Citation: Rong He, Dandan Tang, Ningge Xu, Heng Liu, Kun Dou, Xuejun Zhou, Fabiao Yu. Evaluation of erastin synergized cisplatin anti-nasopharyngeal carcinoma effect with a glutathione-activated near-infrared fluorescent probe[J]. Chinese Chemical Letters, ;2024, 35(2): 108658. doi: 10.1016/j.cclet.2023.108658 shu

Evaluation of erastin synergized cisplatin anti-nasopharyngeal carcinoma effect with a glutathione-activated near-infrared fluorescent probe

Rong He ^{a, b, c} ,
Dandan Tang ^b ,
Ningge Xu ^b ,
Heng Liu ^{a, b, *,} ,
Kun Dou ^{a, b} ,
Xuejun Zhou ^{a, b, *,} ,
Fabiao Yu ^{a, b, *,}

a.
Department of Otolaryngology, Head and Neck Surgery, The First Affiliated Hospital of Hainan Medical University, Haikou 570102, China
b.
Key Laboratory of Hainan Trauma and Disaster Rescue, Key Laboratory of Emergency and Trauma, Ministry of Education, Engineering Research Center for Hainan Bio-Smart Materials and Bio-Medical Devices, College of Emergency and Trauma, Hainan Medical University, Haikou 571199, China
c.
Sichuan Provincial General Hospital of Judicial Police, Chengdu 610225, China

liuheng@hainmc.edu.cn

xuejunzhouent@hainmc.edu.cn

yufabiao@hainmc.edu.cn

Received Date: 13 April 2023
Revised Date: 2 June 2023
Accepted Date: 6 June 2023
Available Online: 7 June 2023

Figures(4)

