Citation: Tao LIU, Yuting TIAN, Ke GAO, Xuwei HAN, Ru'nan MIN, Wenjing ZHAO, Xueyi SUN, Caixia YIN. A photothermal agent with high photothermal conversion efficiency and high stability for tumor therapy[J]. Chinese Journal of Inorganic Chemistry, ;2024, 40(8): 1622-1632. doi: 10.11862/CJIC.20240107 shu

A photothermal agent with high photothermal conversion efficiency and high stability for tumor therapy

Tao LIU ^1,, ,
Yuting TIAN ^{1, 3} ,
Ke GAO ^{1, 3} ,
Xuwei HAN ^{1, 3} ,
Ru'nan MIN ^{1, 3} ,
Wenjing ZHAO ¹ ,
Xueyi SUN ¹ ,
Caixia YIN ^2,,

1.
Department of Chemical and Material Engineering, Lyuliang University, Lüliang, Shanxi 033001, China
2.
Key Laboratory of Chemical Biology and Molecular Engineering of Ministry of Education, Institute of Molecular Science, Shanxi University, Taiyuan 030006, China
3.
School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, China

Corresponding author: Tao LIU, liutao@llu.edu.cn Caixia YIN, yincx@sxu.edu.cn
Received Date: 2 April 2024
Revised Date: 11 July 2024

Figures(8)

A photothermal agent (ECEI) with high photothermal conversion efficiency (85.78%) was synthesized based on coumarin fluorescent groups. In addition, the experimental results of hot and cold cycling show that ECEI has good photostability. Despite damage to the mitochondrial membrane potential, ECEI can effectively target mitochondria and induce cancer cell death under laser irradiation. This allows ECEI to maximize mitochondrial damage and thus inhibit tumor cell reproduction. Notable, after irradiating mouse tumors once, the mouse tumors gradually disappeared within 10 d. This indicates that ECEI has an excellent tumor inhibition effect.
- photothermal therapy,
- tumor ablation,
- high photothermal conversion efficiency
1. [1]
  Ackroyd R, Kelty C, Brown N, Reed M. The history of photodetection and photodynamic therapy[J]. Photochem. Photobiol., 2001,74(5):656-669. doi: 10.1562/0031-8655(2001)074<0656:THOPAP>2.0.CO;2
2. [2]
  Ferrari M. Cancer nanotechnology: Opportunities and challenges[J]. Nat. Rev. Cancer, 2005,5:161-171. doi: 10.1038/nrc1566
3. [3]
  Zhang S, Xu J B, Chen H, Song Z F, Wu Y L, Dai X Y, Kong J. Acid-cleavable unimolecular micelles from amphiphilic star copolymers for triggered release of anticancer drugs[J]. Macromol. Biosci., 2017,17(3)1600258. doi: 10.1002/mabi.201600258
4. [4]
  Duan X, Bai T, Du J J, Kong J. One - pot synthesis of glutathione-responsive amphiphilic drug self - delivery micelles of doxorubicin-disulfide-methoxy polyethylene glycol for tumor therapy[J]. J. Mater. Chem. B, 2018,6(1):39-43. doi: 10.1039/C7TB02817B
5. [5]
  Li X S, Lovell J F, Yoon J Y, Chen X Y. Clinical development and potential of photothermal and photodynamic therapies for cancer[J]. Nat. Rev. Clin. Oncol., 2020,17:657-674. doi: 10.1038/s41571-020-0410-2
6. [6]
