Citation: Wei Su, Xiaoyan Luo, Peiyuan Li, Ying Zhang, Chenxiang Lin, Kang Wang, Jianzhuang Jiang. Phthalocyanine self-assembled nanoparticles for type Ⅰ photodynamic antibacterial therapy[J]. Chinese Chemical Letters, ;2024, 35(12): 109522. doi: 10.1016/j.cclet.2024.109522 shu

Phthalocyanine self-assembled nanoparticles for type Ⅰ photodynamic antibacterial therapy

Wei Su ^{a, *,} ,
Xiaoyan Luo ^a ,
Peiyuan Li ^{b, *,} ,
Ying Zhang ^b ,
Chenxiang Lin ^{a, *,} ,
Kang Wang ^c ,
Jianzhuang Jiang ^{c, *,}

a.
Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530000, China
b.
College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530000, China
c.
Beijing Advanced Innovation Center for Materials Genome Engineering, Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials, Department of Chemistry and Chemical Engineering, School of Chemistry and Biological Engineering, University of Science and Technology Beijing, Beijing 100083, China

suwmail@163.com

lipearpear@163.com

cxlinchem@163.com

jianzhuang@ustb.edu.cn

Received Date: 20 November 2023
Revised Date: 6 January 2024
Accepted Date: 11 January 2024
Available Online: 28 January 2024

Figures(7)

