Issue

Vol. 13 (2021)

Recent Progress in Nanoscale Covalent Organic Frameworks for Cancer Diagnosis and Therapy

https://doi.org/10.1007/s40820-021-00696-2
Shuncheng Yao
Beijing Institute of Nanoenergy and Nanosystems, Chinese Academy of Sciences, Beijing 101400, People’s Republic of China
Zhirong Liu
Beijing Institute of Nanoenergy and Nanosystems, Chinese Academy of Sciences, Beijing 101400, People’s Republic of China
Linlin Li
Beijing Institute of Nanoenergy and Nanosystems, Chinese Academy of Sciences, Beijing 101400, People’s Republic of China

Corresponding Author: Linlin Li

lilinlin@binn.cas.cn

Nano-Micro Letters, Vol. 13 (2021), Article Number: 176

Abstract

Covalent organic frameworks (COFs) as a type of porous and crystalline covalent organic polymer are built up from covalently linked and periodically arranged organic molecules. Their precise assembly, well-defined coordination network, and tunable porosity endow COFs with diverse characteristics such as low density, high crystallinity, porous structure, and large specific-surface area, as well as versatile functions and active sites that can be tuned at molecular and atomic level. These unique properties make them excellent candidate materials for biomedical applications, such as drug delivery, diagnostic imaging, and disease therapy. To realize these functions, the components, dimensions, and guest molecule loading into COFs have a great influence on their performance in various applications. In this review, we first introduce the influence of dimensions, building blocks, and synthetic conditions on the chemical stability, pore structure, and chemical interaction with guest molecules of COFs. Next, the applications of COFs in cancer diagnosis and therapy are summarized. Finally, some challenges for COFs in cancer therapy are noted and the problems to be solved in the future are proposed.


Highlights:


1 Recent progress in nanoscale covalent organic frameworks (COFs)-mediated nanomedicines for cancer diagnosis and therapy is comprehensively summarized in this review.
2 Future perspectives and challenges regarding COFs-mediated nanomedicines for diagnosis and therapy are discussed, with particular emphasis on possible clinical translation.

Keywords

Covalent organic frameworks Nanomedicine Drug delivery Cancer diagnosis and therapy
Yao, Shuncheng, Zhirong Liu, and Linlin Li. 2021. “Recent Progress in Nanoscale Covalent Organic Frameworks for Cancer Diagnosis and Therapy”. Nano-Micro Letters 13 (August):176. https://doi.org/10.1007/s40820-021-00696-2.
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References
  1. C.S. Diercks, O.M. Yaghi, The atom, the molecule, and the covalent organic framework. Science 355, eaal1585 (2017). https://doi.org/10.1126/science.aal1585
  2. C. Hu, Z. Zhang, S. Liu, X. Liu, M. Pang, Monodispersed cuse sensitized covalent organic framework photosensitizer with an enhanced photodynamic and photothermal effect for cancer therapy. ACS Appl. Mater. Interf. 11, 23072–23082 (2019). https://doi.org/10.1021/acsami.9b08394
  3. Y. Shi, S. Liu, Y. Liu, C. Sun, M. Chang et al., Facile fabrication of nanoscale porphyrinic covalent organic polymers for combined photodynamic and photothermal cancer therapy. ACS Appl. Mater. Interf. 11, 12321–12326 (2019). https://doi.org/10.1021/acsami.9b00361
  4. X. Liu, H. Pang, X. Liu, Q. Li, N. Zhang et al., Orderly porous covalent organic frameworks-based materials: superior adsorbents for pollutants removal from aqueous solutions. Innovation 2, 100076 (2021). https://doi.org/10.1016/j.xinn.2021.100076
