A Single-wavelength NIR-triggered Polymer for in Situ Generation of Peroxynitrite (ONOO–) to Enhance Phototherapeutic Efficacy
-
Corresponding author:
Yun Gao, E-mail: yungao127@163.com
Wei-An Zhang, E-mail: wazhang@ecust.edu.cn
Citation:
Josefsen, L. B.; Boyle, R. W. Unique diagnostic and therapeutic roles of porphyrins and phthalocyanines in photodynamic therapy, imaging and theranostics. Theranostics 2012, 2, 916−966. doi: 10.7150/thno.4571
Yin, Q. Y.; Dai, C. H.; Chen, H.; Gou, K.; Guan, H. Z.; Wang, P. H.; Jiang, J. T.; Weng, G. S. Tough double metal-ion cross-linked elastomers with temperature-adaptable self-healing and luminescence properties. Chinese J. Polym. Sci. In press. doi: 10.1007/s10118-021-2517-z.
Cai, Y.; Liang, P. P.; Tang, Q. Y.; Yang, X. Y.; Si, W. L.; Huang, W.; Zhang, Q.; Dong, X. C. Diketopyrrolopyrrole-triphenylamine organic nanoparticles as multifunctional reagents for photoacoustic imaging-guided photodynamic/photothermal synergistic tumor therapy. ACS Nano 2017, 11, 1054−1063. doi: 10.1021/acsnano.6b07927
He, Z.; Zhao, L. L.; Zhang, Q.; Chang, M. J.; Li, C. X.; Zhang, H. S.; Lu, Y; Che, Y. S. An acceptor–donor–acceptor structured small molecule for effective NIR triggered dual phototherapy of cancer. Adv. Funct. Mater. 2020, 30, 1910301. doi: 10.1002/adma.201700487
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 dual-modal imaging and photothermal therapy. ACS Nano 2016, 10, 10049−10057. doi: 10.1021/acsnano.6b04695
Li, J.; Jiang, R. C.; Wang, Q.; Li, X.; Hu, X. M.; Yuan, Y.; Lu, X. M.; Wang, W. J.; Huang, W.; Fan, Q. L. Semiconducting polymer panotheranostics for NIR-II/photoacoustic imaging-guided photothermal initiated nitric oxide/photothermal therapy. Biomaterials 2019, 217, 119304. doi: 10.1016/j.biomaterials.2019.119304
Zhang, Y. L.; Ren, J. T.; Gao, H. Y.; Liu, J. W.; Xia, W. J.; Qiao, W. Q.; Wang, Z. Y. Characterizations and photothermal properties of narrow bandgap conjugated polymer nanoparticles. Chinese J. Polym. Sci. 2020, 38, 814−818. doi: 10.1007/s10118-020-2420-z
Zhang, Z.; Xue, Y.; Zhang, P.; Müller, A. H. E.; Zhang, W. A. Hollow polymeric capsules from POSS-based block copolymer for photodynamic therapy. Macromolecules 2016, 49, 8440−8448. doi: 10.1021/acs.macromol.6b02414
Wang, Y.; Huang, X. Y.; Tang, Y. Y.; Zou, J. H.; Wang, P.; Zhang, Y. W.; Si, W. L.; Huang, W.; Dong, X. C. A light-induced nitric oxide controllable release nano-platform based on diketopyrrolopyrrole derivatives for pH-responsive photodynamic/photothermal synergistic cancer therapy. Chem. Sci. 2018, 9, 8103−8109. doi: 10.1039/C8SC03386B
Yang, T.; Liu, L.; Deng, Y. B.; Guo, Z. Q.; Zhang, G. B.; Ge, Z. S.; Ke, H. T.; Chen, H. B. Ultrastable near-infrared conjugated-polymer nanoparticles for dually photoactive tumor inhibition. Adv. Funct. Mater. 2020, 30, 1910301. doi: 10.1002/adfm.201910301
Wang, X. G.; Wu, L. F.; Zhou, Q. X. Study on photodynamic and photoresposive azo polyelectrolytes. Sci. China Mater. 2018, 61, 1325−1338. doi: 10.1007/s40843-018-9261-x
Han, W. K.; Zhang, S.; Deng, R. Self-assembled nanostructured photosensitizer with aggregation-induced emission for enhanced photodynamic anticancer therapy. Chinese J. Polym. Sci. 2000, 4, 337−342.
