Citation: Yun Qu, Wenjuan Jin, Yichen Wan, Zhichao Pei, Yuxin Pei. J-aggregation of photosensitizers leads to an ultrahigh drug-loading system for targeted delivery[J]. Chinese Chemical Letters, ;2024, 35(1): 108493. doi: 10.1016/j.cclet.2023.108493 shu

J-aggregation of photosensitizers leads to an ultrahigh drug-loading system for targeted delivery

College of Chemistry & Pharmacy, Northwest A&F University, Yangling 712100, China

peiyx@nwafu.edu.cn

Received Date: 17 November 2022
Revised Date: 16 April 2023
Accepted Date: 20 April 2023
Available Online: 23 April 2023

Figures(4)

Drug loading capacity is very important in the construction of targeted drug delivery systems (TDDSs) for the improvement of drug delivery efficiency. However, the drug-loading capacity of most nanomaterials is non-idealistic, and developing the high drug-loading TDDSs is still a critical challenge. In this work, an ultrahigh loading system (denoted as HMPB2) was prepared via J-aggregation of an aza-boron dipyrromethene derivative (Bod) by using hollow MnO₂ modified with glucosamine pillar[5]arene as a carrier, which was demonstrated to have typical J-aggregate absorption of Bod, specific cancer cells targeting ability, negligible dark cytotoxicity, and potent phototoxicity. This work provides a successful example to construct an ultrahigh drug-loading system via J-aggregation for targeted delivery.
- J-aggregate,
- Ultrahigh drug-loading,
- Aza-BODIPY,
- Hollow MnO₂,
- Phototherapy,
- Pillar[n]arene
1. [1]
  W. Feng, Y. Lv, Z. Chen, et al., Chem. Eng. J. 417 (2021) 129178. doi: 10.1016/j.cej.2021.129178
2. [2]
  S. Senapati, A.K. Mahanta, S. Kumar, P. Maiti, Signal Transduct Target. Ther. 3 (2018) 7. doi: 10.1038/s41392-017-0004-3
3. [3]
  X. Hu, L. Gao, S. Mosel, et al., Small 14 (2018) 1803952. doi: 10.1002/smll.201803952
4. [4]
  C. Yao, P. Wang, X. Li, et al., Adv. Mater. 28 (2016) 9341–9348. doi: 10.1002/adma.201503799
5. [5]
  R. Sun, J. Dai, M. Ling, et al., J. Nanobiotechnol. 20 (2022) 194. doi: 10.1186/s12951-022-01389-7
6. [6]
  C. Sun, Z. Wang, K. Yang, et al., Small 17 (2021) 2101139. doi: 10.1002/smll.202101139
7. [7]
  Y. Wang, M. Jin, Z. Chen, et al., Chem. Commun. 56 (2020) 10642–10645. doi: 10.1039/d0cc04149a
8. [8]
  H. Zhang, L. Zhang, Z. Cao, et al., Small 18 (2022) 2200299. doi: 10.1002/smll.202200299
9. [9]
  X. Sun, G. He, C. Xiong, et al., ACS Appl. Mater. Interfaces 13 (2021) 3679–3693. doi: 10.1021/acsami.0c20617
10. [10]
  Y. Liu, G. Yang, T. Baby, et al., Angew. Chem. Int. Ed. 59 (2020) 4720–4728. doi: 10.1002/anie.201913539
11. [11]
  W. Xu, X. Qing, S. Liu, et al., Small 18 (2022) 2106511. doi: 10.1002/smll.202106511
12. [12]
  Y. Wang, Y. Li, Z. Zhang, et al., Adv. Mater. 33 (2021) 2103748. doi: 10.1002/adma.202103748
13. [13]
  X. Xu, J. Duan, Y. Liu, et al., Acta Biomater. 126 (2021) 445–462. doi: 10.1016/j.actbio.2021.03.048