  5. S. Bhunia, K.A. Deo, A.K. Gaharwar, 2D covalent organic frameworks for biomedical applications. Adv. Funct. Mater. 30, 2002046 (2020). https://doi.org/10.1002/adfm.202002046
  6. S.S. Chui, S.M. Lo, J.P. Charmant, A.G. Orpen, I.D. Williams, A chemically functionalizable nanoporous material. Science 283, 1148–1150 (1999). https://doi.org/10.1126/science.283.5405.1148
  7. A.P. Cote, A.I. Benin, N.W. Ockwig, M. O’Keeffe, A.J. Matzger et al., Porous, crystalline, covalent organic frameworks. Science 310, 1166–1170 (2005). https://doi.org/10.1126/science.1120411
  8. E. Jin, J. Li, K. Geng, Q. Jiang, H. Xu et al., Designed synthesis of stable light-emitting two-dimensional sp(2) carbon-conjugated covalent organic frameworks. Nat. Commun. 9, 4143 (2018). https://doi.org/10.1038/s41467-018-06719-8
  9. X. Li, Q. Gao, J. Wang, Y. Chen, Z.H. Chen et al., Tuneable near white-emissive two-dimensional covalent organic frameworks. Nat. Commun. 9, 2335 (2018). https://doi.org/10.1038/s41467-018-04769-6
  10. C. Liu, E. Park, Y. Jin, J. Liu, Y. Yu et al., Separation of arylenevinylene macrocycles with a surface-confined two-dimensional covalent organic framework. Angew. Chem. Int. Ed. 57, 8984–8988 (2018). https://doi.org/10.1002/anie.201803937
  11. C. Jiang, M. Tang, S. Zhu, J. Zhang, Y. Wu et al., Constructing universal ionic sieves via alignment of two-dimensional covalent organic frameworks (COFs). Angew. Chem. Int. Ed. 57, 16072–16076 (2018). https://doi.org/10.1002/anie.201809907
  12. R.R. Liang, A. Ru-Han, S.Q. Xu, Q.Y. Qi, X. Zhao, Fabricating organic nanotubes through selective disassembly of two-dimensional covalent organic frameworks. J. Am. Chem. Soc. 142, 70–74 (2020). https://doi.org/10.1021/jacs.9b11401
  13. V. Lakshmi, C.H. Liu, M. Rajeswara Rao, Y. Chen, Y. Fang et al., A two-dimensional poly(azatriangulene) covalent organic framework with semiconducting and paramagnetic states. J. Am. Chem. Soc. 142, 2155–2160 (2020). https://doi.org/10.1021/jacs.9b11528
  14. H. Li, A.M. Evans, I. Castano, M.J. Strauss, W.R. Dichtel et al., Nucleation-elongation dynamics of two-dimensional covalent organic frameworks. J. Am. Chem. Soc. 142, 1367–1374 (2020). https://doi.org/10.1021/jacs.9b10869
  15. Q. Hao, Z.J. Li, C. Lu, B. Sun, Y.W. Zhong et al., Oriented two-dimensional covalent organic framework films for near-infrared electrochromic application. J. Am. Chem. Soc. 141, 19831–19838 (2019). https://doi.org/10.1021/jacs.9b09956
  16. J.W. Colson, A.R. Woll, A. Mukherjee, M.P. Levendorf, E.L. Spitler et al., Oriented 2D covalent organic framework thin films on single-layer graphene. Science 332, 228–231 (2011). https://doi.org/10.1126/science.1202747
  17. J.-T. Yu, Z. Chen, J. Sun, Z.-T. Huang, Q.-Y. Zheng, Cyclotricatechylene based porous crystalline material: synthesis and applications in gas storage. J. Mater. Chem. 22, 5369 (2012). https://doi.org/10.1039/c2jm15159f
  18. S.S. Han, H. Furukawa, O.M. Yaghi, W.A. Goddard, Covalent organic frameworks as exceptional hydrogen storage materials. J. Am. Chem. Soc. 130, 11580–11581 (2008). https://doi.org/10.1021/ja803247y
  19. H. Furukawa, O.M. Yaghi, Storage of hydrogen, methane, and carbon dioxide in highly porous covalent organic frameworks for clean energy applications. J. Am. Chem. Soc. 131, 8875–8883 (2009). https://doi.org/10.1021/ja9015765
  20. S. Lin, C.S. Diercks, Y.-B. Zhang, N. Kornienko, E.M. Nichols et al., Covalent organic frameworks comprising cobalt porphyrins for catalytic CO2 reduction in water. Science 349, 1208–1213 (2015). https://doi.org/10.1126/science.aac8343