Nasopharyngeal carcinoma (NPC), a malignant tumor originating from the nasopharynx, is one of the common malignant tumors of the head and neck. There are significant geographical differences in the incidence of nasopharyngeal carcinoma, with a high incidence in China and Southeast Asian countries. Herein, we designed and synthesized a novel near-infrared fluorescent (NIRF) probe to detect glutathione (GSH) in cellular and tumor environments using semi-naphthofluorescein (SNAFL) as the fluorescent molecular backbone and 2-fluoro-4-nitrobenzenesulfonate as the recognition moiety. Upon reaction with GSH, SNAFL-GSH emitted a fluorescence signal, and its emission wavelength at 650 nm was remarkably enhanced. The results of selectivity experiments indicated that SNAFL-GSH was able to discriminate GSH from Cys, Hcy, and H₂S. Moreover, SNAFL-GSH could image both endogenous and exogenous GSH and distinguish normal and cancer cells by fluorescence signal difference. At the cellular level, cisplatin (DDP)-induced ferroptosis and inhibition of proliferation of various NPC cell lines (CNE2, CNE1, 5–8F cells) by erastin combined with DDP were visualized with the help of SNAFL-GSH. In a mouse tumor xenograft model, we successfully employed SNAFL-GSH for the evaluation of the efficacy of erastin combined with DDP in the treatment of NPC. More importantly, the probe could image cancerous tissue sections from NPC patients with an imaging depth of approximately 80 µm. It was foreseen that SNAFL-GSH offered great potential for application in the diagnosis and evaluation of the therapeutic efficacy of NPC, and these results would also provide new ideas for the clinical treatment of NPC.
- Glutathione,
- NIRF probe,
- Ferroptosis,
- Anti-tumor therapy evaluation,
- Bioimaging
1. [1]
  J. Sastre, F.V. Pallardo, J. Viña, Glutathione, in: T. Grune (Ed.), Reactions, Processes: Oxidants and Antioxidant Defense Systems, Springer Berlin Heidelberg, Berlin, Heidelberg, 2005, pp. 91–108.
2. [2]
  G. Teskey, R. Abrahem, R. Cao, et al., Glutathione as a marker for human disease, in: G.S. Makowski (Ed.), Advances in Clinical Chemistry, Elsevier, London, 2018, pp. 141–159.
3. [3]
  G.K. Balendiran, R. Dabur, D. Fraser, Cell Biochem. Funct. 22 (2004) 343–352. doi: 10.1002/cbf.1149
4. [4]
  M.P. Gamcsik, M.S. Kasibhatla, S.D. Teeter, et al., Biomarkers 17 (2012) 671–691. doi: 10.3109/1354750X.2012.715672
5. [5]
  Y. Sun, W.F. Li, N.Y. Chen, et al., Lancet Oncol. 17 (2016) 1509–1520. doi: 10.1016/S1470-2045(16)30410-7
6. [6]
  Y.P. Chen, A.T.C. Chan, Q.T. Le, et al., Lancet 394 (2019) 64–80. doi: 10.1016/S0140-6736(19)30956-0
7. [7]
  S. Guan, J. Wei, L. Huang, L. Wu, Eur. J. Med. Chem. 207 (2020) 112758. doi: 10.1016/j.ejmech.2020.112758
8. [8]
  M.A. Fuertes, C. Alonso, J.M. Pérez, Chem. Rev. 103 (2003) 645–662. doi: 10.1021/cr020010d
9. [9]
  J.W. Lv, Z.Y. Qi, G.Q. Zhou, et al., Cancer Sci. 109 (2018) 751–763. doi: 10.1111/cas.13474
10. [10]
  M. Song, M. Cui, K. Liu, Eur. J. Med. Chem. 232 (2022) 114205. doi: 10.1016/j.ejmech.2022.114205
11. [11]
  T. Jin, W.F. Qin, F. Jiang, et al., Transl. Oncol. 12 (2019) 633–639. doi: 10.1016/j.tranon.2019.01.002
12. [12]
  H. Yu, P. Guo, X. Xie, et al., J. Cell. Mol. Med. 21 (2017) 648–657. doi: 10.1111/jcmm.13008
13. [13]
  J. Li, F. Cao, H.L. Yin, et al., Cell. Death Dis. 11 (2020) 88. doi: 10.1038/s41419-020-2298-2
14. [14]
  B. Lu, X.B. Chen, M.D. Ying, et al., Front. Pharmacol. 8 (2017) 992.
15. [15]
  X. Xia, X. Fan, M. Zhao, P. Zhu, Curr. Gene Ther. 19 (2019) 117–124. doi: 10.2174/1566523219666190628152137
16. [16]
