| Title | Bioinspired Design of seco-Chlorin Photosensitizers to Overcome Phototoxic Effects in Photodynamic Therapy |
| Authors | Zhu, Mengliang Zhang, Hang Ran, Guangliu Yao, Yuhang Yang, Zi-Shu Ning, Yingying Yu, Yi Zhang, Ruijing Peng, Xin-Xin Wu, Jiahui Jiang, Zhifan Zhang, Wenkai Wang, Bing-Wu Gao, Song Zhang, Jun-Long |
| Affiliation | Peking Univ, Beijing Natl Lab Mol Sci, Coll Chem & Mol Engn, Beijing 100871, Peoples R China Beijing Normal Univ, Ctr Adv Quantum Studies, Dept Phys, Beijing 100875, Peoples R China Beijing Normal Univ, Appl Opt Beijing Area Major Lab, Beijing 100875, Peoples R China Chem & Chem Engn Guangdong Lab, Shantou 515031, Peoples R China South China Univ Technol, Spin X Inst & Guangdong Hong Kong Macao Joint Lab, Guangzhou 510641, Peoples R China |
| Keywords | SINGLET OXYGEN COMPLEXES DRUG PORPHYRAZINE LUMINESCENT CHALLENGES MECHANISM SPECTRA |
| Issue Date | May-2022 |
| Publisher | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION |
| Abstract | Photodynamic therapy (PDT) is a non-invasive treatment modality against a range of cancers and nonmalignant diseases, however one must be aware of the risk of causing phototoxic reactions after treatment. We herein report a bioinspired design of next-generation photosensitizers (PSs) that not only effectively produce ROS but undergo fast metabolism after treatment to overcome undesirable side effects. We constructed a series of beta-pyrrolic ring-opening seco-chlorins, termed beidaphyrin (BP), beidapholactone (BPL), and their zinc(II) derivatives (ZnBP and ZnBPL), featuring intense near-infrared absorption and effective O-2 photosensitization. Irradiation of ZnBPL led to a non-cytotoxic, metabolizable beidaphodiacetamide (ZnBPD) via in situ generated O-2(.-) but not O-1(2), as revealed by mechanistic studies including time-resolved absorption, kinetics, and isotope labeling. Furthermore, water-soluble ZnBPL showed an effective therapeutic outcome, fast metabolism, and negligible phototoxic reactions. |
| URI | http://hdl.handle.net/20.500.11897/642930 |
| ISSN | 1433-7851 |
| DOI | 10.1002/anie.202204330 |
| Indexed | SCI(E) |
| Appears in Collections: | å å¦ä¸ å å å·¥ç¨ å¦é ¢ |
