Facile Synthesis of a Cubic Porphyrin-Based Covalent Organic Framework for Combined Breast Cancer Therapy

Liu, Sainan; Liu, Zhendong; Meng, Qi; Chen, Changxiao; Pang, Maolin

doi:10.1021/acsami.1c16366

Cited by 40 publications

(35 citation statements)

References 45 publications

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“…Diminished generation abilities were also observed in the same experiments using HHTP and TFPN (Figure S12). Therefore, the exceptional 1 O 2 generation ability originates from the novel crystalline framework of COF-316 m , coupled with US, which is comparable to porphyrin-based MOF and COF sonosensitizers. , To verify the structural maintenance of COF-316 m after US irradiation, PXRD and IR data were collected (Figure S13). There were no significant differences between before and after US irradiation.…”

Section: Resultsmentioning

confidence: 99%

“…Despite these advantages and potentials, COFs have not yet been reported to generate both types of ROS under US irradiation except only a minority of porphyrin-based COFs. 32 Furthermore, COFs have not been exemplified to activate PMS without metal ions or auxiliary supports. To the best of our knowledge, there are no examples of porous materials that can act simultaneously as sonosensitizers and PMS activators.…”

Section: •−mentioning

confidence: 99%

“…Moreover, their large surface areas can contain large amounts of O 2 gas and can deliver O 2 to oxygen-poor microenvironments, supporting ROS generation even under hypoxic conditions such as solid tumor cell microenvironments. , In particular, the COF is an excellent platform because it is suitable for analyzing fundamental ROS mechanisms based on crystalline systems. Despite these advantages and potentials, COFs have not yet been reported to generate both types of ROS under US irradiation except only a minority of porphyrin-based COFs . Furthermore, COFs have not been exemplified to activate PMS without metal ions or auxiliary supports.…”

Section: Introductionmentioning

confidence: 99%

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Promoted Type I and II ROS Generation by a Covalent Organic Framework through Sonosensitization and PMS Activation

et al. 2022

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Reactive oxygen species (ROS) are one of the most useful chemicals in photo-therapeutic and catalytic applications. In order to effectively generate ROS, the role of light-absorbing photosensitizers or activators for pre-ROS sources like peroxymonosulfate (PMS) is significantly essential. Although metal-based ROS-generating materials have been widely utilized due to the affordable heavy atom effect or viable catalytic sites, the potential toxicity of leached metal ions can be sometimes an undesirable hazard to humans and ecosystems. Herein, we prepare a covalent organic framework (COF) that generates both type I and II ROS upon ultrasound irradiation. In addition, the COF effectively generated ROS through PMS activation even without light sources or catalytic metal sites. We also observed synergistic ROS generation by sonosensitization and PMS activation by the COF. This work is a demonstration of the COF material functioning as both a sonosensitizer and a PMS activator.

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Section: Resultsmentioning

confidence: 99%

Section: •−mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Promoted Type I and II ROS Generation by a Covalent Organic Framework through Sonosensitization and PMS Activation

et al. 2022

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“…21,22 The absorption region can be extended to near-IR through modification of the porphyrin ligand and tailoring of the structure. 23,24 In this context, metalloporphyrinphosphonate MOFs or CPs are promising candidates because they show not only a broad absorption region but also high water and thermal stability. Recently, we found that the absorption bands of a highly stable 3D Zr-MOF based on 5,10,15,20tetrakis(p-phenylphosphonic acid)-porphyrin (H 10 TPPP) approached ca.…”

Section: ■ Introductionmentioning

confidence: 99%

Metalloporphyrinyl-Phosphonates with Serrated Chain Structures: Exfoliation and NIR Photothermal Effect

Qin

Zheng

Bao

et al. 2023

ACS Appl. Electron. Mater.