Yang, G.; Tian, J.; Chen, C.; Jiang, D.; Xue, Y.; Wang, C.; Gao, Y.; Zhang, W. A. An oxygen self-sufficient NIR-responsive nanosystem for enhanced PDT and chemotherapy against hypoxic tumors. Chem. Sci. 2019, 10, 5766−5772. doi: 10.1039/C9SC00985J
Zhang, Y.; Wang, F. M.; Liu, C. Q.; Wang, Z. Z.; Kang, L. H.; Huang, Y. Y.; Dong, K.; Ren, J. S.; Qu, X. G. Nanozyme decorated metal-organic frameworks for enhanced photodynamic therapy. ACS Nano 2018, 12, 651−661. doi: 10.1021/acsnano.7b07746
Wang, H. R.; Chao, Y.; Liu, J. J.; Zhu, W. W.; Wang, G. L.; Xu, L. G.; Liu, Z. G. Photosensitizer-crosslinked in-situ polymerization on catalase for tumor hypoxia modulation & enhanced photodynamic therapy. Biomaterials 2018, 181, 310−317. doi: 10.1016/j.biomaterials.2018.08.011
Liu, Y. J.; Bhattarai, P.; Dai, Z. F.; Chen, X. Y. Photothermal therapy and photoacoustic imaging via nanotheranostics in fighting cancer. Chem. Soc. Rev. 2019, 48, 2053−2108. doi: 10.1039/C8CS00618K
Ding, Y.; Du, C.; Qian, J. W.; Dong, C. M. NIR-responsive polypeptide nanocomposite generates NO gas, mild photothermia, and chemotherapy to reverse multidrug-resistant cancer. Nano Lett. 2019, 19, 4362−4370. doi: 10.1021/acs.nanolett.9b00975
Zhang, X.; Du, J.; Guo, Z.; Yu, J.; Gao, Q.; Yin, W.; Zhu, S.; Gu, Z.; Zhao, Y. Efficient near infrared light triggered nitric oxide release nanocomposites for sensitizing mild photothermal therapy. Adv. Sci. 2019, 6, 1801122. doi: 10.1002/advs.201801122
Jiang, Y. Y.; Pu, K. Y. Multimodal biophotonics of semiconducting polymer nanoparticles. Acc. Chem. Res. 2018, 51, 1840−1849. doi: 10.1021/acs.accounts.8b00242
Fan, W. P.; Yung, B.; Huang, P.; Chen, X. Y. Nanotechnology for multimodal synergistic cancer therapy. Chem. Rev. 2017, 117, 13566−13638. doi: 10.1021/acs.chemrev.7b00258
Lin, H.; Gao, S. S.; Dai, C.; Chen, Y.; Shi, J. L. A two-dimensional biodegradable niobium carbide (Mxene) for photothermal tumor eradication in NIR-I and NIR-II biowindows. J. Am. Chem. Soc. 2017, 139, 16235−16247. doi: 10.1021/jacs.7b07818
Fan, W.; Yung, B. C.; Chen, X. Stimuli-responsive NO release for on-demand gas-sensitized synergistic cancer therapy. Angew. Chem. Int. Ed. 2018, 57, 8383−8394. doi: 10.1002/anie.201800594
Sheng, D. L.; Liu, T. Z.; Deng, L. M.; Zhang, L.; Li, X. L.; Xu, J.; Hao, L.; Li, P.; Ran, H. T.; Chen, H. R.; Wang, Z. G. Perfluorooctyl Bromide & indocyanine green co-loaded nanoliposomes for enhanced multimodal imaging-guided phototherapy. Biomaterials 2018, 165, 1−13. doi: 10.1016/j.biomaterials.2018.02.041
Chen, L.; Zhou, S. F.; Su, L.; Song, J. Gas-mediated cancer bioimaging and therapy. ACS Nano 2019, 13, 10887−10917. doi: 10.1021/acsnano.9b04954
