Citation: Xuejian Xing, Pan Zhu, E Pang, Shaojing Zhao, Yu Tang, Zheyu Hu, Quchang Ouyang, Minhuan Lan. D-A-D-structured boron-dipyrromethene with aggregation-induced enhanced phototherapeutic efficiency for near-infrared fluorescent and photoacoustic imaging-guided synergistic photodynamic and photothermal cancer therapy[J]. Chinese Chemical Letters, ;2024, 35(10): 109452. doi: 10.1016/j.cclet.2023.109452 shu

D-A-D-structured boron-dipyrromethene with aggregation-induced enhanced phototherapeutic efficiency for near-infrared fluorescent and photoacoustic imaging-guided synergistic photodynamic and photothermal cancer therapy

Xuejian Xing ^{a, b, 1} ,
Pan Zhu ^{a, 1} ,
E Pang ^a ,
Shaojing Zhao ^a ,
Yu Tang ^a ,
Zheyu Hu ^{c, d} ,
Quchang Ouyang ^{c, d, *,} ,
Minhuan Lan ^{a, *,}

a.
Key Laboratory of Hunan Province for Water Environment and Agriculture Product Safety, College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China
b.
School of Chemistry and Chemical Engineering, Neijiang Normal University, Neijiang 641100, China
c.
Medical Department of Breast Cancer, Hunan Cancer Hospital, Changsha 410083, China
d.
Medical Department of Breast Cancer, The Affiliated Cancer Hospital of Xiangya School of Medicine, Central South University, Changsha 410083, China

oyqc1969@126.com

minhuanlan@csu.edu.cn

Received Date: 26 September 2023
Revised Date: 21 December 2023
Accepted Date: 22 December 2023
Available Online: 26 December 2023

Figures(4)

Clinical phototheranostic agents suffer from low absorption in near-infrared (NIR) region, decreasing singlet oxygen quantum yield (¹O₂ QY) caused by aggregation in water, and low photothermal conversion efficiency (PCE), all of which are factors weakening their phototheranostic efficacy. Herein, we designed and synthesized a donor-acceptor-donor (D-A-D) structured boron-dipyrromethene derivative (B-2TPA) which exhibited NIR absorption and fluorescence. After being encapsulated in amphiphilic distearoyl phosphoethanolamine polyethyleneglycol 2000 (DSPE-PEG-2000), the water-soluble B-2TPA nanoparticles (NPs) had increasing ¹O₂ QY (6.7%) due to the intermolecular aggregation-induced decrease in the energy gap between singlet and triplet excited states. Moreover, the quenched fluorescence and stable twisted intramolecular charge transfer in aggregates further increased the PCE of B-2TPA NPs to 60.1%. In vitro and in vivo studies confirmed that B-2TPA NPs could be used in NIR fluorescence and photoacoustic imaging-guided synergistic photodynamic and photothermal therapy in tumor treatment.
- Boron-dipyrromethene,
- Aggregation,
- Intersystem crossing,
- Twisted intramolecular charge transfer,
- Photodynamic therapy,
- Photothermal therapy
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