Citation: Yun-Chang Zhang, Lan She, Zi-Yue Xu, Ze-Kun Wang, Zhiqiang Ma, Feng Yang, Zhan-Ting Li. A BODIPY-modified polymeric micelle for sustaining enhanced photodynamic therapy[J]. Chinese Chemical Letters, ;2022, 33(6): 3277-3280. doi: 10.1016/j.cclet.2021.11.004 shu

A BODIPY-modified polymeric micelle for sustaining enhanced photodynamic therapy

Yun-Chang Zhang ^{a, 1} ,
Lan She ^{a, 1,} ,
Zi-Yue Xu ^{b, 1} ,
Ze-Kun Wang ^b ,
Zhiqiang Ma ^a ,
Feng Yang ^{a, *,} ,
Zhan-Ting Li ^{b, *,}

a.
Department of Inorganic Chemistry, School of Pharmacy, Naval Medical University, Shanghai 200433, China
b.
Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, Shanghai 200438, China

slgs4100@126.com

yangfeng1008@126.com

ztli@fudan.edu.cn

Received Date: 15 September 2021
Revised Date: 20 October 2021
Accepted Date: 1 November 2021
Available Online: 7 November 2021

Figures(5)

Photodynamic therapy (PDT) has been gaining popularity in both scientific research and clinic applications due to its non-invasiveness and spatiotemporal targeting properties. Nevertheless, the local hypoxic microenvironment in tumor tissue impedes PDT universality. To overcome this drawback, a 2-pyridone-bearing BODIPY photosensitizer was synthesized rationally and introduced to polyethyleneglycol-b-poly(aspartic acid) to form a photosensitizer-¹O₂ generation, storage/release agent dual-loading system (PEG-b-PAsp-BODIPY). The investigation of the PDT effect at different illumination conditions in vitro and in vivo revealed that the system tremendously inhibited tumor proliferation, indicating that this new PEG-b-PAsp-BODIPY could act as a potentially effective photo therapeutic system for cancer therapeutics.
- Photodynamic therapy,
- Polymeric micelle,
- BODIPY,
- 2-Pyridone,
- Tumor
1. [1]
  P. Agostinis, K. Berg, K.A. Cengel, et al., CA Cancer J. Clin.61 (2011) 250–281. doi: 10.3322/caac.20114
2. [2]
  J.P. Celli, B.Q. Spring, I. Rizvi, et al., Chem. Rev. 110 (2010) 2795–2838 doi: 10.1021/cr900300p
3. [3]
  S.S. Lucky, K.C. Soo, Y. Zhang, Chem. Rev. 115 (2015) 1990-2042. doi: 10.1021/cr5004198
4. [4]
  Z.J. Zhou, J.B. Song, L.M. Nie, X.Y. Chen, Chem. Soc. Rev. 45 (2016) 6597-6626. doi: 10.1039/C6CS00271D
5. [5]
  X.S. Li, N. Kwon, T. Guo, Z. Liu, J.Y. Yoon, Angew. Chem. Int. Ed. 57 (2018) 11522-11531. doi: 10.1002/anie.201805138
6. [6]
  W. Fan, P. Huang, X. Chen, Chem. Soc. Rev. 45 (2016) 6488-6519. doi: 10.1039/C6CS00616G
7. [7]
  M.L. Li, T. Xiong, J.J. Du, et al., J. Am. Chem. Soc. 141 (2019) 2695-2702. doi: 10.1021/jacs.8b13141
8. [8]
  L.P. Zhao, R.R. Zheng, H.Q. Chen, et al., Nano Lett. 20 (2020) 2062-2071. doi: 10.1021/acs.nanolett.0c00047
9. [9]
  L.Q. Li, C. Shao, T. Liu, et al., Adv. Mater. 32 (2020) e2003471. doi: 10.1002/adma.202003471
10. [10]
  S.H. Qin, Y. Xu, H. Li, H.Y. Chen, Z.W. Yuan, Biomater. Sci. 10 (2022) 51–84. doi: 10.1039/d1bm00317h
11. [11]
