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含炔基的吡啶取代四苯乙烯:光敏效率和抗菌活性的增强

Pyridinium-Substituted TetraphenylethyleneEntailing Alkyne Moiety: Enhancement of Photosensitizing Efficiency and Antimicrobial Activity.

作者信息

You Xue, Ma Huili, Wang Yuancheng, Zhang Guanxin, Peng Qian, Liu Libing, Wang Shu, Zhang Deqing

机构信息

CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, P.R. China.

University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.

出版信息

Chem Asian J. 2017 May 4;12(9):1013-1019. doi: 10.1002/asia.201700243. Epub 2017 Apr 6.

Abstract

Apart from sensing and imaging, luminogens with aggregation-induced emission (AIE) are also interesting for photosensitizing. The photosensitizing behavior and bacteria-killing performance of a pyridinium-substituted tetraphenylethylene with an alkyne group (TPE-A-Py ) is reported herein. Interestingly, TPE-A-Py exhibits higher photosensitizing efficiency than TPE-Py (without alkyne group) when I was used as a counteranion. This is well explained by the fact that the ΔΕ between the excited singlet state (S ) and triplet state (T ) was lower for TPE-A-Py than for TPE-Py , according to theoretical calculations. Moreover, replacement of I with other anions (PF , N(SO CF ) and BPh ) led to a decrease of photosensitizing efficiency for TPE-A-Py . Notably, TPE-A-Py could be used as an efficient photosensitizer to photo-inactivate ampicillin-resistant (amp ) E. coli at low concentration under white-light irradiation very quickly.

摘要

除了传感和成像外,具有聚集诱导发光(AIE)的发光体在光动力治疗方面也很有吸引力。本文报道了一种带有炔基的吡啶鎓取代四苯乙烯(TPE-A-Py)的光动力治疗行为和杀菌性能。有趣的是,当使用碘离子作为抗衡阴离子时,TPE-A-Py表现出比TPE-Py(无炔基)更高的光动力治疗效率。根据理论计算,这可以很好地解释为TPE-A-Py的激发单重态(S)和三重态(T)之间的能量差(ΔΕ)比TPE-Py更低。此外,用其他阴离子(PF、N(SO₂CF₃)₂和BPh)取代碘离子会导致TPE-A-Py的光动力治疗效率降低。值得注意的是,TPE-A-Py可以作为一种高效的光动力治疗剂,在白光照射下以低浓度快速光灭活耐氨苄青霉素(amp)的大肠杆菌。

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