14. [14]
  G. Yang, L. Xu, Y. Chao, et al., Nat. Commun. 8 (2017) 902. doi: 10.1038/s41467-017-01050-0
15. [15]
  F. Wurthner, T.E. Kaiser, C.R. Saha-Moller, Angew. Chem. Int. Ed. 50 (2011) 3376–3410. doi: 10.1002/anie.201002307
16. [16]
  X. Bao, S. Zheng, L. Zhang, et al., Angew. Chem. Int. Ed. 61 (2022) e202207250. doi: 10.1002/anie.202207250
17. [17]
  Q. Liu, Q. Jia, J. Zhu, et al., Chin. Chem. Lett. 25 (2014) 752–756. doi: 10.1016/j.cclet.2013.12.023
18. [18]
  P. Sun, Q. Wu, X. Sun, et al., Chem. Commun. 54 (2018) 13395–13398. doi: 10.1039/C8CC08096H
19. [19]
  S. Xu, H. Liu, S. Huan, L. Yuan, X. Zhang, Mater. Chem. Front. 5 (2021) 1076–1089. doi: 10.1039/d0qm00557f
20. [20]
  Y. Liu, C. Xu, L. Teng, et al., Chem. Commun. 56 (2020) 1956–1959. doi: 10.1039/c9cc09790b
21. [21]
  Y. Zhu, W. Lin, W. Zhang, et al., Chin. Chem. Lett. 28 (2017) 1875–1877. doi: 10.1016/j.cclet.2017.06.017
22. [22]
  W. Qian, M. Zuo, P. Niu, X. Hu, L. Wang, Chin. Chem. Lett. 33 (2022) 1975–1978. doi: 10.1016/j.cclet.2021.09.070
23. [23]
  G, Yu, M. Xue, Z. Zhang, et al., J. Am. Chem. Soc. 134 (2012) 13248–13251. doi: 10.1021/ja306399f
24. [24]
  M. Wu, J. Gao, F. Wang, et al., Small 14 (2018) 1704440. doi: 10.1002/smll.201704440
25. [25]
  T. Xiao, W. Zhong, L. Xu, et al., Org. Biomol. Chem. 17 (2019) 1336–1350. doi: 10.1039/c8ob03095b
26. [26]
  X.Y. Lou, Y.W. Yang, Adv. Mater. 32 (2020) 2003263. doi: 10.1002/adma.202003263
27. [27]
  H. Zheng, L. Fu, J. Jiao, et al., Nat. Commun. 17 (2019) 1336–1350.
28. [28]
  Z. Shen, N. Ma, F. Wang, et al., Chin. Chem. Lett. 33 (2022) 4563–4566. doi: 10.1016/j.cclet.2022.01.069
29. [29]
  Y. Chang, K. Yang, P. Wei, et al., Angew. Chem. Int. Ed. 53 (2014) 13126–13130. doi: 10.1002/anie.201407272
30. [30]
  K. Narayanan, N. Erathodiyil, B. Gopalan, et al., Adv. Healthcare Mater. 5 (2016) 696–701. doi: 10.1002/adhm.201500613
31. [31]
  W. Ren, Y. Yan, L. Zeng, et al., Adv. Healthcare Mater. 14 (2023) 590.
32. [32]
  Z. Ruan, Y. Zhao, P. Yuan, et al., J. Mater. Chem. B 6 (2018) 753–762. doi: 10.1039/C7TB02924A
33. [33]
  Q. He, I. Minn, Q. Wang, et al., Angew. Chem. Int. Ed. 55 (2016) 12035–12039. doi: 10.1002/anie.201606121
34. [34]
  Y. Wang, J. Li, Z. Chen, et al., Chem. Commun. 58 (2022) 3945–3948. doi: 10.1039/d2cc00566b
35. [35]
  Q. Han, C. Wang, Z. Li, et al., Anal. Chem. 92 (2020) 3324–3331. doi: 10.1021/acs.analchem.9b05262
36. [36]
  Y. Li, T. Ma, H. Jiang, et al., Angew. Chem. Int. Ed. 61 (2022) e202203093. doi: 10.1002/anie.202203093
37. [37]
  P. Sun, Q. Wu, X. Sun, et al., Chem. Commun. 54 (2018) 13395. doi: 10.1039/c8cc08096h
38. [38]
  N. Yu, M. Ding, F. Wang, Nano Today 46 (2022) 101600. doi: 10.1016/j.nantod.2022.101600
1. [1]
  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
2. [2]
