Chemodynamic Therapy: Tumour Microenvironment‐Mediated Fenton and Fenton‐like Reactions

Tang, Zhongmin; Liu, Yanyan; He, Mingyuan; Bu, Wenbo

doi:10.1002/ange.201805664

Cited by 242 publications

(192 citation statements)

References 71 publications

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“…H 2 O 2 is one of the overexpresses in tumor microenvironment; at the same time, the concentration of Cu(II) ions in cancer cells is 2–3 times higher than that within normal cells. [ 27–30 ] This provides the reactants an advantage for constructing a Cu‐complexed Fenton‐like site at the nanomicelles of HBP(OEG‐IB)‐HQ. Figure 2c showed the H 2 O 2 ‐induced oxidation of iminoboronates with the polymeric structure in aqueous.…”

Section: Resultsmentioning

confidence: 99%

“…Cancer tissues are usually featured with mild acidic conditions and high ROS levels due to the fast metabolism‐induced overproduction of metabolic products. [ 17–29 ] In addition, the concentration of Cu(II) ions in cancer cells is 2–3 times higher than that within normal cells (0.98 µg mL −1 ), while the concentrations of Zn(II), Fe(III), and Se(II) are significantly lower in cancer tissues. [ 30 ] It should be noted that a Fenton‐like reaction may occur for the polyphenols and Cu(II) complexed system to quickly generate a variety of reactive oxygen species.…”

Section: Introductionmentioning

confidence: 99%

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Iminoboronate Backbone‐Based Hyperbranched Polymeric Micelles with Fenton‐Like Enhanced ROS Response

Zhang

Guo

Liu

et al. 2020

Macro Chemistry & Physics

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is widespread in tumor cells, even clinical studies revealed that the concentration of H 2 O 2 in cancerous tissues is many times higher (ranging from 100 × 10 −6 to 1 × 10 −3 m) compared to that in normal tissues (35 × 10 −6 m). [15,16] The differentiated ROS level in different regions inspires the development of ROS-responsive micelles for targeted drug delivery. [17][18][19] Motifs such as thioether, thioketal, ferrocene, tellurium, selenium, and boronic ester are introduced to the structures of the polymers to endow the self-assembled micelles with ROS-responsiveness. [20][21][22][23][24] However, current designs always allow the micelles to exhibit responsive drug delivery at relatively high concentrations of ROS, which is the main obstacle to limit their further uses. Therefore, it is highly pressing to improve the sensitivity of the ROS-responsive polymeric nanocarriers.Zhu and co-workers reported a cinnamaldehyde-encapsulated nanomicellar system based on H 2 O 2 -responsive hyperbranched polyglycerols with thioether-linked anticancer drug of 7-ethyl-10-hydroxy-camptothecin (SN38). [25] The in vitro study proposed that the preferentially released cinnamaldehyde (CA) could effectively induce intracellular ROS generation and accelerate the micellar degradation to release SN38 for an enhanced cancer therapy. Ge and co-workers fabricated a novel ROS-responsive polyprodrug polymersome loaded with ultrasmall iron oxide nanoparticles and glucose oxidase. The tumor acidity-activable Fenton reaction can efficiently produce ·OH to trigger camptothecin (CPT) release for high-efficient cooperative cancer therapy. [26] Such strategies involve locally catalyzingtriggered chemical reactions to generate abundant and special products only inside tumor tissues and therefore provide a highly efficient tumor-specific theranostic effects. Cancer tissues are usually featured with mild acidic conditions and high ROS levels due to the fast metabolism-induced overproduction of metabolic products. [17][18][19][20][21][22][23][24][25][26][27][28][29] In addition, the concentration of Cu(II) ions in cancer cells is 2-3 times higher than that within normal cells (0.98 µg mL −1 ), while the concentrations of Zn(II), Fe(III), and Se(II) are significantly lower in cancer tissues. [30] It should be noted that a Fenton-like reaction may occur for the polyphenols and Cu(II) complexed system to quickly generate a variety of reactive oxygen species. [31] Therefore, cancer tissues are more subject to electron transfer between Cu(II) ions and polyphenols to generate ROS. Such Cu-complexed Fenton-like reaction can also effectively induce the tumor-specific therapy Compared to normal cells, there is a relatively high level of reactive oxygen species (ROS) in tumor cells caused by defecting ROS scavenging systems. To this issue, developing ROS-responsive nanocarriers has been a promising way to cancer therapy. However, it is always difficult for a certain ROSresponsive nanocarrier to be perfectly triggered due to the complexity of cancerous tissue...