  Liu Y J, Bhattarai P, Dai Z F, Chen X Y. Photothermal therapy and photoacoustic imaging via nanotheranostics in fighting cancer[J]. Chem. Soc. Rev., 2019,48(7):2053-2108. doi: 10.1039/C8CS00618K
7. [7]
  Xie Z J, Fan T J, An J, Choi W, Duo Y H, Ge Y Q, Zhang B, Nie G H, Xie N, Zheng T T, Chen Y, Zhang H, Kim J S. Emerging combination strategies with phototherapy in cancer nanomedicine[J]. Chem. Soc. Rev., 2020,49(22):8065-8087. doi: 10.1039/D0CS00215A
8. [8]
  Richter K, Haslbeck M, Buchner J. The heat shock response: Life on the verge of death[J]. Mol. Cell, 2010,40(2):253-266. doi: 10.1016/j.molcel.2010.10.006
9. [9]
  Knavel E M, Brace C L. Tumor ablation: Common modalities and general practices[J]. Tech. Vasc. Interv. Radiol., 2013,16(4):192-200. doi: 10.1053/j.tvir.2013.08.002
10. [10]
  Liu G X, Li B Q, Li J, Dong J X, Baulin V E, Feng Y J, Jia D C, Petrov Y V, Tsivadze A Y, Zhou Y. Photothermal carbon dots chelated hydroxyapatite filler: high photothermal conversion efficiency and enhancing adhesion of hydrogel[J]. ACS Appl. Mater. Interfaces, 2023,15(48):55335-55345. doi: 10.1021/acsami.3c11957
11. [11]
  Irmania N, Dehvari K, Chang J Y. Multifunctional MnCuInSe/ZnS quantum dots for bioimaging and photodynamic therapy[J]. J. Biomater. Appl., 2022,36(9):1617-1628. doi: 10.1177/08853282211068959
12. [12]
  Li B L, Zhao S J, Huang L, Wang Q, Xiao J F, Lan M H. Recent advances and prospects of carbon dots in phototherapy[J]. Chem. Eng. J., 2021,408127245. doi: 10.1016/j.cej.2020.127245
13. [13]
  Xu C, Pu K Y. Second near-infrared photothermal materials for com-binational nanotheranostics[J]. Chem. Soc. Rev., 2021,50(2):1111-1137. doi: 10.1039/D0CS00664E
14. [14]
  Cheng L, Wang C, Feng L Z, Yang K, Liu Z. Functional nanomaterials for phototherapies of cancer[J]. Chem. Rev., 2014,114(21):10869-10939. doi: 10.1021/cr400532z
15. [15]
  Zhou B J, Li Y Z, Niu G L, Lan M H, Jia Q Y, Liang Q L. Near-infrared organic dye-based nanoagent for the photothermal therapy of cancer[J]. ACS Appl. Mater. Interfaces, 2016,8(44):29899-29905. doi: 10.1021/acsami.6b07838
16. [16]
  Peng F, Setyawati M I, Tee J K, Ding X G, Wang J P, Nga M E, Ho H K, Leong D T. Nanoparticles promote in vivo breast cancer cell intravasation and extravasation by inducing endothelial leakiness[J]. Nat. Nanotechnol., 2019,14:279-286. doi: 10.1038/s41565-018-0356-z
17. [17]
  Xing M M, Han Y Y, Zhu Y L, Sun Y T, Shan Y Y, Wang K N, Liu Q X, Dong B L, Cao D X, Lin W Y. Two ratiometric fluorescent probes based on the hydroxyl coumarin chalcone unit with large fluorescent peak shift for the detection of hydrazine in living cells[J]. Anal. Chem., 2022,94(37):12836-12844. doi: 10.1021/acs.analchem.2c02798
18. [18]
  Xin H T, Huang Y, Han Y Y, Tang L Y, Yang G Y, Zhang Y, Zhao S F, Wang K N, Li Y B, Cao D X. A two - photon iridium(Ⅲ) complex probe for sensitive detection of SO₂ derivatives in living cell mitochondria[J]. Spectroc. Acta Pt. A - Molec. Biomolec. Spectr., 2023,299(15)122876.