Most photodynamic therapies (PDT) rely on reactive oxygen species (ROS) produced by type Ⅱ mechanisms. However, since the production of type Ⅰ ROS is not limited by oxygen content, making it more favorable for antimicrobial phototherapy in complex microenvironments. Herein, we report a substituent cationization design strategy that not only improves the hydrophilicity of the prepared phthalocyanine molecule, but also promotes the electron transfer process in the photosensitizer, resulting in the strong type Ⅰ photodynamic effect of the phthalocyanine self-assembled photosensitizer to efficiently generate O₂^•- under both normal and hypoxic conditions. This in combination with its excellent bacteria recognition capability derived from the cationic part on its surface and intrinsic photothermal therapy effect of the phthalocyanine macrocycle endows the phthalocyanine self-assembled photosensitizer with excellent phototherapeutic antimicrobial properties in preclinical models, effectively promoting the wound healing process. This work provides a promising strategy for designing efficient multi-mode photosensitizers.
- Phthalocyanine,
- Nanoparticles,
- Photodynamic therapy,
- Type Ⅰ reactive oxygen species,
- Antibacterial therapy
1. [1]
  T.M. Privalsky, A.M. Soohoo, J. Wang, et al., J. Am. Chem. Soc. 143 (2021) 21127–21142. doi: 10.1021/jacs.1c10200
2. [2]
  S. Roy, I. Hasan, B. Guo, Coordin. Chem. Rev. 482 (2023) 215075. doi: 10.1016/j.ccr.2023.215075
3. [3]
  R.T. Mertens, S. Gukathasan, A.S. Arojojoye, C. Olelewe, S.G. Awuah, Chem. Rev. 123 (2023) 6612–6667. doi: 10.1021/acs.chemrev.2c00649
4. [4]
  B.T. Liu, X.H. Pan, D.Y. Nie, et al., Adv. Mater. 32 (2020) 2005912. doi: 10.1002/adma.202005912
5. [5]
  B.T. Liu, X.H. Pan, D.Y. Zhang, et al., Angew. Chem. Int. Ed. 60 (2021) 25701–539325707. doi: 10.1002/anie.202110028
6. [6]
  Q. Yin, P. Zhao, R.J. Sa, et al., Angew. Chem. Int. Ed. 57 (2018) 7691–7696. doi: 10.1002/anie.201800354
7. [7]
  X. Hu, H. Zhang, Y. Wang, et al., Chem. Eng. J. 450 (2020) 138129.
8. [8]
  X. Cui, Q. Ruan, X. Zhuo, et al., Chem. Rev. 123 (2023) 6891–6952. doi: 10.1021/acs.chemrev.3c00159
9. [9]
  D. Wang, H. Wang, L. Ji, et al., ACS Nano 15 (2021) 8694–8705. doi: 10.1021/acsnano.1c00772
10. [10]
  G. Yang, J.S. Ni, Y. Li, et al., Angew. Chem. Int. Ed. 60 (2021) 5386–5393. doi: 10.1002/anie.202013228
11. [11]
  J. Gong, L. Liu, C. Li, et al., Chem. Sci. 14 (2023) 4863–4871. doi: 10.1039/d3sc00980g
12. [12]
  E. Pang, S. Zhao, B. Wang, et al., Coordin. Chem. Rev. 472 (2022) 214780. doi: 10.1016/j.ccr.2022.214780
13. [13]
  C. Bloyet, F. Sciortino, Y. Matsushita, et al., J. Am. Chem. Soc. 144 (2022) 10830–10843. doi: 10.1021/jacs.2c02596
14. [14]
  K.X. Teng, L.Y. Niu, Q.Z. Yang, Chem. Sci. 13 (2022) 5951–5956. doi: 10.1039/d2sc01469f
15. [15]
  P.C. Lo, M.S. Rodríguez-Morgade, R.K. Pandey, et al., Chem. Soc. Rev. 49 (2022) 1041–1056.
16. [16]
  B.D. Zheng, Q.X. He, X. Li, J. Yoon, J.D. Huang, Coordin. Chem. Rev. 426 (2021) 213548. doi: 10.1016/j.ccr.2020.213548
17. [17]
  X. Li, B.D. Zheng, X.H. Peng, et al., Coordin. Chem. Rev. 379 (2019) 147–160. doi: 10.1016/j.ccr.2017.08.003
18. [18]
  J.M. Johnson, D.M. Cognetti, J.M. Curry, F.E. Mott, et al., Ann. Oncol. 30 (2019) 426. doi: 10.1093/annonc/mdz250.053
19. [19]
  N. Nwahara, G. Abrahams, J. Mack, E. Prinsloo, T. Nyokong, J. Inorg. Biochem. 239 (2023) 112078. doi: 10.1016/j.jinorgbio.2022.112078
20. [20]
  L. Xu, T. Zhang, B. Huang, et al., Front. Pharmacol. 14 (2023) 1168393. doi: 10.3389/fphar.2023.1168393
21. [21]
  R. Wang, K.H. Kim, J. Yoo, et al., ACS Nano 16 (2022) 3045–3058. doi: 10.1021/acsnano.1c10565
22. [22]
  Y.Y. Zhao, L. Zhang, Z. Chen, et al., J. Am. Chem. Soc. 143 (2021) 13980–13989. doi: 10.1021/jacs.1c07479
23. [23]
  T. Luo, G.T. Nash, Z. Xu, et al., J. Am. Chem. Soc. 143 (2021) 13519–13524. doi: 10.1021/jacs.1c07379
24. [24]
  F. Duan, Q. Jia, G. Liang, et al., ACS Nano 17 (2023) 11290–11308. doi: 10.1021/acsnano.2c12270
25. [25]
  X. Li, D. Lee, J.D. Huang, J. Yoon, Angew. Chem. Int. Ed. 57 (2018) 9885–9890. doi: 10.1002/anie.201806551
26. [26]
  S. Liu, B. Wang, Y. Yu, et al., ACS Nano 16 (2022) 9130–9141. doi: 10.1021/acsnano.2c01206
27. [27]
  Q. Wan, R. Zhang, Z. Zhuang, et al., Adv. Funct. Mater. 30 (2020) 2002057. doi: 10.1002/adfm.202002057
