wavelengths (ϵ=1.76×105 m −1 cm−1 at 630 nm), satisfactory triplet quantum yield (ΦT=52 %), and long‐lived triplet state (τ T=492 μs), a record low‐dose photodynamic therapy (PDT)‐augmented immunotherapy was achieved. |
| Databáze: | OpenAIRE |
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