  X.H. Zheng, L. Wang, Y.Y. Guan, et al., Biomaterials 235 (2020) e119792. doi: 10.1016/j.biomaterials.2020.119792
12. [12]
  F.M. Wei, T.W. Rees, X.X. Liao, L.N. Ji, H. Chao, Coordin. Chem. Rev. 432 (2021) e213714. doi: 10.1016/j.ccr.2020.213714
13. [13]
  P. Yuan, Z. Ruan, W. Jiang, et al., J. Mater. Chem. B6 (2018) 2323-2331. doi: 10.1039/C8TB00493E
14. [14]
  S.N. Ma, J. Zhou, Y.X. Zhang, et al., ACS Appl. Mater. Inter. 11 (2019) 7731-7742. doi: 10.1021/acsami.8b19840
15. [15]
  D.H. Hu, Z.W. Chen, Z.H. Sheng, et al., Nanoscale 10 (2018) 17283-17292. doi: 10.1039/c8nr05548c
16. [16]
  X.M. Zeng, S.Q. Yan, P. Chen, W. Du, B.F. Liu, Nano Res. 13 (2020) 1527-1535. doi: 10.1007/s12274-020-2746-4
17. [17]
  J.T. Liu, L.Y. Ye, W.H. Xiong, et al., Chem. Commun. 57 (2021) 2820-2823. doi: 10.1039/d1cc00001b
18. [18]
  I.S. Turan, D. Yildiz, A. Turksoy, G. Gunaydin, E.U. Akkaya, Angew. Chem. Int. Ed. 55 (2016) 2875-2878. doi: 10.1002/anie.201511345
19. [19]
  S. Ayan, G. Gunaydin, N. Yesilgul-Mehmetcik, et al., Chem. Commun. 56 (2020) 14793-14796. doi: 10.1039/d0cc06031c
20. [20]
  J.H. Zou, J.W. Zhu, Z. Yang, et al., Angew. Chem. Int. Ed. 59 (2020) 8833-8838. doi: 10.1002/anie.201914384
21. [21]
  L. Jiao, X.Y. Zhang, J.N. Cui, X.J. Peng, F.L. Song, Acs Appl. Mater. Inter. 11 (2019) 25750-25757. doi: 10.1021/acsami.9b08371
22. [22]
  W.Y. Xiao, P. Wang, C.J. Ou, et al., Biomaterials 183 (2018) 1-9. doi: 10.1016/j.biomaterials.2018.08.034
23. [23]
  Y.Q. Li, C.C. Wang, L. Zhou, S.H. Wei, Chem. Commun. 57 (2021) 3127-3130. doi: 10.1039/d1cc00645b
24. [24]
  Y. Jing, Q. Xu, M. Chen, X.S. Shao, Bioorgan. Med. Chem. 27 (2019) 2201–2208. doi: 10.1016/j.bmc.2019.04.023
25. [25]
  A.M. Eckman, E. Tsakalozou, N.Y. Kang, A. Ponta, Y. Bae, Pharm. Res. 29 (2012) 1755–1767. doi: 10.1007/s11095-012-0697-5
26. [26]
  X.B. Xiong, Z. Binkhathlan, O. Molavi, A. Lavasanifar, Acta Biomater. 8 (2012) 2017-2033. doi: 10.1016/j.actbio.2012.03.006
27. [27]
  C. Ren, H. Wang, D. Mao, et al., Angew. Chem. Int. Ed. 54 (2015) 4823–4827. doi: 10.1002/anie.201411833
28. [28]
  Y. Zhu, W.H. Lin, W. Zhang, et al., Chin. Chem. Lett. 28 (2017) 1875-1877. doi: 10.1016/j.cclet.2017.06.017
29. [29]
  T.F. Cui, J. Zhang, X.D. Jiang, et al., Chin. Chem. Lett. 27 (2016) 190-194. doi: 10.1016/j.cclet.2015.11.010
30. [30]
  M.L. Agazzi, M.B. Ballatore, E. Reynoso, et al., Eur. J. Med. Chem. 126 (2017) 110-121. doi: 10.1016/j.ejmech.2016.10.001
31. [31]
  Z.Z. Wang, Y. Zhang, E.G. Ju, et al., Nat. Commun. 9 (2018) e3334. doi: 10.1038/s41467-018-05798-x
1. [1]
  Qihang Wu , Hui Wen , Wenhai Lin , Tingting Sun , Zhigang Xie . Alkyl chain engineering of boron dipyrromethenes for efficient photodynamic antibacterial treatment. Chinese Chemical Letters, 2024, 35(12): 109692-. doi: 10.1016/j.cclet.2024.109692
2. [2]