28. [28]
  L. Zhang, Q.C. Yang, S. Wang, et al., Adv. Mater. 34 (2022) 2108174. doi: 10.1002/adma.202108174
29. [29]
  P.P. Kalelkar, M. Riddick, A.J. García, Nat. Rev. Mater. 7 (2022) 39–54.
30. [30]
  Y. Wang, E.Y. Chi, D.O. Natvig, K.S. Schanze, D.G. Whitten, ACS Appl. Mater. Interfaces 5 (2013) 4555–4561. doi: 10.1021/am400220s
31. [31]
  J. Sun, M. Li, M. Lin, B. Zhang, X. Chen, Adv. Mater. 33 (2021) 2104402. doi: 10.1002/adma.202104402
32. [32]
  F. Nan, Q. Jia, X. Xue, et al., Biomaterials 284 (2022) 121495. doi: 10.1016/j.biomaterials.2022.121495
33. [33]
  R. Wang, D. Kim, M. Yang, X. Li, J. Yoon, ACS Appl. Mater. Interfaces 14 (2022) 7609–7616. doi: 10.1021/acsami.1c21891
34. [34]
  W. Su, X. Jiang, Y. Zhang, et al., J. Colloid Interf. Sci. 647 (2023) 201–210. doi: 10.3847/2515-5172/acfda0
35. [35]
  R. Su, P. Li, Y. Zhang, et al., Carbohyd. Polym. 302 (2023) 120349. doi: 10.1016/j.carbpol.2022.120349
1. [1]
  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
2. [2]
  Bohan Chen , Liming Gong , Jing Feng , Mingji Jin , Liqing Chen , Zhonggao Gao , Wei Huang . Research advances of nanoparticles for CAR-T therapy in solid tumors. Chinese Chemical Letters, 2024, 35(9): 109432-. doi: 10.1016/j.cclet.2023.109432
3. [3]
  Chen Lu , Zefeng Yu , Jing Cao . Advancement in porphyrin/phthalocyanine compounds-based perovskite solar cells. Chinese Journal of Structural Chemistry, 2024, 43(3): 100240-100240. doi: 10.1016/j.cjsc.2024.100240
4. [4]
  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
5. [5]
  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
6. [6]
  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
7. [7]
  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
8. [8]
  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
9. [9]
  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
10. [10]
  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
11. [11]
  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
12. [12]
  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
13. [13]
  Zhongyu Wang , Lijun Wang , Huaixin Zhao . DNA-based nanosystems to generate reactive oxygen species for nanomedicine. Chinese Chemical Letters, 2024, 35(11): 109637-. doi: 10.1016/j.cclet.2024.109637
14. [14]
  Yuwen Zhu , Xiang Deng , Yan Wu , Baode Shen , Lingyu Hang , Yuye Xue , Hailong Yuan . Formation mechanism of herpetrione self-assembled nanoparticles based on pH-driven method. Chinese Chemical Letters, 2025, 36(1): 109733-. doi: 10.1016/j.cclet.2024.109733
15. [15]
  Yiran Tao , Chunlei Dai , Zhaoxiang Xie , Xinru You , Kaiwen Li , Jun Wu , Hai Huang . Redox responsive polymeric nanoparticles enhance the efficacy of cyclin dependent kinase 7 inhibitor for enhanced treatment of prostate cancer. Chinese Chemical Letters, 2024, 35(8): 109170-. doi: 10.1016/j.cclet.2023.109170
16. [16]
  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
17. [17]
  Yixin Zhang , Ting Wang , Jixiang Zhang , Pengyu Lu , Neng Shi , Liqiang Zhang , Weiran Zhu , Nongyue He . Formation mechanism for stable system of nanoparticle/protein corona and phospholipid membrane. Chinese Chemical Letters, 2024, 35(4): 108619-. doi: 10.1016/j.cclet.2023.108619
18. [18]
  Keyang Li , Yanan Wang , Yatao Xu , Guohua Shi , Sixian Wei , Xue Zhang , Baomei Zhang , Qiang Jia , Huanhua Xu , Liangmin Yu , Jun Wu , Zhiyu He . Flash nanocomplexation (FNC): A new microvolume mixing method for nanomedicine formulation. Chinese Chemical Letters, 2024, 35(10): 109511-. doi: 10.1016/j.cclet.2024.109511
19. [19]
  Yujie Li , Ya-Nan Wang , Yin-Gen Luo , Hongcai Yang , Jinrui Ren , Xiao Li . Advances in synthetic biology-based drug delivery systems for disease treatment. Chinese Chemical Letters, 2024, 35(11): 109576-. doi: 10.1016/j.cclet.2024.109576
20. [20]
  Fereshte Hassanzadeh-Afruzi , Mina Azizi , Iman Zare , Ehsan Nazarzadeh Zare , Anwarul Hasan , Siavash Iravani , Pooyan Makvandi , Yi Xu . Advanced metal-organic frameworks-polymer platforms for accelerated dermal wound healing. Chinese Chemical Letters, 2024, 35(11): 109564-. doi: 10.1016/j.cclet.2024.109564

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(341)
HTML views(18)

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