Citation: Chunhui Wu, Qiuyue Liu, Yikun Wang, Zhengxin Xie, Honglin Huang, Ningxi Li, Xiaodan Wei, Geng Yang, Tingting Li, Hong Yang, Shun Li, Xiang Qin, Yiyao Liu. Tirapazamine encapsulated hyaluronic acid nanomicelles realized targeted and efficient photo-bioreductive cascading cancer therapy[J]. Chinese Chemical Letters, ;2021, 32(8): 2400-2404. doi: 10.1016/j.cclet.2021.02.060 shu

Tirapazamine encapsulated hyaluronic acid nanomicelles realized targeted and efficient photo-bioreductive cascading cancer therapy

Chunhui Wu ^{a, *,} ,
Qiuyue Liu ^a ,
Yikun Wang ^a ,
Zhengxin Xie ^a ,
Honglin Huang ^a ,
Ningxi Li ^a ,
Xiaodan Wei ^a ,
Geng Yang ^a ,
Tingting Li ^a ,
Hong Yang ^a ,
Shun Li ^a ,
Xiang Qin ^a ,
Yiyao Liu ^{a, b, *,}

a.
Department of Biophysics, School of Life Science and Technology, University of Electronic Science and Technology of China, Chengdu 610054, China
b.
TCM Regulating Metabolic Diseases Key Laboratory of Sichuan Province, Hospital of Chengdu University of Traditional Chinese Medicine, Chengdu 610072, China

wuchunhui@uestc.edu.cn

liuyiyao@uestc.edu.cn

Received Date: 6 January 2021
Revised Date: 24 February 2021
Accepted Date: 25 February 2021
Available Online: 27 February 2021

Figures(4)