  Yan Zhu , Jia Liu , Meiheng Lv , Tingting Wang , Dongxiang Zhang , Rong Shang , Xin-Dong Jiang , Jianjun Du , Guiling Wang . Heavy-atom-free orthogonal configurative dye 1,7-di-anthra-aza-BODIPY for singlet oxygen generation. Chinese Chemical Letters, 2024, 35(10): 109446-. doi: 10.1016/j.cclet.2023.109446
3. [3]
  Ying Gao , Rong Zhou , Qiwen Wang , Shaolong Qi , Yuanyuan Lv , Shuang Liu , Jie Shen , Guocan Yu . Natural killer cell membrane doped supramolecular nanoplatform with immuno-modulatory functions for immuno-enhanced tumor phototherapy. Chinese Chemical Letters, 2024, 35(10): 109521-. doi: 10.1016/j.cclet.2024.109521
4. [4]
  Chenlu Huang , Xinyu Yang , Qingyu Yu , Linhua Zhang , Dunwan Zhu . Gas-generating polymersomes-based amplified photoimmunotherapy for abscopal effect and tumor metastasis inhibition. Chinese Chemical Letters, 2024, 35(6): 109680-. doi: 10.1016/j.cclet.2024.109680
5. [5]
  Junjie Wang , Yan Wang , Zhengdong Li , Changqiang Xie , Musammir Khan , Xingzhou Peng , Fabiao Yu . Triphenylamine-AIEgens photoactive materials for cancer theranostics. Chinese Chemical Letters, 2024, 35(6): 108934-. doi: 10.1016/j.cclet.2023.108934
6. [6]
  Ling-Ling Wu , Xiangchuan Meng , Qingyang Zhang , Xiaowan Han , Feiya Yang , Qinghua Wang , Hai-Yu Hu , Nianzeng Xing . Heavy-atom engineered hypoxia-responsive probes for precisive photoacoustic imaging and cancer therapy. Chinese Chemical Letters, 2024, 35(4): 108663-. doi: 10.1016/j.cclet.2023.108663
7. [7]
  Wenjuan Jin , Zelong Chen , Yi Wang , Jiaxuan Li , Jiahui Li , Yuxin Pei , Zhichao Pei . Nano metal-photosensitizer based on Aza-BODIPY-Cu complex for CDT-enhanced dual phototherapy. Chinese Chemical Letters, 2024, 35(7): 109328-. doi: 10.1016/j.cclet.2023.109328
8. [8]
  Bingbing Shi , Yuchun Wang , Yi Zhou , Xing-Xing Zhao , Yizhou Li , Nuoqian Yan , Wen-Juan Qu , Qi Lin , Tai-Bao Wei . A supramolecular oligo[2]rotaxane constructed by orthogonal platinum(Ⅱ) metallacycle and pillar[5]arene-based host–guest interactions. Chinese Chemical Letters, 2024, 35(10): 109540-. doi: 10.1016/j.cclet.2024.109540
9. [9]
  Xin Zhang , Junyu Chen , Xiang Pei , Linxin Yang , Liang Wang , Luona Chen , Guangmei Yang , Xibo Pei , Qianbing Wan , Jian Wang . Drug-loading ZIF-8 for modification of microporous bone scaffold to promote vascularized bone regeneration. Chinese Chemical Letters, 2024, 35(6): 108889-. doi: 10.1016/j.cclet.2023.108889
10. [10]
  Yiqian Jiang , Zihan Yang , Xiuru Bi , Nan Yao , Peiqing Zhao , Xu Meng . Mediated electron transfer process in α-MnO₂ catalyzed Fenton-like reaction for oxytetracycline degradation. Chinese Chemical Letters, 2024, 35(8): 109331-. doi: 10.1016/j.cclet.2023.109331
11. [11]
  Lei Zhou , Youjun Zhou , Lizhen Fang , Yiqiao Bai , Yujia Meng , Liang Li , Jie Yang , Yong Yao . Pillar[5]arene based artificial light-harvesting supramolecular polymer for efficient and recyclable photocatalytic applications. Chinese Chemical Letters, 2024, 35(9): 109509-. doi: 10.1016/j.cclet.2024.109509