  21. L. Stegbauer, K. Schwinghammer, B.V. Lotsch, A hydrazone-based covalent organic framework for photocatalytic hydrogen production. Chem. Sci. 5, 2789–2793 (2014). https://doi.org/10.1039/c4sc00016a
  22. S.Y. Ding, J. Gao, Q. Wang, Y. Zhang, W.G. Song et al., Construction of covalent organic framework for catalysis: Pd/COF-LZU1 in Suzuki-Miyaura coupling reaction. J. Am. Chem. Soc. 133, 19816–19822 (2011). https://doi.org/10.1021/ja206846p
  23. N. Huang, X. Ding, J. Kim, H. Ihee, D. Jiang, A photoresponsive smart covalent organic framework. Angew. Chem. Int. Ed. 54, 8704–8707 (2015). https://doi.org/10.1002/anie.201503902
  24. M. Dogru, T. Bein, On the road towards electroactive covalent organic frameworks. Chem. Commun. 50, 5531–5546 (2014). https://doi.org/10.1039/c3cc46767h
  25. L. Chen, K. Furukawa, J. Gao, A. Nagai, T. Nakamura et al., Photoelectric covalent organic frameworks: converting open lattices into ordered donor-acceptor heterojunctions. J. Am. Chem. Soc. 136, 9806–9809 (2014). https://doi.org/10.1021/ja502692w
  26. M. Calik, F. Auras, L.M. Salonen, K. Bader, I. Grill et al., Extraction of photogenerated electrons and holes from a covalent organic framework integrated heterojunction. J. Am. Chem. Soc. 136, 17802–17807 (2014). https://doi.org/10.1021/ja509551m
  27. F. Zhao, H. Liu, S.D.R. Mathe, A. Dong, J. Zhang, Covalent organic frameworks: from materials design to biomedical application. Nanomaterials 8 (2017). http://doi.org/https://doi.org/10.3390/nano8010015
  28. Q. Guan, L.L. Zhou, W.Y. Li, Y.A. Li, Y.B. Dong, Covalent organic frameworks (COFs) for cancer therapeutics. Chemistry 26, 5583–5591 (2020). https://doi.org/10.1002/chem.201905150
  29. G. Zhang, X. Li, Q. Liao, Y. Liu, K. Xi et al., Water-dispersible PEG-curcumin/amine-functionalized covalent organic framework nanocomposites as smart carriers for in vivo drug delivery. Nat. Commun. 9, 2785 (2018). https://doi.org/10.1038/s41467-018-04910-5
  30. S. Mitra, H.S. Sasmal, T. Kundu, S. Kandambeth, K. Illath et al., Targeted drug delivery in covalent organic nanosheets (CONs) via sequential postsynthetic modification. J. Am. Chem. Soc. 139, 4513–4520 (2017). https://doi.org/10.1021/jacs.7b00925
  31. Q. Fang, J. Wang, S. Gu, R.B. Kaspar, Z. Zhuang et al., 3D porous crystalline polyimide covalent organic frameworks for drug delivery. J. Am. Chem. Soc. 137, 8352–8355 (2015). https://doi.org/10.1021/jacs.5b04147
  32. V.S. Vyas, M. Vishwakarma, I. Moudrakovski, F. Haase, G. Savasci et al., Exploiting noncovalent interactions in an imine-based covalent organic framework for quercetin delivery. Adv. Mater. 28, 8749–8754 (2016). https://doi.org/10.1002/adma.201603006
  33. M.-X. Wu, Y.-W. Yang, Applications of covalent organic frameworks (COFs): From gas storage and separation to drug delivery. Chinese Chem. Lett. 28, 1135–1143 (2017). https://doi.org/10.1016/j.cclet.2017.03.026
  34. L. Zhang, S. Wang, Y. Zhou, C. Wang, X.Z. Zhang et al., Covalent organic frameworks as favorable constructs for photodynamic therapy. Angew. Chem. Int. Ed. 58, 14213–14218 (2019). https://doi.org/10.1002/anie.201909020
  35. S. Gan, X. Tong, Y. Zhang, J. Wu, Y. Hu et al., Covalent organic framework-supported molecularly dispersed near-infrared dyes boost immunogenic phototherapy against tumors. Adv. Funct. Mater. 29, 1902757 (2019). https://doi.org/10.1002/adfm.201902757
  36. S. Kantidas, S. Mishra, K. Manna, U. Kayal, S. Mahapatra et al., A new triazine based pi-conjugated mesoporous 2D covalent organic framework: its in vitro anticancer activities. Chem. Commun. 54, 11475–11478 (2018). https://doi.org/10.1039/c8cc07289b