19. [19]
  Yoon H J, Lee H S, Lim J Y, Park J H. Liposomal indocyanine green for enhanced photothermal therapy[J]. ACS Appl. Mater. Interfaces, 2017,9(7):5683-5691. doi: 10.1021/acsami.6b16801
20. [20]
  Chen Z, Zhao P F, Luo Z Y, Zheng M B, Tian H, Gong P, Gao G H, Pan H, Liu L L, Ma A Q, Cui H D, Ma Y F, Cai L T. Cancer cell membrane-biomimetic nanoparticles for homologous-targeting dual-modal imaging and photothermal therapy[J]. ACS Nano, 2016,10(11):10049-10057. doi: 10.1021/acsnano.6b04695
21. [21]
  Jung H S, Verwilst P, Sharma A, Shin J, Sessler J L, Kim J S. Organic molecule - based photothermal agents: An expanding photothermal therapy universe[J]. Chem. Soc. Rev., 2018,47(7):2280-2297. doi: 10.1039/C7CS00522A
22. [22]
  Van der Velde J H M, Oelerich J, Huang J Y, Smit J H, Jazi A A, Galiani S, Kolmakov K, Guoridis G, Eggeling C, Herrmann A, Roelfes G, Cordes T. A simple and versatile design concept for fluorophore derivatives with intramolecular photostabilization[J]. Nat. Commun., 2016,710144. doi: 10.1038/ncomms10144
23. [23]
  Lei Z H, Zhang F. Molecular engineering of NIR-Ⅱ fluorophores for improved biomedical detection[J]. Angew. Chem. Int. Ed., 2021,60(30):16294-16308. doi: 10.1002/anie.202007040
24. [24]
  Cheng P H, Pu K Y. Molecular imaging and disease theranostics with renal-clearable optical agents[J]. Nat. Rev. Mater., 2021,6:1095-1113. doi: 10.1038/s41578-021-00328-6
25. [25]
  Wang H Y, Chang J J, Shi M W, Pan W, Li N, Tang B. A dual -targeted organic photothermal agent for enhanced photothermal therapy[J]. Angew. Chem. Int. Ed., 2019,58(4):1057-1061. doi: 10.1002/anie.201811273
26. [26]
  Zhang L P, Kang L, Li X Q, Liu S Y, Liu T L, Zhao Y X. Pyrazino[2, 3-g] quinoxaline-based nanoparticles as near-infrared phototheranostic agents for efficient photoacoustic-imaging-guided photothermal ther-apy[J]. ACS Appl. Nano Mater., 2021,4(2):2019-2029. doi: 10.1021/acsanm.0c03346
27. [27]
  Li C N, Lin W H, Liu S, Sun T T, Xie Z G. Structural optimization of organic fluorophores for highly efficient photothermal therapy[J]. Mater. Chem. Front., 2021,5(1):284-292. doi: 10.1039/D0QM00624F
28. [28]
  Wang Z, Liu Y, He C X, Zhang X M, Li X, Li Y Y, Tang Y F, Lu X M, Fan Q L. Small-molecule phototheranostic agent with extended π-conjugation for efficient NIR-Ⅱ photoacoustic-imaging-guided photo-thermal therapy[J]. Small, 2024,20(17)2307829. doi: 10.1002/smll.202307829
29. [29]
  Li S L, Deng Q Y, Zhang Y C, Li X Z, Wen G H, Cui X, Wan Y P, Huang Y W, Chen J X, Liu Z H, Wang L D, Lee C S. Rational design of conjugated small molecules for superior photothermal theranostics in the NIR -Ⅱ biowindow[J]. Adv. Mater., 2020,32(33)2001146. doi: 10.1002/adma.202001146
30. [30]
  Jia W Y, Huang F F, Zhang Q, Zhao L L, Li C X, Lu Y. Novel conjugated small molecule-based nanoparticles for NIR - Ⅱ photothermal antibacterial therapy[J]. Chem. Commun., 2022,58(43):6340-6343. doi: 10.1039/D2CC00863G
31. [31]
  Yang C Y, Guo L X, Zhang K X, Wang G, Yu Q S, Gan Z H, Gu X G. Diradical-featured organic small-molecule photothermal material based on 4, 6-di(2-thienyl)thieno[3, 4-c][1, 2, 5]thiadiazole for photothermal immunotherapy[J]. Adv. Funct. Mater., 2023,33(52)2306360. doi: 10.1002/adfm.202306360
32. [32]
  Wu X J, Cai Y, Wang C, Fan L, Tang Q Y, Dong X C, Zhang Q. Tumor - targeting nanoparticles of small - molecule diketopyrrolopyr-role derivative for photothermal therapy[J]. J. Nanosci. Nanotechnol., 2018,18(4):2337-2344. doi: 10.1166/jnn.2018.14352
33. [33]
  Cheng Z J, Zhang T, Wang W L, Shen Q, Hong Y, Shao J J, Xie X J, Fei Z H, Dong X C. D - A - D structured selenadiazolesbenzothiadia-zole - based near - infrared dye for enhanced photoacoustic imaging and photothermal cancer therapy[J]. Chin. Chem. Lett., 2021,32(4):1580-1585. doi: 10.1016/j.cclet.2021.02.017
