Citation: Xin Zhang, Ziyue Xi, Dongxiang Zhang, Lu Xu, Yunsheng Xue, Xin-Dong Jiang, Gaowu Qin. NIR-Ⅱ absorbing aza-BODIPY with the D-A-A’ framework for PTT/PDT co-therapy[J]. Chinese Chemical Letters, ;2026, 37(3): 111041. doi: 10.1016/j.cclet.2025.111041 shu

NIR-Ⅱ absorbing aza-BODIPY with the D-A-A’ framework for PTT/PDT co-therapy

Xin Zhang ^{a, 1} ,
Ziyue Xi ^{b, 1} ,
Dongxiang Zhang ^a ,
Lu Xu ^{b, *,} ,
Yunsheng Xue ^{c, *,} ,
Xin-Dong Jiang ^{a, *,} ,
Gaowu Qin ^a

a.
Liaoning & Shenyang Key Laboratory of Functional Dye and Pigment, Shenyang University of Chemical Technology, Shenyang 110142, China
b.
School of Pharmacy, Shenyang Pharmaceutical University, Shenyang 110016, China
c.
Jiangsu Key Laboratory of New Drug Research and Clinical Pharmacy, School of Pharmacy, Xuzhou Medical University, Xuzhou 221004, China

xulu@syphu.edu.cn

ysxue77@xzhmu.edu.cn

xdjiang@syuct.edu.cn

Received Date: 5 November 2024
Revised Date: 3 March 2025
Accepted Date: 5 March 2025
Available Online: 7 March 2025

Figures(5)

Classic near-infrared dyes typically enhance their maxima absorption wavelength through the D-A system. Herein, introducing p-trifluoromethylphenyl group at 1,7-sites as electron-withdrawing group and julolidine at 3,5-sites as electron-donating group in aza-borondipyrromethene (aza-BODIPY) system, CF₃-JLD with the donor-acceptor-acceptor (D-A-A’) system was prepared, which absorbs at 952 nm and emits at 1069 nm in dimethyl sulfoxide (DMSO) in the near infrared-Ⅱ (NIR-Ⅱ) region. According to the experimental observation and theoretical calculation, the D-A-A’ system for enhancing redshift of maxima absorption is found to be more effective than that of donor-acceptor-donor (D-A-D’) system. NIR-Ⅱ absorbing CF₃-JLD was type Ⅰ photodynamic therapy/photothermal therapy (PDT/PTT) co-therapy reagent, with high photothermal conversion efficiency (η = 81%). Self-assembled nanoparticles (CF₃-JLD NPs) can effectively induce 4T1 cell death in vitro, and the cellular morphology of tumor was destroyed and the proliferation-related protein was decreased in vivo under NIR irradiation by phototherapy. This strategy of the D-A-A’ system provides a guideline for developing organic fluorophores with enhanced NIR-Ⅱ absorption and type Ⅰ PDT/PTT co-therapy for 4T1 breast tumors.
- Aza-BODIPY,
- NIR-Ⅱ,
- D-A-A’ framework,
- PTT/PDT co-therapy,
- 4T1 tumor
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