Nam, J.; Son, S.; Ochyl, L. J.; Kuai, R.; Schwendeman, A.; Moon, J. J. Chemo-photothermal therapy combination elicits anti-tumor immunity against advanced metastatic cancer. Nat. Commun. 2018, 9, 1074. doi: 10.1038/s41467-018-03473-9
Jiang, D.; Yue, T.; Wang, G.; Wang, C.; Chen, C.; Cao, H.; Gao, Y. Peroxynitrite (ONOO−) generation from the HA-TPP@NORM nanoparticles based on synergistic interactions between nitric oxide and photodynamic therapies for elevating anticancer efficiency. New J. Chem. 2020, 44, 162−170. doi: 10.1039/C9NJ04763H
Ferrer-Sueta, G.; Radi, R. Chemical biology of peroxynitrite: kinetics, diffusion, and radicals. ACS. Chem. Biol. 2009, 4, 161−177. doi: 10.1021/cb800279q
Szabo, C.; Ischiropoulos, H.; Radi, R. Peroxynitrite: biochemistry, pathophysiology and development of therapeutics. Nat. Rev. Drug Discov. 2007, 6, 662−680. doi: 10.1038/nrd2222
Radi, R.; Beckman, J. S.; Bush, K. M.; Freeman, B. A. Peroxynitrite-induced membrane lipid peroxidation: the cytotoxic potential of superoxide and nitric oxide. Arch. Biochem. Biophys. 1991, 288, 481−487. doi: 10.1016/0003-9861(91)90224-7
Ferrer-Sueta, G.; Campolo, N.; Trujillo, M.; Bartesaghi, S.; Carballa, S.; Romero, N.; Alvarez, B.; Radi, R. Biochemistry of peroxynitrite and protein tyrosine nitration. Chem. Rev. 2018, 118, 1338−1408. doi: 10.1021/acs.chemrev.7b00568
Torreilles, F.; Salman-Tabcheh, S.; Guerin, M. C.; Torreilles, J. Neurodegenerative disorders: the role of peroxynitrite. Brain Res. Rev. 1999, 30, 153−163. doi: 10.1016/S0165-0173(99)00014-4
Olson, L. P.; Bartberger, M. D.; Houk, K. N. Peroxynitrate and peroxynitrite: a complete basis set investigation of similarities and differences between these NOx species. J. Am. Chem. Soc. 2003, 125, 3999−4006. doi: 10.1021/ja029619m
Goldstein, S.; Lind, J.; Merényi, G. Chemistry of peroxynitrites as compared to peroxynitrates. Chem. Rev. 2005, 105, 2457−2470. doi: 10.1021/cr0307087
Du, Z.; Zhang, X.; Guo, Z.; Xie, J.; Dong, X.; Zhu, S.; Du, J.; Gu, Z.; Zhao, Y. X-Ray-controlled generation of peroxynitrite based on nanosized LiLuF4:Ce3+ scintillators and their applications for radiosensitization. Adv. Mater. 2018, 30, 1804046. doi: 10.1002/adma.201804046
Hu, D.; Deng, Y.; Jia, F.; Jin, Q.; Ji, J. Surface charge switchable supramolecular nanocarriers for nitric oxide synergistic photodynamic eradication of biofilms. ACS Nano 2020, 14, 347−359. doi: 10.1021/acsnano.9b05493
Li, Y.; Liu, X.; Li, B.; Zheng, Y.; Han, Y.; Chen, D. F.; Yeung, K. W. K.; Cui, Z.; Liang, Y.; Li, Z.; Zhu, S.; Wang, X.; Wu, S. Near-Infrared light triggered phototherapy and immunotherapy for elimination of methicillin-resistant staphylococcus aureus biofilm infection on bone implant. ACS Nano 2020, 14, 8157−8170. doi: 10.1021/acsnano.0c01486
