Citation: Shu Lv, Xiuyan Gong, Yunsheng Xue, Gaowu Qin, Xin-Dong Jiang, Guiling Wang. Orthogonal configurative dye 2-anthryl asymmetric aza-BODIPY enhancing SOCT-ISC for phototherapy[J]. Chinese Chemical Letters, ;2026, 37(4): 111171. doi: 10.1016/j.cclet.2025.111171 shu

Orthogonal configurative dye 2-anthryl asymmetric aza-BODIPY enhancing SOCT-ISC for phototherapy

Shu Lv ^{a, 1} ,
Xiuyan Gong ^{b, 1} ,
Yunsheng Xue ^c ,
Gaowu Qin ^{a, *,} ,
Xin-Dong Jiang ^{a, *,} ,
Guiling Wang ^{b, *,}

a.
Institute for Strategic Materials and Components, Liaoning & Shenyang Key Laboratory of Functional Dye and Pigment, Shenyang University of Chemical Technology, Shenyang 110142, China
b.
Key Laboratory of Cell Biology, Department of Cell Biology, School of Life Sciences, China Medical University, Shenyang 110122, China
c.
Jiangsu Key Laboratory of New Drug Research and Clinical Pharmacy, School of Pharmacy, Xuzhou Medical University, Xuzhou 221004, China

gwqin@syuct.edu.cn

xdjiang@syuct.edu.cn

glingwang@cmu.edu.cn

Received Date: 6 January 2025
Revised Date: 26 March 2025
Accepted Date: 1 April 2025
Available Online: 2 April 2025

Figures(6)

Orthogonal molecular orbitals (MOs) of donor-acceptor (D-A) pairs favor the spin-orbit charge transfer intersystem crossing (SOCT-ISC) transition, and herein 2-anthryl asymmetric aza-boradiazaindacene (aza-BODIPY) (AH-BDP) was designed and prepared. According to the X-ray crystallography, the steric hindrance in orthogonal molecule AH-BDP results in a large dihedral angle between the two MO planes. Since low ΔE_st prefers to undertake ISC and efficiently produce reactive oxygen species (ROS), the calculated ΔE_st for AH-BDP is 0.757 eV, significantly smaller than that of the aza-BDOPY without anthryl group DH-BDP (1.052 eV). AH-BDP as a heavy-atom-free photosensitizer not only produced the singlet oxygen, but also possessed photothermal conversion efficiency. Self-assembly AH-BDP nanoparticles (NPs) could efficiently induce HCT116 cells elimination in nude mice through ROS/heat-mediated pathways.
- Anthracene,
- Heavy-atom-free,
- Aza-BODIPY,
- ROS,
- Orthogonal configuration
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