Wang Yanping, Mu Tong, Li Xuewei, Zheng Xiuli, Sha Jie, Yu Zhe, Qin Yuanyuan, Ren Haohui, Wang Ying, Liu Weimin, Wang Pengfei
Key Laboratory of Photochemical Conversion and Optoelectronic Materials & CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China; School of Future Technology, University of Chinese Academy of Sciences, Beijing 100049, PR China.
Key Laboratory of Photochemical Conversion and Optoelectronic Materials & CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China; School of Future Technology, University of Chinese Academy of Sciences, Beijing 100049, PR China.
J Photochem Photobiol B. 2025 Aug;269:113189. doi: 10.1016/j.jphotobiol.2025.113189. Epub 2025 Jun 1.
The development of effective approaches to design type-I photosensitizers is of great importance due to their less oxygen content dependency. In this work, we report a simple strategy for the preparation of type-I photosensitizer (CNOH) by introducing two hydroxyl groups into the type-II photosensitizer (CN). Hydroxyl is not only an electron-donating group but can also form hydrogen bonds, affecting the energy levels and polarity of the photosensitizer. The results indicated that the small ΔE and substantial reduction potential of CNOH might facilitate electron transfer to generate superoxide anions through type I process. Additionally, compared with the dual organelle-targeted photosensitizer CN, CNOH only exhibited endoplasmic reticulum targeting due to the weaker lipophilicity of CNOH. Under hypoxic conditions, CNOH showed stronger phototoxicity to tumor cells than CN, making it more suitable for PDT in hypoxic tumors. This provides a new direction for the design of type I photosensitizers.
由于I型光敏剂对氧含量的依赖性较小，开发有效的I型光敏剂设计方法具有重要意义。在这项工作中，我们报告了一种通过将两个羟基引入II型光敏剂（CN）来制备I型光敏剂（CNOH）的简单策略。羟基不仅是一个供电子基团，还能形成氢键，影响光敏剂的能级和极性。结果表明，CNOH的小ΔE和显著的还原电位可能有助于通过I型过程进行电子转移以产生超氧阴离子。此外，与双细胞器靶向光敏剂CN相比，由于CNOH的亲脂性较弱，CNOH仅表现出内质网靶向性。在缺氧条件下，CNOH对肿瘤细胞的光毒性比CN更强，使其更适合用于缺氧肿瘤的光动力治疗。这为I型光敏剂的设计提供了新的方向。