  37. P. Wang, F. Zhou, K. Guan, Y. Wang, X. Fu et al., In vivo therapeutic response monitoring by a self-reporting upconverting covalent organic framework nanoplatform. Chem. Sci. 11, 1299–1306 (2020). https://doi.org/10.1039/c9sc04875h
  38. J. Wang, L. Zhao, B. Yan, Indicator displacement assay inside dye-functionalized covalent organic frameworks for ultrasensitive monitoring of sialic acid, an ovarian cancer biomarker. ACS Appl. Mater. Interf. 12, 12990–12997 (2020). https://doi.org/10.1021/acsami.0c00101
  39. T. Yang, Y. Cui, H. Chen, W. Li, Controllable preparation of two dimensional metal- or covalent organic frameworks for chemical sensing and biosensing. Acta Chim. Sin. 75, 339 (2017). https://doi.org/10.6023/a16110592
  40. D. Cui, D.F. Perepichka, J.M. MacLeod, F. Rosei, Surface-confined single-layer covalent organic frameworks: design, synthesis and application. Chem. Soc. Rev. 49, 2020–2038 (2020). https://doi.org/10.1039/c9cs00456d
  41. S.B. Alahakoon, S.D. Diwakara, C.M. Thompson, R.A. Smaldone, Supramolecular design in 2D covalent organic frameworks. Chem. Soc. Rev. 49, 1344–1356 (2020). https://doi.org/10.1039/c9cs00884e
  42. X. Han, C. Yuan, B. Hou, L. Liu, H. Li et al., Chiral covalent organic frameworks: design, synthesis and property. Chem. Soc. Rev. 49, 6248–6272 (2020). https://doi.org/10.1039/d0cs00009d
  43. R.R. Liang, S.Y. Jiang, A. Ru-Han, X. Zhao, Two-dimensional covalent organic frameworks with hierarchical porosity. Chem. Soc. Rev. 49, 3920–3951 (2020). https://doi.org/10.1039/d0cs00049c
  44. F. Yu, W. Liu, B. Li, D. Tian, J.L. Zuo et al., Photostimulus-responsive large-area two-dimensional covalent organic framework films. Angew. Chem. Int. Ed. 58, 16101–16104 (2019). https://doi.org/10.1002/anie.201909613
  45. Y. Zhao, H. Liu, C. Wu, Z. Zhang, Q. Pan et al., Fully conjugated two-dimensional sp(2) -carbon covalent organic frameworks as artificial photosystem i with high efficiency. Angew. Chem. Int. Ed. 58, 5376–5381 (2019). https://doi.org/10.1002/anie.201901194
  46. D. Zhou, X. Tan, H. Wu, L. Tian, M. Li, Synthesis of C-C bonded two-dimensional conjugated covalent organic framework films by suzuki polymerization on a liquid-liquid interface. Angew. Chem. Int. Ed. 58, 1376–1381 (2019). https://doi.org/10.1002/anie.201811399
  47. L. Liang, Y. Qiu, W.D. Wang, J. Han, Y. Luo et al., Non-interpenetrated single-crystal covalent organic frameworks. Angew. Chem. Int. Ed. 59, 17991–17995 (2020). https://doi.org/10.1002/anie.202007230
  48. E. Tavakoli, A. Kakekhani, S. Kaviani, P. Tan, M.M. Ghaleni et al., In situ bottom-up synthesis of porphyrin-based covalent organic frameworks. J. Am. Chem. Soc. 141, 19560–19564 (2019). https://doi.org/10.1021/jacs.9b10787
  49. C.G. Na, D. Ravelli, E.J. Alexanian, Direct decarboxylative functionalization of carboxylic acids via O-H hydrogen atom transfer. J. Am. Chem. Soc. 142, 44–49 (2020). https://doi.org/10.1021/jacs.9b10825
  50. J.F. Dienstmaier, D.D. Medina, M. Dogru, P. Knochel, T. Bein et al., Isoreticular two-dimensional covalent organic frameworks synthesized by on-surface condensation of diboronic acids. ACS Nano 6, 7234–7242 (2012). https://doi.org/10.1021/nn302363d
  51. S. Park, Z. Liao, B. Ibarlucea, H. Qi, H.H. Lin et al., Two-dimensional boronate ester covalent organic framework thin films with large single crystalline domains for a neuromorphic memory device. Angew. Chem. Int. Ed. 59, 8218–8224 (2020). https://doi.org/10.1002/anie.201916595