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Iminoboronate Backbone‐Based Hyperbranched Polymeric Micelles with Fenton‐Like Enhanced ROS Response

Zhang

Guo

Liu

et al. 2020

Macro Chemistry & Physics

View full text Add to dashboard Cite

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“…The CÀCb ond formationb etween the two parts occurred through an SN Ar pathway,a sw er eported previously for related nucleophiles. [24,25] Twoe quivalents of the potassium malonate reagent werer equired in this case because the second equivalent served as ab ase to trap the acidic proton on the central malonate carbon atom in the intermediate after the SN Ar reaction. The zwitterionic formulation of 3 was inferred from its 1 H and 13 CNMR spectra at 298 K, in which the signals for the imidazolium N 2 CH moiety were detected at d H = 9.06 ppm and d C = 129.1 ppm, respectively,a nd the centrals p 2 -hybridized malonate carbon atom was identified at d C = 72.7 ppm.…”

Section: Resultsmentioning

confidence: 99%

N‐Heterocyclic Carbenes as Key Intermediates in the Synthesis of Fused, Mesoionic, Tricyclic Heterocycles

Benaissa

Pallova

Morantin

et al. 2019

Chemistry A European J

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Coupling between 5‐bromoimidazo[1,5‐a]pyridinium salts and malonate or arylacetate esters leads to a facile and straightforward access to the new mesoionic, fused, tricyclic system of imidazo[2,1,5‐cd]indolizinium‐3‐olate. Mechanistic studies show that the reaction pathway consists of nucleophilic aromatic substitution on the cationic, bicyclic heterocycle by an enolate‐type moiety and in the nucleophilic attack of a transient free N‐heterocyclic carbene (NHC) species on the ester group; the relative order of these two steps depends on the nature of the starting ester. This work highlights the valuable implementation of free NHC species as key intermediates in synthetic chemistry, beyond their classical use as stabilizing ligands or organocatalysts.

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“…The r 1 values at pH 5.4 and pH 7.4 were 1.19 L mmol À1 s À1 and 5.22 L mmol À1 s À1 respectively, with r 2 values at pH 5.4 and pH 7.4 of 15.97 L mmol À1 s À1 and 23.40 L mmol À1 s À1 , which supports MnP nanomaterials' sensitivity to low pH. Meanwhile, transition metal phosphide nanomaterials could be used for generating ROS via Fenton/Fenton-like reactions at a low pH and overproduced hydrogen peroxide (H 2 O 2 ) in the TME, which is called CDT 107,108. In addition, Zhang et al used Cu 3 P nanowires to monitor H 2 O 2 release from living cells.…”

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confidence: 83%

Phosphorus Science-Oriented Design and Synthesis of Multifunctional Nanomaterials for Biomedical Applications

Tang

Kong

Ouyang

et al. 2020

Matter

Self Cite

167

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Phosphorus plays an indispensable role in energy metabolism, acid-base balance, and genetic substances transfer. As nanotechnology advances, plenty of phosphorus-based nanomaterials have been developed and widely used in the fields of biology and medicine. The size and structure of phosphorus-based nanomaterials give them unique physicochemical, optical, and biological properties, greatly increasing the variety of nanomedicine. The excellent properties further promote the applications of phosphorus-based nanomaterials in drug nanocarriers, tumor theranostics, biosensors, and bone formation. In this review, we first introduce the phosphorus science to unify current phosphorus-based nanomaterials and discuss their synthesis methods. Furthermore, the representative nanoplatforms utilizing the corresponding properties are highlighted. Finally, research development, potential challenges, and perspectives for further improvement of phosphorus-based nanomaterials in biomedicines are presented.

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Chemodynamic Therapy: Tumour Microenvironment‐Mediated Fenton and Fenton‐like Reactions

Cited by 242 publications

References 71 publications

Iminoboronate Backbone‐Based Hyperbranched Polymeric Micelles with Fenton‐Like Enhanced ROS Response

Iminoboronate Backbone‐Based Hyperbranched Polymeric Micelles with Fenton‐Like Enhanced ROS Response

N‐Heterocyclic Carbenes as Key Intermediates in the Synthesis of Fused, Mesoionic, Tricyclic Heterocycles

Phosphorus Science-Oriented Design and Synthesis of Multifunctional Nanomaterials for Biomedical Applications

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