34. [34]
  Yue Y K, Xu Z, Ma K Q, Huo F J, Qin X M, Zhang K S, Yin C X. HSA shrinkage optimizes the photostability of embedded dyes fundamentally to amplify their efficiency as photothermal materials[J]. Chin. Chem. Lett., 2024,35(8)109223. doi: 10.1016/j.cclet.2023.109223
35. [35]
  Jiang F, Hu Q H, Zhang Z M, Li H M, Li H L, Zhang D W, Li H W, Ma Y, Xu J J, Chen H F, Cui Y, Zhi Y L, Zhang Y M, Xu J Y, Zhu J P, Lu T, Chen Y D. Discovery of benzo[cd]indol-2(1H)-ones and pyrrolo[4, 3, 2-de]quinolin-2(1H) - ones as bromodomain and extra-terminal domain (BET) inhibitors with selectivity for the first bromodomain with potential high efficiency against acute gouty arthritis[J]. J. Med. Chem., 2019,62(24):11080-11107. doi: 10.1021/acs.jmedchem.9b01010
36. [36]
  Yin G X, Niu T T, Gan Y B, Yu T, Yin P, Chen H M, Zhang Y Y, Li H T, Yao S Z. A multi -signal fluorescent probe with multiple binding sites for simultaneous sensing of cysteine, homocysteine, and glutathione[J]. Angew. Chem., Int. Ed., 2018,57(18):4991-4994. doi: 10.1002/anie.201800485
37. [37]
  Beija M, Afonso C A M, Martinho J M G. Synthesis and applications of Rhodamine derivatives as fluorescent probes[J]. Chem. Soc. Rev., 2009,38(8):2410-2433. doi: 10.1039/b901612k
38. [38]
  Jiang G W, Ren T B, D'Este E, Xiong M Y, Xiong B, Johnsson K, Zhang X B, Wang L, Yuan L. A synergistic strategy to develop photo-stable and bright dyes with long stokes shift for nanoscopy[J]. Nat. Commun., 2022,132264. doi: 10.1038/s41467-022-29547-3
39. [39]
  Huang P, Lin J, Li W W, Rong P F, Wang Z, Wang S J, Wang X P, Sun X L, Aronova M, Niu G, Leapman R D, Nie Z H, Chen X Y. Biodegradable gold nanovesicles with an ultrastrong plasmonic coupling effect for photoacoustic imaging and photothermal therapy[J]. Angew. Chem., Int. Ed., 2013,52(52):13958-13964. doi: 10.1002/anie.201308986
40. [40]
  Zhang X F, Sun Q, Huang Z L, Huang L R, Xiao Y. Immobilizable fluorescent probes for monitoring the mitochondria microenvironment: A next step from the classic[J]. J. Mater. Chem. B, 2019,7(17):2749-2758. doi: 10.1039/C9TB00043G
1. [1]
  Jieqiong Xu , Wenbin Chen , Shengkai Li , Qian Chen , Tao Wang , Yadong Shi , Shengyong Deng , Mingde Li , Peifa Wei , Zhuo Chen . Organic stoichiometric cocrystals with a subtle balance of charge-transfer degree and molecular stacking towards high-efficiency NIR photothermal conversion. Chinese Chemical Letters, 2024, 35(10): 109808-. doi: 10.1016/j.cclet.2024.109808
2. [2]
  Songtao Cai , Liuying Wu , Yuan Li , Soham Samanta , Jinying Wang , Bing Liu , Feihu Wu , Kaitao Lai , Yingchao Liu , Junle Qu , Zhigang Yang . Intermolecular hydrogen-bonding as a robust tool toward significantly improving the photothermal conversion efficiency of a NIR-II squaraine dye. Chinese Chemical Letters, 2024, 35(4): 108599-. doi: 10.1016/j.cclet.2023.108599
3. [3]
  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
4. [4]
  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
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]
  Yongkang Yue , Zhou Xu , Kaiqing Ma , Fangjun Huo , Xuemei Qin , Kuanshou Zhang , Caixia Yin . HSA shrinkage optimizes the photostability of embedded dyes fundamentally to amplify their efficiency as photothermal materials. Chinese Chemical Letters, 2024, 35(8): 109223-. doi: 10.1016/j.cclet.2023.109223
7. [7]
  Yiqiao Chen , Ao Liu , Biwen Yang , Zhenzhen Li , Binggang Ye , Zhouyi Guo , Zhiming Liu , Haolin Chen . Photoluminescence and photothermal conversion in boric acid derived carbon dots for targeted microbial theranostics. Chinese Chemical Letters, 2024, 35(9): 109295-. doi: 10.1016/j.cclet.2023.109295