12. [12]
  Jiahong ZHENG , Jingyun YANG . Preparation and electrochemical properties of hollow dodecahedral CoNi₂S₄ supported by MnO₂ nanowires. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1881-1891. doi: 10.11862/CJIC.20240170
13. [13]
  Lumin Zheng , Ying Bai , Chuan Wu . Multi-electron reaction and fast Al ion diffusion of δ-MnO₂ cathode materials in rechargeable aluminum batteries via first-principle calculations. Chinese Chemical Letters, 2024, 35(4): 108589-. doi: 10.1016/j.cclet.2023.108589
14. [14]
  Ping Lu , Baoyin Du , Ke Liu , Ze Luo , Abiduweili Sikandaier , Lipeng Diao , Jin Sun , Luhua Jiang , Yukun Zhu . Heterostructured In2O3/In2S3 hollow fibers enable efficient visible-light driven photocatalytic hydrogen production and 5-hydroxymethylfurfural oxidation. Chinese Journal of Structural Chemistry, 2024, 43(8): 100361-100361. doi: 10.1016/j.cjsc.2024.100361
15. [15]
  Chuanming GUO , Kaiyang ZHANG , Yun WU , Rui YAO , Qiang ZHAO , Jinping LI , Guang LIU . Performance of MnO₂-0.39IrO_x composite oxides for water oxidation reaction in acidic media. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1135-1142. doi: 10.11862/CJIC.20230459
16. [16]
  Le Ye , Wei-Xiong Zhang . Structural phase transition in a new organic-inorganic hybrid post-perovskite: (N,N-dimethylpyrrolidinium)[Mn(N(CN)2)3]. Chinese Journal of Structural Chemistry, 2024, 43(6): 100257-100257. doi: 10.1016/j.cjsc.2024.100257
17. [17]
  Kongchuan Wu , Dandan Lu , Jianbin Lin , Ting-Bin Wen , Wei Hao , Kai Tan , Hui-Jun Zhang . Elucidating ligand effects in rhodium(Ⅲ)-catalyzed arene–alkene coupling reactions. Chinese Chemical Letters, 2024, 35(5): 108906-. doi: 10.1016/j.cclet.2023.108906
18. [18]
  Tong Li , Leping Pan , Yan Zhang , Jihu Su , Kai Li , Kuiliang Li , Hu Chen , Qi Sun , Zhiyong Wang . Electrochemical construction of 2,5-diaryloxazoles via N–H and C(sp³)-H functionalization. Chinese Chemical Letters, 2024, 35(4): 108897-. doi: 10.1016/j.cclet.2023.108897
19. [19]
  Liang Ma , Zhou Li , Zhiqiang Jiang , Xiaofeng Wu , Shixin Chang , Sónia A. C. Carabineiro , Kangle Lv . Effect of precursors on the structure and photocatalytic performance of g-C3N4 for NO oxidation and CO2 reduction. Chinese Journal of Structural Chemistry, 2024, 43(11): 100416-100416. doi: 10.1016/j.cjsc.2023.100416
20. [20]
  Tianze Wang , Junyi Ren , Dongxiang Zhang , Huan Wang , Jianjun Du , Xin-Dong Jiang , Guiling Wang . Development of functional dye with redshifted absorption based on Knoevenagel condensation at 1-site in phenyl[b]-fused BODIPY. Chinese Chemical Letters, 2024, 35(6): 108862-. doi: 10.1016/j.cclet.2023.108862

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(222)
HTML views(7)

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