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Near-infrared (NIR) photothermal materials have received significant attention due to their potential applications in photothermal therapy, diagnosis, and imaging. In this work, we constructed three mixed-ligand metal phosphonates, namely, Co(Ni–H6TPPP)(phen)(H2O)2 (CoNi), Ni(Ni–H6TPPP)(phen)(H2O)2 (NiNi), and Co(Co–H6TPPP)(phen)(H2O)2 (CoCo), where H10TPPP is 5,10,15,20-tetrakis(p-phenylphosphonic acid)-porphyrin and phen is 1,10-phenanthroline. These compounds are isostructural showing 1D serrated chain structures in which the porphyrin rings are stacked between the chains with π–π interactions. All displayed a broad absorption from the UV–vis to NIR (ca. 1500 nm) regions in the solid state. Interestingly, the chains in these compounds can be chemically exfoliated in water by adjusting the pH, forming interwoven nanostrands/nanosheets with thicknesses of one to several chains. The photothermal effect was observed for CoNi, NiNi, and CoCo in the solid state and in HEPES solution (pH = 7.4) upon 808 nm laser irradiation, among which CoCo showed the highest photothermal conversion efficiency. The important role of the cobalt(II) ion in the porphyrin ring and phenylphosphonic unit in extending π-electron delocalization and enhancing the absorption in the NIR region in CoCo is revealed by theoretical calculations.

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“…COF is composed of C, H, O, and N light elements, avoiding the potential heavy metal risk brought by metal elements. [3] The large and regular structure also facilitates the diffusion of reactive oxygen species (ROS) from the interior to the surface of the COF. Imine-bridged COFs are generally responsive to acidic conditions and are potential biodegradable carriers in the tumor microenvironment.…”

Section: Introductionmentioning

confidence: 99%

Porphyrin‐Based Covalent Organic Framework for Imaging‐Guided Cancer Combinatorial Immuno‐Sonodynamic Therapy

Bai

Jiang

et al. 2022

Adv Funct Materials

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The rational design of tumor microenvironment (TME)‐activated nanomedicine is driving a new direction in tumor immunology. Furthermore, the novel therapeutic mode of ultrasound‐triggered sonodynamic therapy (SDT) has been proven to specifically activate the immune response. Herein, a well‐defined covalent organic framework (COF) with sonosensitive properties is synthesized through experimental and theoretical verification, followed by the efficient loading of the toll‐like receptor agonist (Poly(I:C)) and in situ growth of paramagnetic transitional metallic oxide of manganese bioxide (MnO2). The MnO2‐Poly(I:C)@COF shell can reverse the reductive TME by consuming glutathione (GSH) to release Mn2+, simultaneously generating marked magnetic resonance imaging signals for real‐time guidance. Importantly, the MnO2 acts as an enzyme‐like nano‐catalyst to promote TME‐overexpressed hydrogen peroxide (H2O2) and produce oxygen, facilitating SDT‐induced reactive oxygen species production, and inducing immunogenic cell death, thereby boosting immune engine and triggering abundant neoantigen exposure. With the powerful assistance of immunological agents Mn2+ and Poly(I:C), the triggered immune engine is amplified by refueling the engine (stepping on the accelerator) to reduce the immunosuppressive state. Overall, this study improves the synthesis of multifunctional COF and expands its application. The developed nano‐sonosensitizer system provides a paradigm to enhance SDT‐based high‐performance multifunctional sonosensitizers, and this SDT‐mediated strong tumor‐suppressive efficiency and activated immune effect represent a promising combinatorial therapeutic strategy for cancer therapy.

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Facile Synthesis of a Cubic Porphyrin-Based Covalent Organic Framework for Combined Breast Cancer Therapy

Cited by 40 publications

References 45 publications

Promoted Type I and II ROS Generation by a Covalent Organic Framework through Sonosensitization and PMS Activation

Promoted Type I and II ROS Generation by a Covalent Organic Framework through Sonosensitization and PMS Activation

Metalloporphyrinyl-Phosphonates with Serrated Chain Structures: Exfoliation and NIR Photothermal Effect

Porphyrin‐Based Covalent Organic Framework for Imaging‐Guided Cancer Combinatorial Immuno‐Sonodynamic Therapy

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