Wang, D.; Niu, L.; Qiao, Z.Y.; Cheng, D.B.; Wang, J.; Zhong, Y.; Bai, F.; Wang, H.; Fan, H. Synthesis of self-assembled porphyrin nanoparticle photosensitizers. ACS Nano 2018, 12, 3796−3803. doi: 10.1021/acsnano.8b01010
Gao, S.; Zhang, W.; Wang, R.; Hopkins, S. P.; Spagnoli, J. C.; Racin, M.; Bai, L.; Li, L.; Jiang, W.; Yang, X.; Lee, C.; Nagata, K.; Howerth, E. W.; Handa, H.; Xie, J.; Ma, Q.; Kumar, A. Nanoparticles encapsulating nitrosylated maytansine to enhance radiation therapy. ACS Nano 2020, 14, 1468−1481. doi: 10.1021/acsnano.9b05976
Jiao, Y.; Yin, J.; He, H.; Peng, X.; Gao, Q.; Duan, C. Conformationally induced off-on cell membrane chemosensor targeting receptor protein-tyrosine kinases for in vivo and in vitro fluorescence imaging of cancers. J. Am. Chem. Soc. 2018, 140, 5882−5885. doi: 10.1021/jacs.7b10796
Burks, P. T.; Garcia, J. V.; GonzalezIrias, R.; Tillman, J. T.; Niu, M.; Mikhailovsky, A. A.; Zhang, J.; Zhang, F.; Ford, P. C. Nitric oxide releasing materials triggered by near-infrared excitation through tissue filters. J. Am. Chem. Soc. 2013, 135, 18145−18152. doi: 10.1021/ja408516w
Fan, J.; He, N.; He, Q.; Liu, Y.; Ma, Y.; Fu, X.; Liu, Y.; Huang, P.; Chen, X. A novel self-assembled sandwich nanomedicine for NIR-responsive release of NO. Nanoscale 2015, 7, 20055−20062. doi: 10.1039/C5NR06630A
Fan, J.; Song, J.; Liu, Y.; Yu, G.; Ma, Y.; Deng, Y.; He, N.; Zhang, F. Synthesis of biocompatible polymeric nanomaterial dually loaded with paclitaxel and nitric oxide for anti-MDR cancer therapy. RSC Adv. 2016, 6, 105871−105877. doi: 10.1039/C6RA23637E
Wang, L.; Chang, Y.; Feng, Y.; Li, X.; Cheng, Y.; Jian, H.; Ma, X.; Zheng, R.; Wu, X.; Xu, K.; Zhang, H. Nitric oxide stimulated programmable drug release of nanosystem for multidrug resistance cancer therapy. Nano Lett. 2019, 19, 6800−6811. doi: 10.1021/acs.nanolett.9b01869
Liu, G. Y.; Zhang, S. C.; Shi, Y. H.; Huang, X. Y.; Tang, Y. Y.; Chen, P.; Si, W. L.; Huang, W.; Dong, X. C. "Wax-sealed" theranostic nanoplatform for enhanced afterglow imaging-guided photothermally triggered photodynamic therapy. Adv. Funct. Mater. 2018, 28, 1804317. doi: 10.1002/adfm.201804317
Tan, L.; Li, J.; Liu, X.; Cui, Z.; Yang, X.; Zhu, S.; Li, Z.; Yuan, X.; Zheng, Y.; Yeung, K. W. K.; Pan, H.; Wang, X.; Wu, S. Rapid biofilm eradication on bone implants using red phosphorus and near-infrared light. Adv. Mater. 2018, 30, 1801808. doi: 10.1002/adma.201801808
Zhang, Z.; Wu, J.; Shang, Z.; Wang, C.; Cheng, J.; Qian, X.; Xiao, Y.; Xu, Z.; Yang, Y. Photocalibrated NO release from N-nitrosated napthalimides upon one-photon or two-photon irradiation. Anal. Chem. 2016, 88, 7274−7280. doi: 10.1021/acs.analchem.6b01603