  52. A.D. Chavez, B.J. Smith, M.K. Smith, P.A. Beaucage, B.H. Northrop et al., Discrete, hexagonal boronate ester-linked macrocycles related to two-dimensional covalent organic frameworks. Chem. Mater. 28, 4884–4888 (2016). https://doi.org/10.1021/acs.chemmater.6b01831
  53. A.M. Evans, L.R. Parent, N.C. Flanders, R.P. Bisbey, E. Vitaku et al., Seeded growth of single-crystal two-dimensional covalent organic frameworks. Science 361, 52–57 (2018). https://doi.org/10.1126/science.aar7883
  54. B.J. Smith, W.R. Dichtel, Mechanistic studies of two-dimensional covalent organic frameworks rapidly polymerized from initially homogenous conditions. J. Am. Chem. Soc. 136, 8783–8789 (2014). https://doi.org/10.1021/ja5037868
  55. S. Chandra, D. Roy Chowdhury, M. Addicoat, T. Heine, A. Paul et al., Molecular level control of the capacitance of two-dimensional covalent organic frameworks: role of hydrogen bonding in energy storage materials. Chem. Mater. 29, 2074–2080 (2017). https://doi.org/10.1021/acs.chemmater.6b04178
  56. P. Wang, F. Zhou, C. Zhang, S.Y. Yin, L. Teng et al., Ultrathin two-dimensional covalent organic framework nanoprobe for interference-resistant two-photon fluorescence bioimaging. Chem. Sci. 9, 8402–8408 (2018). https://doi.org/10.1039/c8sc03393e
  57. M. Wang, M. Ballabio, M. Wang, H.H. Lin, B.P. Biswal et al., Unveiling electronic properties in metal-phthalocyanine-based pyrazine-linked conjugated two-dimensional covalent organic frameworks. J. Am. Chem. Soc. 141, 16810–16816 (2019). https://doi.org/10.1021/jacs.9b07644
  58. P. Kuhn, M. Antonietti, A. Thomas, Porous, covalent triazine-based frameworks prepared by ionothermal synthesis. Angew. Chem. Int. Ed. 47, 3450–3453 (2008). https://doi.org/10.1002/anie.200705710
  59. E. Jin, M. Asada, Q. Xu, S. Dalapati, M.A. Addicoat et al., Two-dimensional sp(2) carbon-conjugated covalent organic frameworks. Science 357, 673–676 (2017). https://doi.org/10.1126/science.aan0202
  60. S. Thomas, H. Li, R.R. Dasari, A.M. Evans, I. Castano et al., Design and synthesis of two-dimensional covalent organic frameworks with four-arm cores: prediction of remarkable ambipolar charge-transport properties. Mater. Horiz. 6, 1868–1876 (2019). https://doi.org/10.1039/c9mh00035f
  61. X. Guan, H. Li, Y. Ma, M. Xue, Q. Fang et al., Chemically stable polyarylether-based covalent organic frameworks. Nat. Chem. 11, 587–594 (2019). https://doi.org/10.1038/s41557-019-0238-5
  62. X. Li, P. Yadav, K.P. Loh, Function-oriented synthesis of two-dimensional (2D) covalent organic frameworks-from 3D solids to 2D sheets. Chem. Soc. Rev. 49, 4835–4866 (2020). https://doi.org/10.1039/d0cs00236d
  63. A.C. Jakowetz, T.F. Hinrichsen, L. Ascherl, T. Sick, M. Calik et al., Excited-state dynamics in fully conjugated 2D covalent organic frameworks. J. Am. Chem. Soc. 141, 11565–11571 (2019). https://doi.org/10.1021/jacs.9b03956
  64. Z. Meng, R.M. Stolz, K.A. Mirica, Two-dimensional chemiresistive covalent organic framework with high intrinsic conductivity. J. Am. Chem. Soc. 141, 11929–11937 (2019). https://doi.org/10.1021/jacs.9b03441
  65. T. Sick, J.M. Rotter, S. Reuter, S. Kandambeth, N.N. Bach et al., Switching on and off interlayer correlations and porosity in 2D covalent organic frameworks. J. Am. Chem. Soc. 141, 12570–12581 (2019). https://doi.org/10.1021/jacs.9b02800
  66. E. Vitaku, W.R. Dichtel, Synthesis of 2D imine-linked covalent organic frameworks through formal transimination reactions. J. Am. Chem. Soc. 139, 12911–12914 (2017). https://doi.org/10.1021/jacs.7b06913