Currently, architecting a rational and efficient nanoplatform combing with multi-therapeutic modalities is highly obligatory for advanced cancer treatment. In order to remedy the self-limiting hypoxic dilemma of photodynamic therapy (PDT), herein, a facile photosensitizer (i.e., chlorin e6, Ce6) and bioreductive prodrug (i.e., tirapazamine, TPZ)-coloaded hyaluronic acid (HA) nanomicelles (denoted as TPZ@HA-Ce6) was developed for the cascading mode of photo-bioreductive cancer therapy. Taking the typical advantage of Ce6 coupled HA conjugate, TPZ was easily and successfully accommodated into the hydrophobic core of HA-Ce6 nanomicelles, yielding TPZ@HA-Ce6. It showed good dispersibility and stability with the hydrodynamic size of ca. 170 nm. It targeted the CD44 overexpressed cancer cells by receptor-mediated endocytosis way and killed them effectively with singlet oxygen and the subsequent TPZ radicals resulting from the oxygen depletion of PDT. The later was further verified by the hypoxia probe in vivo. Using murine mammary carcinoma 4 T1 model, TPZ@HA-Ce6 nanomicelles exhibited cascading and synergistic anticancer effect of PDT and TPZ bioreductive therapy compared with each monotherapy. This work suggests the promising prospect of the hybrid hyaluronic nanomicelles for highly efficient cancer combination treatment.
- Hyaluronic acid,
- Photosensitizer,
- Bioreductive prodrug,
- Hypoxia,
- Cascading cancer therapy
1. [1]
  S. Rawal, M.M. Patel, J. Control. Release 301 (2019) 76-109 doi: 10.1016/j.jconrel.2019.03.015
2. [2]
  L.M. Yang, P. Gao, Y.L. Huang, et al., Chin. Chem. Lett. 30 (2019) 1293–1296 doi: 10.1016/j.cclet.2019.03.032
3. [3]
  L. Li, Y.S. Chen, W.J. Chen, et al., Chin. Chem. Lett. 30 (2019) 1689–1703 doi: 10.1016/j.cclet.2019.04.017
4. [4]
  J.P. Celli, B.Q. Spring, I. Rizvi, et al., Chem. Rev. 110 (2010) 2795-2838 doi: 10.1021/cr900300p
5. [5]
  X. Li, N. Kwon, T. Guo, et al., Angew Chem. Int. Ed. 57 (2018) 11522-11531 doi: 10.1002/anie.201805138
6. [6]
  M.I. Koukourakis, A. Giatromanolaki, J. Skarlatos, et al., Cancer Res. 61 (2001) 1830-1832
7. [7]
  Z. Huang, Q. Chen, A. Shakil, et al., Photochem. Photobiol. 78 (2003) 496-502 doi: 10.1562/0031-8655(2003)078<0496:HETTCK>2.0.CO;2
8. [8]
  G. Yang, L. Xu, Y. Chao, et al., Nat. Commun. 8 (2017) 902 doi: 10.1038/s41467-017-01050-0
9. [9]
  Z. Zhang, R. Wang, X. Huang, et al., ACS Appl. Mater. Interfaces 12 (2020) 5680-5694 doi: 10.1021/acsami.9b23325
10. [10]
  W.R. Wilson, M.P. Hay, Nat. Rev. Cancer 11 (2011) 393-410 doi: 10.1038/nrc3064
11. [11]
  L. Feng, L. Cheng, Z. Dong, et al., ACS Nano 11 (2017) 927-937 doi: 10.1021/acsnano.6b07525
12. [12]
  Y. Liu, Y. Liu, W. Bu, et al., Angew Chem. Int. Ed. 54 (2015) 8105-8109 doi: 10.1002/anie.201500478
13. [13]
  Y. Shao, B. Liu, Z. Di, et al., J. Am. Chem. Soc. 142 (2020) 3939-3946 doi: 10.1021/jacs.9b12788
14. [14]
  C. Qian, P. Feng, J. Yu, et al., Angew Chem. Int. Ed. 56 (2017) 2588-2593 doi: 10.1002/anie.201611783
15. [15]
  D. Guo, S. Xu, N. Wang, et al., Biomaterials 144 (2017) 188-198 doi: 10.1016/j.biomaterials.2017.08.032
16. [16]
  Y. Wang, Y. Xie, J. Li, et al., ACS Nano 11 (2017) 2227-2238 doi: 10.1021/acsnano.6b08731
17. [17]
  D. Chen, Y. Tang, J. Zhu, et al., Biomaterials 221 (2019) 119422 doi: 10.1016/j.biomaterials.2019.119422
18. [18]
  K.M. Ihsanullah, B.N. Kumar, Y. Zhao, et al., Biomaterials 245 (2020) 119982 doi: 10.1016/j.biomaterials.2020.119982
19. [19]
  H. Kim, H. Jeong, S. Han, et al., Biomaterials 123 (2017) 155-171
20. [20]
  P. Kesharwani, S. Banerjee, S. Padhye, et al., Biomacromolecules 16 (2015) 3042-3053 doi: 10.1021/acs.biomac.5b00941
21. [21]
  Q. Zhao, J. Liu, W. Zhu, et al., Acta Biomater. 23 (2015) 147-156 doi: 10.1016/j.actbio.2015.05.010
22. [22]
  J. Han, W. Park, S.J. Park, et al., ACS Appl. Mater. Interfaces 8 (2016) 7739-7747 doi: 10.1021/acsami.6b01664
23. [23]
  W. Miao, G. Shim, C.M. Kang, et al., Biomaterials 34 (2013) 9638-9647 doi: 10.1016/j.biomaterials.2013.08.058
24. [24]
  Y. Sakurai, H. Harashima, Expert Opin. Drug Del. 16 (2019) 915-936 doi: 10.1080/17425247.2019.1645115
25. [25]
  H.Y. Yoon, H. Koo, K.Y. Choi, et al., Biomaterials 33 (2012) 3980-3989 doi: 10.1016/j.biomaterials.2012.02.016
26. [26]
  H.J. Cho, H.Y. Yoon, H. Koo, et al., Biomaterials 32 (2011) 7181-7190 doi: 10.1016/j.biomaterials.2011.06.028
27. [27]
  W. Li, C. Zheng, Z. Pan, et al., Biomaterials 101 (2016) 10-19 doi: 10.1016/j.biomaterials.2016.05.019
28. [28]
  Y. Li, L. Sutrisno, Y. Hou, et al., Chem. Commun (Camb). 56 (2020) 9978-9981 doi: 10.1039/d0cc03667f
29. [29]
  X. Liang, L. Fang, X. Li, et al., Biomaterials 132 (2017) 72-84 doi: 10.1016/j.biomaterials.2017.04.006
30. [30]
  F.F. Xue, W.X. Du, S.X. Chen, et al., ACS Appl. Bio Mater. 3 (2020) 8962-8969 doi: 10.1021/acsabm.0c01223
31. [31]
  Y. Huang, K.M. Du, Z.H. Xue, et al., Leukemia 17 (2003) 2065−2073 doi: 10.1038/sj.leu.2403141
1. [1]
