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吡啶取代的四苯乙烯盐基光敏剂通过改变抗衡阴离子:一种高效的光动力疗法,用于癌细胞消融和细菌失活。

Pyridinium-substituted tetraphenylethylene salt-based photosensitizers by varying counter anions: a highly efficient photodynamic therapy for cancer cell ablation and bacterial inactivation.

机构信息

School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510640, China.

Hefei National Laboratory for Physical Sciences at the Microscale, Collaborative Innovation Center of Chemistry for Energy Materials, CAS Center for Excellence in Nanoscience, School of Chemistry and Materials Science, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.

出版信息

J Mater Chem B. 2020 Jun 24;8(24):5234-5244. doi: 10.1039/d0tb00888e.

Abstract

Cancer and bacterial infection seriously threaten the health of human beings. The development of an image-guided photosensitizer with a "Two-in-One" function that can be simultaneously used for both efficient cancer cell ablation and rapid bacterial inactivation is highly in demand. In this project, we designed and prepared two aggregation-induced emission luminogens (AIEgens) (called TPEPy-I and TPEPy-PF6) with a strong electron push-pull effect. They have a near-infrared (NIR) emission, a high 1O2 quantum yield up to 0.93 and a fluorescence turn-on effect in mitochondria. Upon white light irradiation, the two mitochondria-targeting AIEgens exhibit a highly efficient photodynamic ablation of HeLa cells as well as excellent photodynamic inactivation of both Gram-positive S. aureus and Gram-negative E. coli. The time-dependent density functional theory (TD-DFT) results indicate that compared to TPEPy-PF6, TPEPy-I can easily produce the triplet state that is a prerequisite for 1O2 formation. Moreover, the positive effect of iodide anions gives TPEPy-I a higher photodynamic efficacy in cancer cell ablation and bacterial inactivation as compared with TPEPy-PF6.

摘要

癌症和细菌感染严重威胁着人类的健康。开发一种具有“双重功能”的图像引导光敏剂,既能高效地杀死癌细胞,又能快速灭活细菌,这是非常有需求的。在本项目中,我们设计并制备了两种具有强电子推拉效应的聚集诱导发射发光体(AIEgens)(分别称为 TPEPy-I 和 TPEPy-PF6)。它们具有近红外(NIR)发射、高达 0.93 的高 1O2 量子产率以及在线粒体中荧光开启的效果。在白光照射下,这两种靶向线粒体的 AIEgens 表现出高效的光动力杀伤 HeLa 细胞的能力,以及对革兰氏阳性的金黄色葡萄球菌和革兰氏阴性的大肠杆菌的优异光动力灭活效果。基于时间的密度泛函理论(TD-DFT)结果表明,与 TPEPy-PF6 相比,TPEPy-I 可以很容易地产生 1O2 形成所必需的三重态。此外,碘离子的正效应使 TPEPy-I 在癌细胞杀伤和细菌灭活方面比 TPEPy-PF6 具有更高的光动力疗效。

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