pH-Responsive Amphiphilic Carboxylate Polymers: Design and Potential for Endosomal Escape

Wang, Shiqi

doi:10.3389/fchem.2021.645297

Cited by 21 publications

(18 citation statements)

References 86 publications

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“…Up to now, several approaches have been developed to facilitate the lysosome escape of nanomaterials. 12,13 For example, by exerting the negative charge state of the lysosomal membrane, some positively charged materials have been used as drug carriers and achieve lysosome escape by destabilizing the lysosomal membrane through electrostatic interactions. 14−16 Another approach involves the materials with exceptionally abundant basic groups, such as poly(ethylene imine) (PEI).…”

Section: ■ Introductionmentioning

confidence: 99%

“…Up to now, several approaches have been developed to facilitate the lysosome escape of nanomaterials. , For example, by exerting the negative charge state of the lysosomal membrane, some positively charged materials have been used as drug carriers and achieve lysosome escape by destabilizing the lysosomal membrane through electrostatic interactions. − Another approach involves the materials with exceptionally abundant basic groups, such as poly(ethylene imine) (PEI). They are used to rupture lysosomes via the so-called “proton sponge effect”. − Moreover, membrane fusion is also an operational way for lysosome escape, which can be accomplished by using cationic liposomes or fusogenic peptides.…”

Section: Introductionmentioning

confidence: 99%

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Phenylboronic Acid Modification Augments the Lysosome Escape and Antitumor Efficacy of a Cylindrical Polymer Brush-Based Prodrug

et al. 2021

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Timely lysosome escape is of paramount importance for endocytosed nanomedicines to avoid premature degradation under the acidic and hydrolytic conditions in lysosomes. Herein, we report an exciting finding that phenylboronic acid (PBA) modification can greatly facilitate the lysosome escape of cylindrical polymer brushes (CPBs). On the basis of our experimental results, we speculate that the mechanism is associated with the specific interactions of the PBA groups with lysosomal membrane proteins and hot shock proteins. The featured advantage of the PBA modification over the known lysosome escape strategies is that it does not cause significant adverse effects on the properties of the CPBs; on the contrary, it enhances remarkably their tumor accumulation and penetration. Furthermore, doxorubicin was conjugated to the PBA-modified CPBs with a drug loading content larger than 20%. This CPBs-based prodrug could eradicate the tumors established in mice by multiple intravenous administrations. This work provides a novel strategy for facilitating the lysosome escape of nanomaterials and demonstrates that PBA modification is an effective way to improve the overall properties of nanomedicines including the tumor therapeutic efficacy.

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Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Phenylboronic Acid Modification Augments the Lysosome Escape and Antitumor Efficacy of a Cylindrical Polymer Brush-Based Prodrug

et al. 2021

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“…Control of drug release is particularly significant because non-covalent drug loading to nanosystems results often in relatively fast drug release. Furthermore, covalent links allow generation of site-specific drug release in retina [10] or even in sub-cellular compartments [87].…”

Section: Discussionmentioning

confidence: 99%

Pharmacokinetics of Pullulan–Dexamethasone Conjugates in Retinal Drug Delivery

et al. 2021

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The treatment of retinal diseases by intravitreal injections requires frequent administration unless drug delivery systems with long retention and controlled release are used. In this work, we focused on pullulan (≈67 kDa) conjugates of dexamethasone as therapeutic systems for intravitreal administration. The pullulan–dexamethasone conjugates self-assemble into negatively charged nanoparticles (average size 326 ± 29 nm). Intravitreal injections of pullulan and pullulan–dexamethasone were safe in mouse, rat and rabbit eyes. Fluorescently labeled pullulan particles showed prolonged retention in the vitreous and they were almost completely eliminated via aqueous humor outflow. Pullulan conjugates also distributed to the retina via Müller glial cells when tested in ex vivo retina explants and in vivo. Pharmacokinetic simulations showed that pullulan–dexamethasone conjugates may release free and active dexamethasone in the vitreous humor for over 16 days, even though a large fraction of dexamethasone may be eliminated from the eye as bound pullulan–dexamethasone. We conclude that pullulan based drug conjugates are promising intravitreal drug delivery systems as they may reduce injection frequency and deliver drugs into the retinal cells.

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“… 21 − 23 Meanwhile, other fields have initially shown the broad application prospects of this polymer. 24 − 26 …”

Section: Introductionmentioning

confidence: 99%

Synthesis and Phase Behavior of a Linear Amphiphilic Multiblock Copolymer

Chen

Liu

2022

ACS Omega

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Linear amphiphilic multiblock copolymer PPMPEs, obtained through a stepwise method, and linear amphiphilic random copolymer PPMPEs-1, obtained through a one-pot method, were synthesized using poly(propylene glycol) diglycidyl ether (PPGDGE), poly(ethylene glycol) diglycidyl ether (PEGDGE), and monoethanolamine (MEA) as the main raw materials. The structures of PPMPEs and PPMPEs-1 were characterized by FT-IR, 1 H NMR, and gel permeation chromatography, which proved that the copolymers were synthesized with different components. Transmittance of the copolymer was tested by UV–vis. By changing the ratio of PEGDGE content and the concentration of the copolymer aqueous solution, the phase behaviors of PPMPEs and PPMPEs-1 were compared and studied in depth. It mainly highlighted the advantages of the stepwise method compared to the one-pot method. The transmittance of the polymer solutions could be improved by lowering the pH value in the acidic solution or increasing the pH value in the alkaline solution. Moreover, as the reaction degree of the PPMPEs hydrophobic chain segment increased, the transmittance decreased.

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pH-Responsive Amphiphilic Carboxylate Polymers: Design and Potential for Endosomal Escape

Cited by 21 publications

References 86 publications

Phenylboronic Acid Modification Augments the Lysosome Escape and Antitumor Efficacy of a Cylindrical Polymer Brush-Based Prodrug

Phenylboronic Acid Modification Augments the Lysosome Escape and Antitumor Efficacy of a Cylindrical Polymer Brush-Based Prodrug

Pharmacokinetics of Pullulan–Dexamethasone Conjugates in Retinal Drug Delivery

Synthesis and Phase Behavior of a Linear Amphiphilic Multiblock Copolymer

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