  Y. Zhao, Y. Li, R. Zhang, et al., Onco Targets Ther. 13 (2020) 5429–5441. doi: 10.2147/ott.s254995
17. [17]
  D. Giustarini, I. Dalle-Donne, A. Milzani, et al., Nat. Protoc. 8 (2013) 1660–1669. doi: 10.1038/nprot.2013.095
18. [18]
  Y. Zhu, J. Wu, K. Wang, J. Xie, et al., Talanta 224 (2021) 121852. doi: 10.1016/j.talanta.2020.121852
19. [19]
  D. Sun, Z. Chen, J. Hu, et al., Chin. Chem. Lett. 33 (2022) 4478–4494. doi: 10.1016/j.cclet.2021.12.043
20. [20]
  D. Chen, Y. Feng, Crit. Rev. Anal. Chem. 52 (2022) 649–666. doi: 10.1080/10408347.2020.1819193
21. [21]
  Z. Xu, T. Qin, X. Zhou, et al., Trends Anal. Chem. 121 (2019) 115672. doi: 10.1016/j.trac.2019.115672
22. [22]
  S. Lee, J. Li, X. Zhou, et al., Coord. Chem. Rev. 366 (2018) 29–68. doi: 10.1016/j.ccr.2018.03.021
23. [23]
  Y. Zhang, J. Zhang, M. Su, C. Li, Biosens. Bioelectron. 175 (2021) 112866. doi: 10.1016/j.bios.2020.112866
24. [24]
  F. Liang, S. Jiao, D. Jin, et al., Spectrochim. Acta A 224 (2020) 117403. doi: 10.1016/j.saa.2019.117403
25. [25]
  Z. Xu, X. Huang, X. Han, et al., Chem. 4 (2018) 1609–1628. doi: 10.1016/j.chempr.2018.04.003
26. [26]
  N. Li, T. Wang, N. Wang, et al., Angew. Chem. Int. Ed. 62 (2023) e202217326. doi: 10.1002/anie.202217326
27. [27]
  W. Shu, J. Yu, H. Wang, et al., Anal. Chim. Acta 1220 (2022) 340081. doi: 10.1016/j.aca.2022.340081
28. [28]
  W. Liu, J. Chen, Q. Qiao, et al., Chin. Chem. Lett. 33 (2022) 4943–4947. doi: 10.1016/j.cclet.2022.03.121
29. [29]
  F. Chen, J. Zhang, W. Qu, et al., Sens. Actuators B Chem. 266 (2018) 528–533. doi: 10.1016/j.snb.2018.03.162
30. [30]
  K. Umezawa, M. Yoshida, M. Kamiya, et al., Nat. Chem. 9 (2017) 279–286. doi: 10.1038/nchem.2648
31. [31]
  D. Gong, S.C. Han, A. Iqbal, et al., Anal. Chem. 89 (2017) 13112–13119. doi: 10.1021/acs.analchem.7b02311
32. [32]
  S. Hou, Y. Wang, Y. Zhang, et al., Anal. Chim. Acta 1214 (2022) 339957. doi: 10.1016/j.aca.2022.339957
33. [33]
  K. Wang, G. Nie, S. Ran, et al., Dyes Pigments 172 (2020) 107837. doi: 10.1016/j.dyepig.2019.107837
34. [34]
  P. Hou, J. Sun, H. Wang, et al., Sens. Actuators B Chem. 304 (2020) 127244. doi: 10.1016/j.snb.2019.127244
35. [35]
  Z. Zheng, Y. Huyan, H. Li, et al., Sens. Actuators B Chem. 301 (2019) 127065. doi: 10.1016/j.snb.2019.127065
36. [36]
  C. Zhang, Y. Qin, C. Deng, et al., Anal. Chim. Acta 1248 (2023) 340933. doi: 10.1016/j.aca.2023.340933
37. [37]
  H.M. Jiang, G.X. Yin, Y.B. Gan, et al., Chin. Chem. Lett. 33 (2022) 1609–1612. doi: 10.1016/j.cclet.2021.09.036
38. [38]
  X.W. Li, C.Y. Liu, N. Gao, et al., Chin. Chem. Lett. 33 (2022) 2527–2531. doi: 10.1016/j.cclet.2021.11.080
39. [39]
  T.X. Jin, M.Y. Cui, D. Wu, et al., Chin. Chem. Lett. 32 (2021) 3899–3902. doi: 10.1016/j.cclet.2021.06.033
40. [40]
  Y. Zou, M. Li, Y. Xing, et al., ACS Sens. 5 (2020) 242–249. doi: 10.1021/acssensors.9b02118
41. [41]
  N. Ahmed, W. Zareen, Y. Ye, Chin. Chem. Lett. 33 (2022) 2765–2772. doi: 10.1016/j.cclet.2021.12.092
42. [42]
  L.R. Jiang, T.H. Chen, E.W. Song, et al., Chem. Eng. J. 427 (2022) 131563. doi: 10.1016/j.cej.2021.131563
43. [43]
  S.T. Cai, Q.C. Liu, C. Liu, et al., J. Mater. Chem. B 10 (2022), 1265–1271. doi: 10.1039/d1tb02639a
44. [44]
  S. Xu, W.J. Pan, T.B. Ren, et al., Chin. J. Chem. 40 (2021) 1073–1082. doi: 10.1002/cjoc.202100807
45. [45]
  C. Duan, M. Won, P. Verwilst, et al., Anal. Chem. 91 (2019) 4172–4178. doi: 10.1021/acs.analchem.9b00224
46. [46]
  J.C. Xu, J. Pan, X.M. Jiang, et al., Biosens. Bioelectron. 77 (2016), 725–732. doi: 10.1016/j.bios.2015.10.049
47. [47]
  Y.Y. Ma, Z.C. Xu, Q. Sun, et al., Spectrochim. Acta. A 247 (2021) 1386–1425. doi: 10.1049/icp.2022.0265