Jiang, D.; Cheng, L.; Xue, Y.; Chen, C.; Wang, C.; Yang, G.; Xu, A.; Yang, Y.; Gao, Y.; Zhang, W. Modulation of the lifespan of C. elegans by the controlled release of nitric oxide. Chem. Sci. 2020, 11, 8785−8792. doi: 10.1039/C9SC06072C
Duan, Y.; Wang, Y.; Li, X.; Zhang, G.; Zhang, G.; Hu, J. Light-triggered nitric oxide (NO) release from photoresponsive polymersomes for corneal wound healing. Chem. Sci. 2020, 11, 186−194. doi: 10.1039/C9SC04039K
Duong, H. T.; Jung, K.; Kutty, S. K.; Agustina, S.; Adnan, N. N.; Basuki, J. S.; Kumar, N.; Davis, T. P.; Barraud, N.; Boyer, C. Nanoparticle (star polymer) delivery of nitric oxide effectively negates pseudomonas aeruginosa biofilm formation. Biomacromolecules 2014, 15, 2583−2589. doi: 10.1021/bm500422v
Qin, L.; Xie, F.; Jin, X.; Liu, M. Driving helical packing of a cyanine dye on dendron nanofiber: gel-shrinkage-triggered chiral H-aggregation and enhanced enantiodiscrimination. Chemistry 2015, 21, 11300−11305. doi: 10.1002/chem.201500929
Tsikas, D. Analysis of nitrite and nitrate in biological fluids by assays based on the griess reaction: appraisal of the Griess reaction in the L-arginine/nitric oxide area of research. J. Chromatogr. B 2007, 851, 51−70. doi: 10.1016/j.jchromb.2006.07.054
Nguyen, S. C.; Zhang, Q.; Manthiram, K.; Ye, X. C.; Lomont, J. P.; Harris, C. B.; Weller, H.; Alivisatos, A. P. Study of heat transfer dynamics from gold nanorods to the environment via time-resolved infrared spectroscopy. ACS Nano 2016, 10, 2144−2151. doi: 10.1021/acsnano.5b06623
Zou, L. L.; Wang, H.; He, B.; Zeng, L. J.; Tan, T.; Cao, H. Q.; He, X. Y.; Zhang, Z. W.; Guo, S. R.; Li, Y. P. Current approaches of photothermal therapy in treating cancer metastasis with nanotherapeutics. Theranostics 2016, 6, 762−772. doi: 10.7150/thno.14988
Jia Zheng , Yijun Zheng , Xinhua Wan , ZhiYuan Wang . VISIBLE AND NEAR-INFRARED CHIROPTICAL GELS CONTAINING ELECTROCHROMIC ANTHRAQUINONE IMIDE GROUPS. Chinese J. Polym. Sci, doi: 10.1007/s10118-012-1128-0
Cai Wan-an , Cai Ji-wei , Niu Hai-jun , Xiao Tian-di , Bai Xu-duo , Wang Cheng , Zhang Yan-hong , Wang Wen . Synthesis and Electrochromic Properties of Polyimides with Pendent Benzimidazole and Triphenylamine Units. Chinese J. Polym. Sci, doi: 10.1007/s10118-016-1833-1
Wei Yang , Hao-Guo Yue , Dong Zhao , Hui Yan , Kang-Li Cao , Jin-Sheng Zhao , Qing Zhang . Thienylmethylene Oxindole Based Conjugated Polymers via Direct Arylation Polymerization and Their Electrochromic Properties. Chinese J. Polym. Sci, doi: 10.1007/s10118-021-2503-5
Zhong-qiu Tong , Hai-ming Lv , Jiu-peng Zhao , Yao Li . Near-infrared and Multicolor Electrochromic Device Based on Polyaniline Derivative. Chinese J. Polym. Sci, doi: 10.1007/s10118-014-1483-0
