Citation: Tong-Tong Zhou, Guan-Yu Ding, Xue Li, Li-Li Wen, Xiao-Xu Pang, Ying-Chen Duan, Ju-Yang He, Guo-Gang Shan, Zhong-Min Su. Design of near-infrared aggregation-induced emission photosensitizers by π-bridge engineering for boosting theranostic efficacy[J]. Chinese Chemical Letters, ;2025, 36(6): 110341. doi: 10.1016/j.cclet.2024.110341 shu

Design of near-infrared aggregation-induced emission photosensitizers by π-bridge engineering for boosting theranostic efficacy

Tong-Tong Zhou ^{a, 1} ,
Guan-Yu Ding ^{a, d, 1} ,
Xue Li ^{a, 1} ,
Li-Li Wen ^{a, *,} ,
Xiao-Xu Pang ^a ,
Ying-Chen Duan ^{a, *,} ,
Ju-Yang He ^c ,
Guo-Gang Shan ^{b, *,} ,
Zhong-Min Su ^{a, *,}

a.
School of Chemistry and Environmental Engineering and Jilin Provincial Science and Technology Innovation Center of Optical Materials and Chemistry, Changchun University of Science and Technology, Changchun 130022, China
b.
National & Local United Engineering Laboratory for Power Batteries, Department of Chemistry, Northeast Normal University, Changchun 130024, China
c.
Department of Gynecological Oncology, The First Hospital of Jilin University, Changchun 130012, China
d.
State Key Laboratory of Electroanalytical Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences (CAS), Changchun 130022, China

wll@cust.edu.cn

duanyc122@nenu.edu.cn

shangg187@nenu.edu.cn

zmsu@nenu.edu.cn

Received Date: 8 July 2024
Revised Date: 12 August 2024
Accepted Date: 13 August 2024
Available Online: 14 August 2024

Figures(5)

Fluorescence imaging-guided photodynamic therapy holds great promise for application in precise cancer diagnosis and treatment, which has motivated high requirements for phototheranostic agents. However, current photosensitizers (PSs) generally face limitations such as short emission wavelength and inadequate reactive oxygen species (ROS) production. Aggregation-caused quenching issue also hinders the phototheranostic efficiency of PSs. Herein, the π-bridge modulation strategy is proposed to construct ionic PSs with enhanced bioimaging and therapeutic outcomes. Two donor-π-acceptor (D-π-A) molecules TPCPY and TFCPY were obtained by incorporating phenyl and furan units as π-bridge, respectively. Both PSs feature aggregation-induced near-infrared emission. Under light irradiation, TPCPY and TFCPY can produce both type Ⅰ and Ⅱ ROS. Introducing furan ring in TFCPY enhances the ROS generation capacity by type Ⅰ photosensitization process, which is consistent with the reduced energy gap between singlet and triplet states from theoretical calculation. Furthermore, TFCPY can achieve quick cellular uptake, accumulate in mitochondria, and then efficiently kill cancer cells, which is superior to TPCPY. Consequently, TFCPY exhibited good antitumor outcomes and excellent in vivo fluorescence imaging ability. This work provides an efficient molecular engineering of introducing heterocycles into the D-π-A skeleton to develop high-performance PSs with both type Ⅰ and Ⅱ ROS generation.
- Fluorescence imaging-guided photodynamic therapy,
- Photosensitizers,
- Aggregation-induced emission,
- π-bridge modulation,
- Type Ⅰ and Ⅱ ROS generation,
- Antitumor efficacy
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