  67. Y. Peng, Y. Huang, Y. Zhu, B. Chen, L. Wang et al., Ultrathin two-dimensional covalent organic framework nanosheets: preparation and application in highly sensitive and selective DNA detection. J. Am. Chem. Soc. 139, 8698–8704 (2017). https://doi.org/10.1021/jacs.7b04096
  68. X. Wang, X. Han, J. Zhang, X. Wu, Y. Liu et al., Homochiral 2D porous covalent organic frameworks for heterogeneous asymmetric catalysis. J. Am. Chem. Soc. 138, 12332–12335 (2016). https://doi.org/10.1021/jacs.6b07714
  69. D.A. Vazquez-Molina, G.S. Mohammad-Pour, C. Lee, M.W. Logan, X. Duan et al., Mechanically Shaped two-dimensional covalent organic frameworks reveal crystallographic alignment and fast li-ion conductivity. J. Am. Chem. Soc. 138, 9767–9770 (2016). https://doi.org/10.1021/jacs.6b05568
  70. R.P. Bisbey, C.R. DeBlase, B.J. Smith, W.R. Dichtel, Two-dimensional covalent organic framework thin films grown in flow. J. Am. Chem. Soc. 138, 11433–11436 (2016). https://doi.org/10.1021/jacs.6b04669
  71. W.K. Haug, E.R. Wolfson, B.T. Morman, C.M. Thomas, P.L. McGrier, A nickel-doped dehydrobenzoannulene-based two-dimensional covalent organic framework for the reductive cleavage of inert aryl C-S bonds. J. Am. Chem. Soc. 142, 5521–5525 (2020). https://doi.org/10.1021/jacs.0c01026
  72. X. Ding, L. Chen, Y. Honsho, X. Feng, O. Saengsawang et al., An n-channel two-dimensional covalent organic framework. J. Am. Chem. Soc. 133, 14510–14513 (2011). https://doi.org/10.1021/ja2052396
  73. Z. Xie, B. Wang, Z. Yang, X. Yang, X. Yu et al., Stable 2D heteroporous covalent organic frameworks for efficient ionic conduction. Angew. Chem. Int. Ed. 58, 15742–15746 (2019). https://doi.org/10.1002/anie.201909554
  74. Y. Ma, Y. Wang, H. Li, X. Guan, B. Li et al., Three-dimensional chemically stable covalent organic frameworks through hydrophobic engineering. Angew. Chem. Int. Ed. 59, 19633–19638 (2020). https://doi.org/10.1002/anie.202005277
  75. X. Feng, L. Chen, Y. Dong, D. Jiang, Porphyrin-based two-dimensional covalent organic frameworks: synchronized synthetic control of macroscopic structures and pore parameters. Chem. Commun. 47, 1979–1981 (2011). https://doi.org/10.1039/c0cc04386a
  76. Y. Wang, Y. Liu, H. Li, X. Guan, M. Xue et al., Three-dimensional mesoporous covalent organic frameworks through steric hindrance engineering. J. Am. Chem. Soc. 142, 3736–3741 (2020). https://doi.org/10.1021/jacs.0c00560
  77. G. Lin, H. Ding, D. Yuan, B. Wang, C. Wang, A pyrene-based, fluorescent three-dimensional covalent organic framework. J. Am. Chem. Soc. 138, 3302–3305 (2016). https://doi.org/10.1021/jacs.6b00652
  78. L.M. Lanni, R.W. Tilford, M. Bharathy, J.J. Lavigne, Enhanced hydrolytic stability of self-assembling alkylated two-dimensional covalent organic frameworks. J. Am. Chem. Soc. 133, 13975–13983 (2011). https://doi.org/10.1021/ja203807h
  79. M. Martinez-Abadia, C.T. Stoppiello, K. Strutynski, B. Lerma-Berlanga, C. Marti-Gastaldo et al., A wavy two-dimensional covalent organic framework from core-twisted polycyclic aromatic hydrocarbons. J. Am. Chem. Soc. 141, 14403–14410 (2019). https://doi.org/10.1021/jacs.9b07383
  80. X. Li, J. Qiao, S.W. Chee, H.S. Xu, X. Zhao et al., Scalable construction of highly crystalline acylhydrazone two-dimensional covalent organic frameworks via dipole-induced antiparallel stacking. J. Am. Chem. Soc. 142, 4932–4943 (2020). https://doi.org/10.1021/jacs.0c00553