  Zhe Li , Ping-Zhao Liang , Li Xu , Fei-Yu Yang , Tian-Bing Ren , Lin Yuan , Xia Yin , Xiao-Bing Zhang . Three positive charge nonapoptotic-induced photosensitizer with excellent water solubility for tumor therapy. Chinese Chemical Letters, 2024, 35(8): 109190-. doi: 10.1016/j.cclet.2023.109190
2. [2]
  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
3. [3]
  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
4. [4]
  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
5. [5]
  Huijie An , Chen Yang , Zhihui Jiang , Junjie Yuan , Zhongming Qiu , Longhao Chen , Xin Chen , Mutu Huang , Linlang Huang , Hongju Lin , Biao Cheng , Hongjiang Liu , Zhiqiang Yu . Luminescence-activated Pt(Ⅳ) prodrug for in situ triggerable cancer therapy. Chinese Chemical Letters, 2024, 35(7): 109134-. doi: 10.1016/j.cclet.2023.109134
6. [6]
  Chao Zhang , Ai-Feng Liu , Shihui Li , Fang-Yuan Chen , Jun-Tao Zhang , Fang-Xing Zeng , Hui-Chuan Feng , Ping Wang , Wen-Chao Geng , Chuan-Rui Ma , Dong-Sheng Guo . A supramolecular formulation of icariin@sulfonatoazocalixarene for hypoxia-targeted osteoarthritis therapy. Chinese Chemical Letters, 2025, 36(1): 109752-. doi: 10.1016/j.cclet.2024.109752
7. [7]
  Lin Li , Bingjun Sun , Jin Sun , Lin Chen , Zhonggui He . Binary prodrug nanoassemblies combining chemotherapy and ferroptosis activation for efficient triple-negative breast cancer therapy. Chinese Chemical Letters, 2024, 35(10): 109538-. doi: 10.1016/j.cclet.2024.109538
8. [8]
  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
9. [9]
  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
10. [10]
  Wenjia Wang , Xingyue He , Xiaojie Wang , Tiantian Zhao , Osamu Muraoka , Genzoh Tanabe , Weijia Xie , Tianjiao Zhou , Lei Xing , Qingri Jin , Hulin Jiang . Glutathione-depleted cyclodextrin pseudo-polyrotaxane nanoparticles for anti-inflammatory oxaliplatin (Ⅳ) prodrug delivery and enhanced colorectal cancer therapy. Chinese Chemical Letters, 2024, 35(4): 108656-. doi: 10.1016/j.cclet.2023.108656
11. [11]
  Xin Lv , Hongxing Zhang , Kaibo Duan , Wenhui Dai , Zhihui Wen , Wei Guo , Junsheng Hao . Lighting the Way Against Cancer: Photodynamic Therapy. University Chemistry, 2024, 39(5): 70-79. doi: 10.3866/PKU.DXHX202309090
12. [12]
  Zhipeng Li , Qincong Feng , Jianliang Shen . A β-lactamase-activatable photosensitizer for the treatment of resistant bacterial infections. Chinese Chemical Letters, 2024, 35(11): 109602-. doi: 10.1016/j.cclet.2024.109602
13. [13]
  Cheng-Zhe Gao , Hao-Ran Jia , Tian-Yu Wang , Xiao-Yu Zhu , Xiaofeng Han , Fu-Gen Wu . A dual drug-loaded tumor vasculature-targeting liposome for tumor vasculature disruption and hypoxia-enhanced chemotherapy. Chinese Chemical Letters, 2025, 36(1): 109840-. doi: 10.1016/j.cclet.2024.109840
14. [14]
  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
15. [15]
  Mengjuan Sun , Muye Zhou , Yifang Xiao , Hailei Tang , Jinhua Chen , Ruitao Zhang , Chunjiayu Li , Qi Ya , Qian Chen , Jiasheng Tu , Qiyue Wang , Chunmeng Sun . Reversibly size-switchable polyion complex micelles for antiangiogenic cancer therapy. Chinese Chemical Letters, 2024, 35(7): 109110-. doi: 10.1016/j.cclet.2023.109110
16. [16]
  Xiaofang Luo , Ye Wu , Xiaokun Zhang , Min Tang , Feiye Ju , Zuodong Qin , Gregory J Duns , Wei-Dong Zhang , Jiang-Jiang Qin , Xin Luan . Peptide-based strategies for overcoming multidrug-resistance in cancer therapy. Chinese Chemical Letters, 2025, 36(1): 109724-. doi: 10.1016/j.cclet.2024.109724
17. [17]
  Fengyun Li , Zerong Pei , Shuting Chen , Gen li , Mengyang Liu , Liqin Ding , Jingbo Liu , Feng Qiu . Multifunctional nano-herb based on tumor microenvironment for enhanced tumor therapy of gambogic acid. Chinese Chemical Letters, 2024, 35(5): 108752-. doi: 10.1016/j.cclet.2023.108752
18. [18]
  Jia-Qi Feng , Xiang Tian , Rui-Ge Cao , Yong-Xiu Li , Wen-Long Liu , Rong Huang , Si-Yong Qin , Ai-Qing Zhang , Yin-Jia Cheng . An AIE-based theranostic nanoplatform for enhanced colorectal cancer therapy: Real-time tumor-tracking and chemical-enhanced photodynamic therapy. Chinese Chemical Letters, 2024, 35(12): 109657-. doi: 10.1016/j.cclet.2024.109657
19. [19]
  Huijiao Fu , Peiqin Liang , Qianwen Chen , Yan Wang , Guang Li , Xuzi Cai , Shengtao Wang , Kun Chen , Shengying Shi , Zhiqiang Yu , Xuefeng Wang . COX-2 blocking therapy in cisplatin chemosensitization of ovarian cancer: An allicin-based nanomedicine approach. Chinese Chemical Letters, 2024, 35(8): 109241-. doi: 10.1016/j.cclet.2023.109241
20. [20]
  Qiang Li , Jiangbo Fan , Hongkai Mu , Lin Chen , Yongzhen Yang , Shiping Yu . Nucleus-targeting orange-emissive carbon dots delivery adriamycin for enhanced anti-liver cancer therapy. Chinese Chemical Letters, 2024, 35(6): 108947-. doi: 10.1016/j.cclet.2023.108947

Get Citation

PDF

XML

Metrics

PDF Downloads(10)
Abstract views(414)
HTML views(21)

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