8. [8]
  Feng Wu , Xuemin Kong , Yixuan Liu , Shuli Wang , Zhong Chen , Xu Hou . Microfluidic-based isolation of circulating tumor cells with high-efficiency and high-purity. Chinese Chemical Letters, 2024, 35(8): 109754-. doi: 10.1016/j.cclet.2024.109754
9. [9]
  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
10. [10]
  Zikang Hu , Hengjie Zhang , Zhengqiu Li , Tianbao Zhao , Zhipeng Gu , Qijuan Yuan , Baoshu Chen . Multifunctional photothermal hydrogels: Design principles, various functions, and promising biological applications. Chinese Chemical Letters, 2024, 35(10): 109527-. doi: 10.1016/j.cclet.2024.109527
11. [11]
  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
12. [12]
  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
13. [13]
  An Lu , Yuhao Guo , Yi Yan , Lin Zhai , Xiangyu Wang , Weiran Cao , Zijie Li , Zhixia Zhao , Yujie Shi , Yuanjun Zhu , Xiaoyan Liu , Huining He , Zhiyu Wang , Jian-Cheng Wang . Nanomedicine integrating the lipidic derivative of 5-fluorouracil, miriplatin and PD-L1 siRNA for enhancing tumor therapy. Chinese Chemical Letters, 2024, 35(6): 108928-. doi: 10.1016/j.cclet.2023.108928
14. [14]
  Ji Liu , Dongsheng He , Tianjiao Hao , Yumin Hu , Yan Zhao , Zhen Li , Chang Liu , Daquan Chen , Qiyue Wang , Xiaofei Xin , Yan Shen . Gold mineralized "hybrid nanozyme bomb" for NIR-II triggered tumor effective permeation and cocktail therapy. Chinese Chemical Letters, 2024, 35(9): 109296-. doi: 10.1016/j.cclet.2023.109296
15. [15]
  Xiangqian Cao , Chenkai Yang , Xiaodong Zhu , Mengxin Zhao , Yilin Yan , Zhengnan Huang , Jinming Cai , Jingming Zhuang , Shengzhou Li , Wei Li , Bing Shen . Synergistic enhancement of chemotherapy for bladder cancer by photothermal dual-sensitive nanosystem with gold nanoparticles and PNIPAM. Chinese Chemical Letters, 2024, 35(8): 109199-. doi: 10.1016/j.cclet.2023.109199
16. [16]
  Mengli Xu , Zhenmin Xu , Zhenfeng Bian . Achieving Ullmann coupling reaction via photothermal synergy with ultrafine Pd nanoclusters supported on mesoporous TiO2. Chinese Journal of Structural Chemistry, 2024, 43(7): 100305-100305. doi: 10.1016/j.cjsc.2024.100305
17. [17]
  Jiaqi Huang , Renjiang Kong , Yanmei Li , Ni Yan , Yeyang Wu , Ziwen Qiu , Zhenming Lu , Xiaona Rao , Shiying Li , Hong Cheng . Feedback enhanced tumor targeting delivery of albumin-based nanomedicine to amplify photodynamic therapy by regulating AMPK signaling and inhibiting GSTs. Chinese Chemical Letters, 2024, 35(8): 109254-. doi: 10.1016/j.cclet.2023.109254
18. [18]
  Wen Xiao , Fazhan Wang , Yangzhuo Gu , Xi He , Na Fan , Qian Zheng , Shugang Qin , Zhongshan He , Yuquan Wei , Xiangrong Song . PEG400-mediated nanocarriers improve the delivery and therapeutic efficiency of mRNA tumor vaccines. Chinese Chemical Letters, 2024, 35(5): 108755-. doi: 10.1016/j.cclet.2023.108755
19. [19]
  Ying Zhao , Yin-Hang Chai , Tian Chen , Jie Zheng , Ting-Ting Li , Francisco Aznarez , Li-Long Dang , Lu-Fang Ma . Size-controlled synthesis and near-infrared photothermal response of Cp* Rh-based metalla[2]catenanes and rectangular metallamacrocycles. Chinese Chemical Letters, 2024, 35(6): 109298-. doi: 10.1016/j.cclet.2023.109298
20. [20]
  Jingqi Xin , Shupeng Han , Meichen Zheng , Chenfeng Xu , Zhongxi Huang , Bin Wang , Changmin Yu , Feifei An , Yu Ren . A nitroreductase-responsive nanoprobe with homogeneous composition and high loading for preoperative non-invasive tumor imaging and intraoperative guidance. Chinese Chemical Letters, 2024, 35(7): 109165-. doi: 10.1016/j.cclet.2023.109165

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(172)
HTML views(13)

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