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离子化策略实现马来酸酐水溶性光敏探针的制备及其在高效抗菌中的应用

李银1,2#,汤睿霖2#,瞿超1,程亮慧1,胡玉玺1,吴钰祥1,王志明2   

  1. 1. 江汉大学智能体育与主动健康研究院 2. 华南理工大学发光材料与器件全国重点实验室

  • 收稿日期:2025-12-31 修回日期:2026-01-30 网络首发:2026-02-01 发布日期:2026-02-01
  • 通讯作者: 王志明 E-mail:wangzhiming@scut.edu.cn
  • 基金资助:
    国家自然科学基金(批准号: 52473173)、广东省自然科学基金(批准号:2025AFD638)、湖北省自然科学基金(批准号:2025AFD638)和江汉大学研究基金(批准号:2024JCYJ16)资助

Ionization Strategy for the Preparation of a Water-Soluble Maleic Anhydride-Based Photosensitive Probe and Its Application in High-Efficiency Antibacterial Therapy

LI Yin1,2#, TANG Ruilin2#, QU Chao1, CHENG Lianghui1, HU Yuxi1, WU Yuxiang1*, WANG Zhiming2*   

  1. 1. Institute of Intelligent Sport and Proactive Health, Jianghan University 2. AIE institute, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology

  • Received:2025-12-31 Revised:2026-01-30 Online First:2026-02-01 Published:2026-02-01
  • Contact: zhiming Wang E-mail:wangzhiming@scut.edu.cn
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.52473173), the Natural Science Foundation of Guangdong Province, China(No. 2025AFD638), the Natural Science Foundation of Hubei Province, China(No.2025AFD638) and the Research Fund of Jianghan University(No. 2024JCYJ16)

摘要: 3,4-二芳基马来酸酐系列衍生物因其与伯胺类物质的高反应活性而被应用在生物荧光成像和光敏治疗,但其水溶性的缺陷限制了其进一步的生物应用。本研究以二乙基苯胺为原料,通过与1,2-方酸酰氯的Friedel-Crafts酰基化反应、光催化扩环及碘甲烷季铵化反应,成功合成了一种阳离子型荧光探针2NM-1。该探针表现出显著的聚集诱导发光特性,在水相中具有良好的溶解性,并通过静电相互作用与细胞膜有效结合,实现对微生物的特异性荧光识别与成像,且对革兰氏阳性菌和真菌表现出优异的光动力抗菌活性,展现生物应用潜质。

关键词: 聚集诱导发光, 3,4-二芳基修饰马来酸酐, 光动力抗菌

Abstract: The 3,4-diarylmaleic anhydride series derivatives have been applied in biological fluorescence imaging and phototherapy due to their high reactivity with primary amine substances, but their water solubility limitations limit their further biological applications. The study successfully synthesized a cationic fluorescent probe 2NM-1 from diethyl-aniline via sequential Friedel–Crafts acylation with 1,2-squaroyl chloride, photocatalytic ring expansion, and quaternization with methyl iodide. The probe exhibits pronounced aggregation-induced emission property and good water solubility, and effectively binds to cell membrane through electrostatic interactions, thereby achieving specific fluorescent recognition and imaging of microbes. 2NM-1 displays potent photodynamic antibacterial activity against Gram-positive bacteria and fungi, demonstrating potential for biomedical applications.

Key words: Aggregation-induced emission, 3,4-Diaryl modified maleic anhydride, Photodynamic antibacterial activity

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