Citation: Ziyong Li, Jinzhao Song, Xinyu Gao, Xiaoxie Ma, Keyu Liu, Ziwei Ma, Qilian Wang, Xinliang Zeng, Haining Zhang, Pei Zhang, Hui Guo, Jun Yin. Highly efficient green light-excited AIE photosensitizers derived from BF₂-curcuminoid for specific photodynamic eradication of Gram-negative bacteria[J]. Chinese Chemical Letters, ;2025, 36(5): 110073. doi: 10.1016/j.cclet.2024.110073 shu

Highly efficient green light-excited AIE photosensitizers derived from BF₂-curcuminoid for specific photodynamic eradication of Gram-negative bacteria

Ziyong Li ^{a, 1} ,
Jinzhao Song ^{a, 1} ,
Xinyu Gao ^a ,
Xiaoxie Ma ^b ,
Keyu Liu ^a ,
Ziwei Ma ^a ,
Qilian Wang ^a ,
Xinliang Zeng ^a ,
Haining Zhang ^a ,
Pei Zhang ^a ,
Hui Guo ^{a, *,} ,
Jun Yin ^{b, *,}

a.
Luoyang Key Laboratory of Organic Functional Molecules, College of Food and Drug, College of Chemistry and Chemical Engineering, Department of Life Science, Luoyang Normal University, Luoyang 471934, China
b.
State Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of chemistry, Central China Normal University, Wuhan 430079, China

guohui@lynu.edu.cn

yinj@ccnu.edu.cn

Received Date: 13 March 2024
Revised Date: 28 May 2024
Accepted Date: 30 May 2024
Available Online: 31 May 2024

Figures(4)

Diseases associated with bacterial infection, especially those caused by gram-negative bacteria, have been posing a serious threat to human health. Photodynamic therapy based on aggregation-induced emission (AIE) photosensitizer have recently emerged and provided a promising approach for bacterial discrimination and efficient photodynamic antimicrobial applications. However, they often suffer from the shorter excitation wavelength and lower molar extinction coefficients in the visible region, severely limiting their further applications. Herein, three novel BF₂-curcuminoid-based AIE photosensitizers, TBBC, TBC and TBBC-C8, have been rationally designed and successfully developed, in which OCH₃- and OC₈H₁₇-substituted tetraphenylethene (TPE) groups serve as both electron donor (D) and AIE active moieties, BF₂bdk group functions as electron acceptor (A), and styrene (or ethylene) group as π-bridge in this D-π-A-π-D system, respectively. As expected, these resulting BF₂-curcuminoids presented solvent-dependent photophysical properties with large molar extinction coefficients in solutions and excellent AIE properties. Notably, TBBC showed an effective singlet oxygen generation efficiency thanks to the smaller singlet-triplet energy gap (ΔE_ST), and remarkable photostability under green light exposure at 530 nm (8.9 mW/cm²). More importantly, TBBC was demonstrated effectiveness in selective staining and photodynamic killing of Escherichia coli (E. coli) in vitro probably due to its optimal molecular size compared with TBC and TBBC-C8. Therefore, TBBC will have great potential as a novel AIE photosensitizer to apply in the discrimination and selective sterilization between Gram-positive and Gram-negative bacteria.
- Photodynamic therapy (PDT),
- Photosensitizers,
- Curcuminoid,
- Aggregation-induced emission (AIE),
- Gram-negative bacteria
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沈阳化工大学材料科学与工程学院沈阳 110142

Highly efficient green light-excited AIE photosensitizers derived from BF2-curcuminoid for specific photodynamic eradication of Gram-negative bacteria

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通讯作者: 陈斌, bchen63@163.com

Highly efficient green light-excited AIE photosensitizers derived from BF₂-curcuminoid for specific photodynamic eradication of Gram-negative bacteria