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

doi:10.7503/cjcu20250413

Chem. J. Chinese Universities

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

LI Yin^1,2#, TANG Ruilin^2#, QU Chao¹, CHENG Lianghui¹, HU Yuxi¹, WU Yuxiang^1*, WANG Zhiming^2*

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)

1. ESM to 20250413.pdf(1008KB)

Abstract

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

CLC Number:

0621

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LI Yin, TANG Ruilin, QU Chao, CHENG Lianghui, HU Yuxi, WU Yuxiang, WANG Zhiming. Ionization Strategy for the Preparation of a Water-Soluble Maleic Anhydride-Based Photosensitive Probe and Its Application in High-Efficiency Antibacterial Therapy[J]. Chem. J. Chinese Universities, doi: 10.7503/cjcu20250413.

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

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