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通过环融合限制键的旋转:一种提高聚集诱导发光光敏剂光动力抗菌功效的新型分子设计策略。

Restricting Bond Rotations by Ring Fusion: A Novel Molecular Design Strategy to Improve Photodynamic Antibacterial Efficacy of AIE Photosensitizers.

作者信息

Shi Haixing, Pan Xiaohong, Wang Yaqi, Wang Huanhuan, Liu Wenzhen, Wang Le, Chen Zhuo

机构信息

State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fujian Academy, University of Chinese Academy of Sciences, Fuzhou, Fujian 350002, China.

Fujian Agriculture and Forestry University Fuzhou, Fujian 350002, China.

出版信息

ACS Appl Mater Interfaces. 2022 Apr 20;14(15):17055-17064. doi: 10.1021/acsami.1c24329. Epub 2022 Apr 5.

DOI:10.1021/acsami.1c24329
PMID:35380770
Abstract

In recent years, aggregation-induced emission photosensitizers (AIE-PSs) for antibacterial photodynamic therapy (aPDT) have received increasing attention because of their ability to increase reactive oxygen species (ROS) generation in the aggregation state. However, their antibacterial effect still has great room for improvement. Herein, we propose that if the rotation of some bonds in AIE-PSs is restricted, the nonradiative decay could be further suppressed to boost the generation of fluorescence and ROS, so as to improve their antibacterial efficacy. Following this molecular design strategy, we developed a new class of carbazole group-based AIE-PSs (, , , and ), in which the rotation of phenyl-N bonds is restricted in the carbazole ring. Compared with diphenylamine group-based AIE-PSs with free rotation of phenyl-N bonds, carbazole group-based AIE-PSs showed stronger fluorescence, ROS generation, and antibacterial abilities, demonstrating the feasibility of this new design strategy. Notably, can enter the entire cell of to exert its antibacterial effect, and there are few reports of photosensitizers with similar functions. Furthermore, to the best of our knowledge, the light dose (1.2 J/cm) we used for to kill is much lower than that of many reported photosensitizers, indicating great prospects for AIE antimicrobial photosensitizers.

摘要

近年来,用于抗菌光动力疗法(aPDT)的聚集诱导发光光敏剂(AIE-PSs)因其在聚集状态下增加活性氧(ROS)生成的能力而受到越来越多的关注。然而,它们的抗菌效果仍有很大的提升空间。在此,我们提出,如果限制AIE-PSs中某些键的旋转,非辐射衰变可以进一步受到抑制,从而增强荧光和ROS的生成,以提高它们的抗菌功效。遵循这种分子设计策略,我们开发了一类新型的基于咔唑基团的AIE-PSs(、、和),其中咔唑环中苯基-N键的旋转受到限制。与苯基-N键可自由旋转的基于二苯胺基团的AIE-PSs相比,基于咔唑基团的AIE-PSs表现出更强的荧光、ROS生成和抗菌能力,证明了这种新设计策略的可行性。值得注意的是,能够进入的整个细胞发挥其抗菌作用,而具有类似功能的光敏剂报道较少。此外,据我们所知,我们用于杀死的光剂量(1.2 J/cm)远低于许多已报道的光敏剂,这表明AIE抗菌光敏剂具有广阔的前景。

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Restricting Bond Rotations by Ring Fusion: A Novel Molecular Design Strategy to Improve Photodynamic Antibacterial Efficacy of AIE Photosensitizers.通过环融合限制键的旋转:一种提高聚集诱导发光光敏剂光动力抗菌功效的新型分子设计策略。
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