  81. X. Wu, X. Han, Y. Liu, Y. Liu, Y. Cui, Control interlayer stacking and chemical stability of two-dimensional covalent organic frameworks via steric tuning. J. Am. Chem. Soc. 140, 16124–16133 (2018). https://doi.org/10.1021/jacs.8b08452
  82. S. Bi, C. Yang, W. Zhang, J. Xu, L. Liu et al., Two-dimensional semiconducting covalent organic frameworks via condensation at arylmethyl carbon atoms. Nat. Commun. 10, 2467 (2019). https://doi.org/10.1038/s41467-019-10504-6
  83. J. Dong, X. Li, S.B. Peh, Y.D. Yuan, Y. Wang et al., Restriction of molecular rotors in ultrathin two-dimensional covalent organic framework nanosheets for sensing signal amplification. Chem. Mater. 31, 146–160 (2018). https://doi.org/10.1021/acs.chemmater.8b03685
  84. C. Gao, J. Li, S. Yin, G. Lin, T. Ma et al., Isostructural three-dimensional covalent organic frameworks. Angew. Chem. Int. Ed. 58, 9770–9775 (2019). https://doi.org/10.1002/anie.201905591
  85. Q. Lu, Y. Ma, H. Li, X. Guan, Y. Yusran et al., Postsynthetic functionalization of three-dimensional covalent organic frameworks for selective extraction of lanthanide ions. Angew. Chem. Int. Ed. 57, 6042–6048 (2018). https://doi.org/10.1002/anie.201712246
  86. H. Wang, W. Zhu, J. Liu, Z. Dong, Z. Liu, pH-responsive nanoscale covalent organic polymers as a biodegradable drug carrier for combined photodynamic chemotherapy of cancer. ACS Appl. Mater. Interf. 10, 14475–14482 (2018). https://doi.org/10.1021/acsami.8b02080
  87. K. Wang, Z. Zhang, L. Lin, K. Hao, J. Chen et al., Cyanine-assisted exfoliation of covalent organic frameworks in nanocomposites for highly efficient chemo-photothermal tumor therapy. ACS Appl. Mater. Interf. 11, 39503–39512 (2019). https://doi.org/10.1021/acsami.9b13544
  88. S.B. Wang, Z.X. Chen, F. Gao, C. Zhang, M.Z. Zou et al., Remodeling extracellular matrix based on functional covalent organic framework to enhance tumor photodynamic therapy. Biomaterials 234, 119772 (2020). https://doi.org/10.1016/j.biomaterials.2020.119772
  89. L. Akyuz, An imine based COF as a smart carrier for targeted drug delivery: From synthesis to computational studies. Micropor. Mesopor. Mater. 294, 109850 (2020). https://doi.org/10.1016/j.micromeso.2019.109850
  90. K. Wang, Z. Zhang, L. Lin, J. Chen, K. Hao et al., Covalent organic nanosheets integrated heterojunction with two strategies to overcome hypoxic-tumor photodynamic therapy. Chem. Mater. 31, 3313–3323 (2019). https://doi.org/10.1021/acs.chemmater.9b00265
  91. H. Dai, Q. Shen, J. Shao, W. Wang, F. Gao et al., Small molecular NIR-II fluorophores for cancer phototheranostics. Innovation 2, 100082 (2021). https://doi.org/10.1016/j.xinn.2021.100082
  92. H. Tan, P. Kong, R. Zhang, M. Gao, M. Liu et al., Controllable generation of reactive oxygen species on cyano-group-modified carbon nitride for selective epoxidation of styrene. Innovation 2, 100089 (2021). https://doi.org/10.1016/j.xinn.2021.100089
  93. D. Tao, L. Feng, Y. Chao, C. Liang, X. Song et al., Covalent organic polymers based on fluorinated porphyrin as oxygen nanoshuttles for tumor hypoxia relief and enhanced photodynamic therapy. Adv. Funct. Mater. 28, 1804901 (2018). https://doi.org/10.1002/adfm.201804901
  94. Y. Zhang, L. Zhang, Z. Wang, F. Wang, L. Kang et al., Renal-clearable ultrasmall covalent organic framework nanodots as photodynamic agents for effective cancer therapy. Biomaterials 223, 119462 (2019). https://doi.org/10.1016/j.biomaterials.2019.119462
  95. H. Wang, W. Zhu, L. Feng, Q. Chen, Y. Chao et al., Nanoscale covalent organic polymers as a biodegradable nanomedicine for chemotherapy-enhanced photodynamic therapy of cancer. Nano Res. 11, 3244–3257 (2018). https://doi.org/10.1007/s12274-017-1858-y