48. [48]
  X.Y. Zhang, W.B. Qu, H. L, et al., Anal. Chim. Acta 1109 (2020) 37–43. doi: 10.1016/j.aca.2020.02.061
49. [49]
  J. Dong, G. Lu, Y. Tu, C. Fan, New J. Chem. 46 (2022) 10995–11020. doi: 10.1039/d1nj06244a
50. [50]
  M.Y. Lucero, J. Chan, Nat. Chem. 13 (2021) 1248–1256. doi: 10.1038/s41557-021-00804-0
51. [51]
  J. Dai, C. Ma, P. Zhang, et al., Dyes Pigments 177 (2020) 108321. doi: 10.1016/j.dyepig.2020.108321
52. [52]
  L.Y. Niu, Y.Z. Chen, H.R. Zheng, et al., Chem. Soc. Rev. 44 (2015) 6143–6160. doi: 10.1039/C5CS00152H
53. [53]
  J. Hu, W. Gu, N. Ma, et al., Br. J. Pharmacol. 179 (2022) 3991–4009. doi: 10.1111/bph.15834
54. [54]
  Q. Cheng, L. Bao, M. Li, et al., J. Obstet. Gynaecol. Res. 47 (2021) 2481–2491. doi: 10.1111/jog.14779
55. [55]
  M. Sato, R. Kusumi, S. Hamashima, et al., Sci. Rep. 8 (2018) 968. doi: 10.1038/s41598-018-19213-4
1. [1]
  Chuanfeng Fan , Jian Gao , Yingkai Gao , Xintong Yang , Gaoning Li , Xiaochun Wang , Fei Li , Jin Zhou , Haifeng Yu , Yi Huang , Jin Chen , Yingying Shan , Li Chen . A non-peptide-based chymotrypsin-targeted long-wavelength emission fluorescent probe with large Stokes shift and its application in bioimaging. Chinese Chemical Letters, 2024, 35(10): 109838-. doi: 10.1016/j.cclet.2024.109838
2. [2]
  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
3. [3]
  Zhendong Liu , Sainan Liu , Bin Liu , Qi Meng , Meng Yuan , Chunzheng Yang , Yulong Bian , Ping'an Ma , Jun Lin . Fe(Ⅲ)-juglone nanoscale coordination polymers for cascade chemodynamic therapy through synergistic ferroptosis and apoptosis strategy. Chinese Chemical Letters, 2024, 35(11): 109626-. doi: 10.1016/j.cclet.2024.109626
4. [4]
  Jiangshan Xu , Weifei Zhang , Zhengwen Cai , Yong Li , Long Bai , Shaojingya Gao , Qiang Sun , Yunfeng Lin . Tetrahedron DNA nanostructure/iron-based nanomaterials for combined tumor therapy. Chinese Chemical Letters, 2024, 35(11): 109620-. doi: 10.1016/j.cclet.2024.109620
5. [5]
  Xing Tian , Di Wu , Wanheng Wei , Guifu Dai , Zhanxian Li , Benhua Wang , Mingming Yu . A lipid droplets-targetable fluorescent probe for polarity detection in cells of iron death, inflammation and fatty liver tissue. Chinese Chemical Letters, 2024, 35(6): 108912-. doi: 10.1016/j.cclet.2023.108912
6. [6]
  Jin Wang , Xiaoyan Pan , Junyu Zhang , Qingqing Zhang , Yanchen Li , Weiwei Guo , Jie Zhang . Active molecule-based theranostic agents for tumor vasculature normalization and antitumor efficacy. Chinese Chemical Letters, 2024, 35(8): 109187-. doi: 10.1016/j.cclet.2023.109187
7. [7]
  Bin Fang , Jiaqi Yang , Limin Wang , Haoqin Li , Jiaying Guo , Jiaxin Zhang , Qingyuan Guo , Bo Peng , Kedi Liu , Miaomiao Xi , Hua Bai , Li Fu , Lin Li . A mitochondria-targeted H₂S-activatable fluorogenic probe for tracking hepatic ischemia-reperfusion injury. Chinese Chemical Letters, 2024, 35(6): 108913-. doi: 10.1016/j.cclet.2023.108913
8. [8]
  Fan Zheng , Runsha Xiao , Shuai Huang , Zhikang Chen , Chen Lai , Anyao Bi , Heying Yao , Xueping Feng , Zihua Chen , Wenbin Zeng . Accurate visualization colorectal cancer by monitoring viscosity variations with a novel mitochondria-targeted fluorescent probe. Chinese Chemical Letters, 2025, 36(2): 109876-. doi: 10.1016/j.cclet.2024.109876
9. [9]
  Lixian Fu , Yiyun Tan , Yue Ding , Weixia Qing , Yong Wang . Water–soluble and polarity–sensitive near–infrared fluorescent probe for long–time specific cancer cell membranes imaging and C. Elegans label. Chinese Chemical Letters, 2024, 35(4): 108886-. doi: 10.1016/j.cclet.2023.108886
10. [10]