Zhen Chen , Shan-Shan Ma , Kai Zhang , Zhi-Cheng Hu , Qing-Wu Yin , Fei Huang , Yong Cao . A Near-infrared Non-fullerene Acceptor with Thienopyrrole-expanded Benzo[1,2-b:4,5-b′]dithiophene Core for Polymer Solar Cells. Chinese J. Polym. Sci, doi: 10.1007/s10118-020-2440-8
ZHAO Chunying , YANG Yongyuan , LI Lidong , XU Wei , FENG Shujing . PHOTOPOLYMERIZATION OF MMA INITIATED BY CYANINE DYE AND HEXAARYLBIIMIDAZ0LE*. Chinese J. Polym. Sci,
. SYNTHESIS AND CHARACTERIZATIONS OF NEAR INFRARED ABSORBING POLYMERS*. Chinese J. Polym. Sci,
Jia Zheng , Yi-jun Zheng , Xin-hua Wan . Near Infrared Electrochromic Variable Optical Attenuator Fabricated by Layer-by-layer Assembly. Chinese J. Polym. Sci,
Zong-Chun Gao , Cheng-Peng Wei , Yi-Fei Han , Ming Yuan , Xu-Zhou Yan , Feng Wang . Near-Infrared-Emissive Self-assembled Polymers via the Implementation of Molecular Tweezer/Guest Complexation on a Supramolecular Coordination Complex Platform. Chinese J. Polym. Sci, doi: 10.1007/s10118-018-2090-2
WAN Meixiang , LI Suzhen , LI Junchao , DONG Haiou . INFRARED EMISSIVITY OF CONDUCTING POLYMERS. Chinese J. Polym. Sci,
YANG Xiaozhen . INFRARED SPECTROSCOPIC CHARACTERIZATION OF CONFORMATIONAL DEFECTS OF POLYBENZAMIDE. Chinese J. Polym. Sci,
LIU Xiaoping , SHEN Deyan , SHI Lianghe , XU Mao , ZHOU Qifeng , DUAN Xiaoqing . FOURIER TRANSFORM INFRARED STUDY OF FRACTIONATED AROMATIC POLYESTERS. Chinese J. Polym. Sci,
. COALESCENCE INDUCED GRADIENT MORPHOLOGY NEAR A WALL IN PHASE SEPARATED POLYMER BLENDS DURING QUIESCENT ANNEALING*. Chinese J. Polym. Sci,
SHEN Deyan , ZHANG Shengqing . ORIENTATION OF MOLECULAR GROUPS IN CROSS SECTION OF POLYAMIDE-6 FIBER BY INFRARED ATTENUATED TOTAL REFLECTION DICHROISM STUDIES*. Chinese J. Polym. Sci,
HUANG Zhitang , HE Xiaohua . AROMATIC AND HETEROCYCLIC DINITRILES AND THEIR POLYMERS. Ⅺ. STUDY ON THE POLYMERIZATION OF AROMATIC AND HETEROCYCLIC DINITRILES BY INFRARED SPECTROSCOPY*. Chinese J. Polym. Sci,
QIAN Renyuan , SHEN Deyan , LI Huiming . FOURIER TRANSFORM INFRARED STUDIES OF POLY (ETHYLENE TEREPHTHALATE) FILM IN THE GLASS TRANSITION REGION. Chinese J. Polym. Sci,
XUE Gi JIANG Shankeng , . A FOURIER TRANSFORM INFRARED SPECTROSCOPIC STUDY OF THE REACTION BETWEEN POLY (VINYL PYRIDINE)S AND EPOXY COMPOUNDS*. Chinese J. Polym. Sci,
Jian Hu , Li-Li Han , Tong-Ping Zhang , Yong-Xin Duan , Jian-Ming Zhang . Study on Phase Transformation Behavior of Strain-induced PLLA Mesophase by Polarized Infrared Spectroscopy. Chinese J. Polym. Sci, doi: 10.1007/s10118-019-2184-5
HE Liu , JIN Shunzi , ZHANG Shufan , QI Zongneng , WANG Fosong . STUDY ON MAGNETIC FIELD-INDUCED 0RIENTATI0N OF A CHIRAL SIDE-CHAIN LIQUID CRYSTAL POLYACRYLATE USING INFRARED DICHROISM. Chinese J. Polym. Sci,