  Yu Qin , Mingyang Huang , Chenlu Huang , Hannah L. Perry , Linhua Zhang , Dunwan Zhu . O₂-generating multifunctional polymeric micelles for highly efficient and selective photodynamic-photothermal therapy in melanoma. Chinese Chemical Letters, 2024, 35(7): 109171-. doi: 10.1016/j.cclet.2023.109171
3. [3]
  Hongyi Li , Huiyun Wen , He Zhang , Jin Li , Xiang Cao , Jiaqing Zhang , Yutao Zheng , Saipeng Huang , Weiming Xue , Xiaojun Cai . Polymeric micelle-hydrogel composites design for biomedical applications. Chinese Chemical Letters, 2025, 36(5): 110072-. doi: 10.1016/j.cclet.2024.110072
4. [4]
  Yihao Zhang , Yang Jiao , Xianchao Jia , Qiaojia Guo , Chunying Duan . Highly effective self-assembled porphyrin MOCs nanomaterials for enhanced photodynamic therapy in tumor. Chinese Chemical Letters, 2024, 35(5): 108748-. doi: 10.1016/j.cclet.2023.108748
5. [5]
  Baoli Yin , Xinlin Liu , Zhe Li , Zhifei Ye , Youjuan Wang , Xia Yin , Sulai Liu , Guosheng Song , Shuangyan Huan , Xiao-Bing Zhang . Ratiometric NIR-Ⅱ fluorescent organic nanoprobe for imaging and monitoring tumor-activated photodynamic therapy. Chinese Chemical Letters, 2025, 36(5): 110119-. doi: 10.1016/j.cclet.2024.110119
6. [6]
  Leichen Wang , Anqing Mei , Na Li , Xiaohong Ruan , Xu Sun , Yu Cai , Jinjun Shao , Xiaochen Dong . Aza-BODIPY dye with unexpected bromination and high singlet oxygen quantum yield for photoacoustic imaging-guided synergetic photodynamic/photothermal therapy. Chinese Chemical Letters, 2024, 35(6): 108974-. doi: 10.1016/j.cclet.2023.108974
7. [7]
  Qianyun Ye , Yuanyuan Liang , Yuhe Yuan , Xiaohuan Sun , Liqi Zhu , Xuan Wu , Jie Han , Rong Guo . pH-responsive chiral supramolecular cysteine-Zn²⁺-indocyanine green assemblies for triple-level chirality-specific anti-tumor efficacy. Chinese Chemical Letters, 2025, 36(5): 110432-. doi: 10.1016/j.cclet.2024.110432
8. [8]
  Beitong Zhu , Xiaorui Yang , Lirong Jiang , Tianhong Chen , Shuangfei Wang , Lintao Zeng . A portable and versatile fluorescent platform for high-throughput screening of toxic phosgene, diethyl chlorophosphate and volatile acyl chlorides. Chinese Chemical Letters, 2025, 36(1): 110222-. doi: 10.1016/j.cclet.2024.110222
9. [9]
  Wei Su , Xiaoyan Luo , Peiyuan Li , Ying Zhang , Chenxiang Lin , Kang Wang , Jianzhuang Jiang . Phthalocyanine self-assembled nanoparticles for type Ⅰ photodynamic antibacterial therapy. Chinese Chemical Letters, 2024, 35(12): 109522-. doi: 10.1016/j.cclet.2024.109522
10. [10]
  Yiling Li , Zekun Gao , Xiuxiu Yue , Minhuan Lan , Xiuli Zheng , Benhua Wang , Shuang Zhao , Xiangzhi Song . FRET-based two-photon benzo[a] phenothiazinium photosensitizer for fluorescence imaging-guided photodynamic therapy. Chinese Chemical Letters, 2024, 35(7): 109133-. doi: 10.1016/j.cclet.2023.109133
11. [11]
  Hao Cai , Xiaoyan Wu , Lei Jiang , Feng Yu , Yuxiang Yang , Yan Li , Xian Zhang , Jian Liu , Zijian Li , Hong Bi . Lysosome-targeted carbon dots with a light-controlled nitric oxide releasing property for enhanced photodynamic therapy. Chinese Chemical Letters, 2024, 35(4): 108946-. doi: 10.1016/j.cclet.2023.108946
