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具有抗菌活性、线粒体特异性成像及图像引导光动力治疗应用的聚集诱导发光活性材料的合成

Synthesis of AIE-Active Materials with Their Applications for Antibacterial Activity, Specific Imaging of Mitochondrion and Image-Guided Photodynamic Therapy.

作者信息

Yang Zengming, Yin Weidong, Zhang Shaoxiong, Shah Imran, Zhang Bo, Zhang Shengjun, Li Zhao, Lei Ziqiang, Ma Hengchang

机构信息

Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, China.

出版信息

ACS Appl Bio Mater. 2020 Feb 17;3(2):1187-1196. doi: 10.1021/acsabm.9b01094. Epub 2020 Jan 28.

Abstract

In comparison with fluorescence molecules with aggregation-caused quenching (ACQ), fluorescence molecules with aggregation-induced emission (AIE) have great advantages in cell imaging, image-guided photodynamic therapy (PDT), and antibacterial activity. However, the reasonable design and synthesis of related molecules are still of great challenges. Herein, a consecutive strategy via several reliable reactions to prepare a series of AIE-active luminogens by adjusting their structures is reported. Having concentrated on the factors for the principle purpose of O generation, TPA-18 is picked out within all triphenylamine (TPA) derivatives according to its longer emission wavelength (640 nm in solid), the lowest energy gap between HOMO and LUMO (calculated as 2.04 eV), the totally separated orbital distributions of HOMO and LUMO, and typical AIE characteristics. Meanwhile, owing to the presence of the positive structural charge and the bright emission color, TPA-18 in aggregated form is detected as an impressive probe for the mitochondria-targeted imaging and living zebrafish embryos imaging in vivo. Accordingly, TPA-18 can effectively generate O reactive oxygen species; it provides an effective application for image-guided photodynamic cancer treatment and antibacterial activity. Therefore, this study not only synthesized AIE photosensitizer with tunable emission wavelength (from blue to red color) but also raised a new concept for the constructing AIEgens with versatile applications in cell imaging, antibacterial activity, and image-guided PDT.

摘要

与具有聚集诱导猝灭(ACQ)的荧光分子相比,具有聚集诱导发光(AIE)的荧光分子在细胞成像、图像引导光动力疗法(PDT)和抗菌活性方面具有很大优势。然而,相关分子的合理设计与合成仍然面临巨大挑战。在此,报道了一种通过一系列可靠反应的连续策略,通过调整结构来制备一系列具有AIE活性的发光体。在所有三苯胺(TPA)衍生物中,基于产生单线态氧(¹O₂)的主要目的,考虑到其较长的发射波长(固态下为640 nm)、最高占据分子轨道(HOMO)和最低未占据分子轨道(LUMO)之间的最小能隙(计算为2.04 eV)、HOMO和LUMO完全分离的轨道分布以及典型的AIE特性,挑选出了TPA-18。同时,由于正结构电荷的存在和明亮的发射颜色,聚集态的TPA-18被检测为一种用于线粒体靶向成像和活体斑马鱼胚胎体内成像的令人印象深刻的探针。因此,TPA-18能够有效地产生¹O₂;它为图像引导的光动力癌症治疗和抗菌活性提供了有效的应用。所以,本研究不仅合成了具有可调发射波长(从蓝色到红色)的AIE光敏剂,还提出了一种构建在细胞成像、抗菌活性和图像引导PDT中具有多种应用的AIEgens的新概念。

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