  Zheng-Biao Zou , Tai-Zong Wu , Chun-Lan Xie , Yuan Wang , Yan Li , Gang Zhang , Rong Chao , Lian-Zhong Luo , Li-Sheng Li , Xian-Wen Yang . neo-Dicitrinols A–C: Unprecedented PKS-NRPS hybrid citrinin dimers with ferroptosis inhibitory activity from the deep-sea-derived Penicillium citrinum W22. Chinese Chemical Letters, 2024, 35(12): 109723-. doi: 10.1016/j.cclet.2024.109723
11. [11]
  Yong-Dan Zhao , Yidan Wang , Rongrong Wang , Lina Chen , Hengtong Zuo , Xi Wang , Jihong Qiang , Geng Wang , Qingxia Li , Canqi Ping , Shuqiu Zhang , Hao Wang . Reversing artemisinin resistance by leveraging thermo-responsive nanoplatform to downregulating GSH. Chinese Chemical Letters, 2024, 35(6): 108929-. doi: 10.1016/j.cclet.2023.108929
12. [12]
  Zengchao Guo , Weiwei Liu , Tengfei Liu , Jinpeng Wang , Hui Jiang , Xiaohui Liu , Yossi Weizmann , Xuemei Wang . Engineered exosome hybrid copper nanoscale antibiotics facilitate simultaneous self-assembly imaging and elimination of intracellular multidrug-resistant superbugs. Chinese Chemical Letters, 2024, 35(7): 109060-. doi: 10.1016/j.cclet.2023.109060
13. [13]
  Yunlong Li , Xinyu Zhang , Shuang Liu , Chunsheng Li , Qiang Wang , Jin Ye , Yong Lu , Jiating Xu . Engineered iron-based metal-organic frameworks nanoplatforms for cancer theranostics: A mini review. Chinese Chemical Letters, 2025, 36(2): 110501-. doi: 10.1016/j.cclet.2024.110501
14. [14]
  Haixian Ren , Yuting Du , Xiaojing Yang , Fangjun Huo , Le Zhang , Caixia Yin . Development of ESIPT-based specific fluorescent probes for bioactive species based on the protection-deprotection of the hydroxyl. Chinese Chemical Letters, 2025, 36(2): 109867-. doi: 10.1016/j.cclet.2024.109867
15. [15]
  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
16. [16]
  Panpan Wang , Hongbao Fang , Mengmeng Wang , Guandong Zhang , Na Xu , Yan Su , Hongke Liu , Zhi Su . A mitochondria targeting Ir(III) complex triggers ferroptosis and autophagy for cancer therapy: A case of aggregation enhanced PDT strategy for metal complexes. Chinese Chemical Letters, 2025, 36(1): 110099-. doi: 10.1016/j.cclet.2024.110099
17. [17]
  Zhihui Zhang , Ru Sun , Chong Bian , Hongbo Wang , Zhen Zhao , Panpan Lv , Jianzhong Lu , Haixin Zhang , Hulie Zeng , Yuanyuan Chen , Zhijuan Cao . A dual-protease-triggered chemiluminescent probe for precise tumor imaging. Chinese Chemical Letters, 2025, 36(2): 109784-. doi: 10.1016/j.cclet.2024.109784
18. [18]
  Linjie Ju , Zhongxi Huang , Qian Shen , Chan Fu , Shuanghe Li , Wenjie Duan , Chenfeng Xu , Weizhen An , Zhiqiang Zhai , Jifu Wei , Changmin Yu , Guoren Zhou . Glutathione depletion based Pt(Ⅳ) hybrid mesoporous organosilica delivery system to conquer cisplatin chemoresistance: A “one stone three birds” strategy. Chinese Chemical Letters, 2024, 35(10): 109450-. doi: 10.1016/j.cclet.2023.109450
19. [19]
  Lei Shen , Hongmei Liu , Ming Jin , Jinchao Zhang , Caixia Yin , Shuxiang Wang , Yutao Yang . “Three-in-one” strategy of trifluoromethyl regulated blood-brain barrier permeable fluorescent probe for peroxynitrite and antiepileptic evaluation of edaravone. Chinese Chemical Letters, 2024, 35(10): 109572-. doi: 10.1016/j.cclet.2024.109572
20. [20]
  Zhaorui Song , Qiulian Hao , Bing Li , Yuwei Yuan , Shanshan Zhang , Yongkuan Suo , Hai-Hao Han , Zhen Cheng . NIR-Ⅱ fluorescence lateral flow immunosensor based on efficient energy transfer probe for point-of-care testing of tumor biomarkers. Chinese Chemical Letters, 2025, 36(1): 109834-. doi: 10.1016/j.cclet.2024.109834

Get Citation

PDF

XML

Metrics

PDF Downloads(3)
Abstract views(297)
HTML views(10)

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