12. [12]
  Wenkai Liu , Yanxian Hou , Weijian Liu , Ran Wang , Shan He , Xiang Xia , Chengyuan Lv , Hua Gu , Qichao Yao , Qingze Pan , Zehou Su , Danhong Zhou , Wen Sun , Jiangli Fan , Xiaojun Peng . Se-substituted pentamethine cyanine for anticancer photodynamic therapy mediated using the hot band absorption process. Chinese Chemical Letters, 2024, 35(12): 109631-. doi: 10.1016/j.cclet.2024.109631
13. [13]
  Du Liu , Yuyan Li , Hankun Zhang , Benhua Wang , Chaoyi Yao , Minhuan Lan , Zhanhong Yang , Xiangzhi Song . Three-in-one erlotinib-modified NIR photosensitizer for fluorescence imaging and synergistic chemo-photodynamic therapy. Chinese Chemical Letters, 2025, 36(2): 109910-. doi: 10.1016/j.cclet.2024.109910
14. [14]
  Liangliang Jia , Ye Hong , Xinyu He , Ying Zhou , Liujiao Ren , Hongjun Du , Bin Zhao , Bin Qin , Zhe Yang , Di Gao . Fighting hypoxia to improve photodynamic therapy-driven immunotherapy: Alleviating, exploiting and disregarding. Chinese Chemical Letters, 2025, 36(2): 109957-. doi: 10.1016/j.cclet.2024.109957
15. [15]
  Zihong Li , Jie Cheng , Ping Huang , Guoliang Wu , Weiying Lin . Activatable photoacoustic bioprobe for visual detection of aging in vivo. Chinese Chemical Letters, 2024, 35(4): 109153-. doi: 10.1016/j.cclet.2023.109153
16. [16]
  Yunkang Tong , Haiqiao Huang , Haolan Li , Mingle Li , Wen Sun , Jianjun Du , Jiangli Fan , Lei Wang , Bin Liu , Xiaoqiang Chen , Xiaojun Peng . Cooperative bond scission by HRP/H₂O₂ for targeted prodrug activation. Chinese Chemical Letters, 2024, 35(12): 109663-. doi: 10.1016/j.cclet.2024.109663
17. [17]
  Yunli Xu , Xuwen Da , Lei Wang , Yatong Peng , Wanpeng Zhou , Xiulian Liu , Yao Wu , Wentao Wang , Xuesong Wang , Qianxiong Zhou . Ru(Ⅱ)-based aggregation-induced emission (AIE) agents with efficient ¹O₂ generation, photo-catalytic NADH oxidation and anticancer activity. Chinese Chemical Letters, 2025, 36(5): 110168-. doi: 10.1016/j.cclet.2024.110168
18. [18]
  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. Chinese Chemical Letters, 2024, 35(10): 109452-. doi: 10.1016/j.cclet.2023.109452
19. [19]
  Yuequan Wang , Congtian Wu , Chengcheng Feng , Qin Chen , Zhonggui He , Shenwu Zhang , Cong Luo , Jin Sun . Spatiotemporally-controlled supramolecular hybrid nanoassembly enabling ferroptosis-augmented photodynamic immunotherapy of cancer. Chinese Chemical Letters, 2025, 36(3): 109902-. doi: 10.1016/j.cclet.2024.109902
20. [20]
  Yupeng Liu , Hui Wang , Songnan Qu . Review on near-infrared absorbing/emissive carbon dots: From preparation to multi-functional application. Chinese Chemical Letters, 2025, 36(5): 110618-. doi: 10.1016/j.cclet.2024.110618

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(725)
HTML views(51)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142