  96. Y. Qian, D. Li, Y. Han, H.L. Jiang, Photocatalytic molecular oxygen activation by regulating excitonic effects in covalent organic frameworks. J. Am. Chem. Soc. 142, 20763–20771 (2020). https://doi.org/10.1021/jacs.0c09727
  97. S. Liu, J. Yang, R. Guo, L. Deng, A. Dong et al., Facile fabrication of redox-responsive covalent organic framework nanocarriers for efficiently loading and delivering doxorubicin. Macromol. Rapid Commun. 41, e1900570 (2020). https://doi.org/10.1002/marc.201900570
  98. Y. Ding, Y. Dai, M. Wu, L. Li, Glutathione-mediated nanomedicines for cancer diagnosis and therapy. Chem. Eng. J. 128880 (2021). https://doi.org/10.1016/j.cej.2021.128880
  99. Y. Zhao, W. Dai, Y. Peng, Z. Niu, Q. Sun et al., A corrole-based covalent organic framework featuring desymmetrized topology. Angew. Chem. Int. Ed. 59, 4354–4359 (2020). https://doi.org/10.1002/anie.201915569
  100. Q. Guan, D.D. Fu, Y.A. Li, X.M. Kong, Z.Y. Wei et al., BODIPY-decorated nanoscale covalent organic frameworks for photodynamic therapy. iScience 14, 180–198 (2019). https://doi.org/10.1016/j.isci.2019.03.028
  101. C. Hu, L. Cai, S. Liu, M. Pang, Integration of a highly monodisperse covalent organic framework photosensitizer with cation exchange synthesized Ag2Se nanoparticles for enhanced phototherapy. Chem. Commun. 55, 9164–9167 (2019). https://doi.org/10.1039/c9cc04668b
  102. X. Li, J.F. Lovell, J. Yoon, X. Chen, Clinical development and potential of photothermal and photodynamic therapies for cancer. Nat. Rev. Clin. Oncol. 17, 657–674 (2020). https://doi.org/10.1038/s41571-020-0410-2
  103. Q. Guan, L.L. Zhou, Y.A. Li, W.Y. Li, S. Wang et al., Nanoscale covalent organic framework for combinatorial antitumor photodynamic and photothermal therapy. ACS Nano 13, 13304–13316 (2019). https://doi.org/10.1021/acsnano.9b06467
  104. D. Wang, Z. Zhang, L. Lin, F. Liu, Y. Wang et al., Porphyrin-based covalent organic framework nanoparticles for photoacoustic imaging-guided photodynamic and photothermal combination cancer therapy. Biomaterials 223, 119459 (2019). https://doi.org/10.1016/j.biomaterials.2019.119459
  105. P. Bhanja, S. Mishra, K. Manna, A. Mallick, K. Das Saha et al., Covalent organic framework material bearing phloroglucinol building units as a potent anticancer agent. ACS Appl. Mater. Interf. 9, 31411–31423 (2017). https://doi.org/10.1021/acsami.7b07343
  106. X. Yan, Y. Song, J. Liu, N. Zhou, C. Zhang et al., Two-dimensional porphyrin-based covalent organic framework: A novel platform for sensitive epidermal growth factor receptor and living cancer cell detection. Biosens. Bioelectron. 126, 734–742 (2019). https://doi.org/10.1016/j.bios.2018.11.047
  107. P. Sun, J. Hai, S. Sun, S. Lu, S. Liu et al., Aqueous stable Pd nanoparticles/covalent organic framework nanocomposite: an efficient nanoenzyme for colorimetric detection and multicolor imaging of cancer cells. Nanoscale 12, 825–831 (2020). https://doi.org/10.1039/c9nr08486j
  108. Y. Liu, Y. Zhang, X. Li, X. Gao, X. Niu et al., Fluorescence-enhanced covalent organic framework nanosystem for tumor imaging and photothermal therapy. Nanoscale 11, 10429–10438 (2019). https://doi.org/10.1039/c9nr02140j
  109. J.Y. Zeng, X.S. Wang, B.R. Xie, M.J. Li, X.Z. Zhang, Covalent organic framework for improving near-infrared light induced fluorescence imaging through two-photon induction. Angew. Chem. Int. Ed. 59, 10087–10094 (2020). https://doi.org/10.1002/anie.201912594
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