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Synthesis of tetraphenylethene-based D–A conjugated molecules with near-infrared AIE features, and their application in photodynamic therapy
Journal of Materials Chemistry B ( IF 6.1 ) Pub Date : 2022-04-02 , DOI: 10.1039/d1tb02598h Li Li 1 , Gang Yuan 1 , Qianjiao Qi 1 , Cheng Lv 2 , Jichao Liang 3 , Hongjie Li 1 , Lei Cao 1 , Xiuhua Zhang 1 , Shengfu Wang 1 , Yu Cheng 2 , Hanping He 1
Journal of Materials Chemistry B ( IF 6.1 ) Pub Date : 2022-04-02 , DOI: 10.1039/d1tb02598h Li Li 1 , Gang Yuan 1 , Qianjiao Qi 1 , Cheng Lv 2 , Jichao Liang 3 , Hongjie Li 1 , Lei Cao 1 , Xiuhua Zhang 1 , Shengfu Wang 1 , Yu Cheng 2 , Hanping He 1
Affiliation
Herein, five aggregation-induced emission (AIE) photosensitizers (PSs) with D–π–A structures are smoothly designed and synthesized through donor and acceptor engineering. The photophysical properties and theoretical calculation results show that the synergistic effect of methoxy substituted tetraphenylethene (MTPE), 3,4-ethylenedioxythiophene can enhance the intramolecular charge transfer effect (ICT), and promote the intersystem crossing (ISC) process of the whole molecule. In these AIE-PSs, the best-performing AIE-PS (MTPE-DT-Py) has bright NIR (740 nm) emission, the highest 1O2 generation efficiency (5.9-fold that of Rose Bengal) and efficient mitochondrial targeting ability. Subsequently, PDT anti-cancer and anti-bacterial experiments indicate that MTPE-DT-Py could obviously target mitochondria and kill breast cancer cells (MCF-7), and selectively inactivate S. aureus (G(+)) under white light irradiation. This work mainly proposes a practical design strategy for high effect AIE-PSs and provides more excellent candidates for fluorescence imaging-guided photodynamic therapy.
中文翻译:
具有近红外AIE特征的四苯基乙烯D-A共轭分子的合成及其在光动力治疗中的应用
在此,通过供体和受体工程顺利设计和合成了五种具有 D-π-A 结构的聚集诱导发射 (AIE) 光敏剂 (PS)。光物理性质和理论计算结果表明,甲氧基取代四苯基乙烯(MTPE)、3,4-乙烯二氧噻吩的协同作用可以增强分子内电荷转移效应(ICT),促进整个分子的系统间交叉(ISC)过程。在这些 AIE-PS 中,性能最好的 AIE-PS (MTPE-DT-Py) 具有明亮的 NIR (740 nm) 发射,最高的1 O 2产生效率(是玫瑰红的 5.9 倍)和高效的线粒体靶向能力。随后,PDT抗癌抗菌实验表明,MTPE-DT-Py在白光照射下可明显靶向线粒体杀死乳腺癌细胞(MCF-7),并选择性灭活金黄色葡萄球菌(G(+))。这项工作主要为高效AIE-PSs提出了一种实用的设计策略,并为荧光成像引导的光动力治疗提供了更多优秀的候选者。
更新日期:2022-04-02
中文翻译:
具有近红外AIE特征的四苯基乙烯D-A共轭分子的合成及其在光动力治疗中的应用
在此,通过供体和受体工程顺利设计和合成了五种具有 D-π-A 结构的聚集诱导发射 (AIE) 光敏剂 (PS)。光物理性质和理论计算结果表明,甲氧基取代四苯基乙烯(MTPE)、3,4-乙烯二氧噻吩的协同作用可以增强分子内电荷转移效应(ICT),促进整个分子的系统间交叉(ISC)过程。在这些 AIE-PS 中,性能最好的 AIE-PS (MTPE-DT-Py) 具有明亮的 NIR (740 nm) 发射,最高的1 O 2产生效率(是玫瑰红的 5.9 倍)和高效的线粒体靶向能力。随后,PDT抗癌抗菌实验表明,MTPE-DT-Py在白光照射下可明显靶向线粒体杀死乳腺癌细胞(MCF-7),并选择性灭活金黄色葡萄球菌(G(+))。这项工作主要为高效AIE-PSs提出了一种实用的设计策略,并为荧光成像引导的光动力治疗提供了更多优秀的候选者。