Backbone-hydrazone-containing biodegradable copolymeric micelles for anticancer drug delivery

Xu, Jing; Luan, Shujuan; Qin, Benkai; Wang, Yingying; Wang, Kai; Qi, Peilan; Song, Shiyong

doi:10.1007/s11051-016-3626-4

Cited by 8 publications

(5 citation statements)

References 40 publications

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“…The sizes were measured on DLS after 24 h incubation at 37°C with shaking. CMC was determined using pyrene as a fluorescence probe (Xu et al, 2016 ).…”

Section: Methodsmentioning

confidence: 99%

Hydrazone-Containing Triblock Copolymeric Micelles for pH-Controlled Drug Delivery

Liu

et al. 2018

Front. Pharmacol.

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In this study, the structure–activity relationship of amphiphilic block copolymer micelles as nanosized drug delivery system was revealed. Firstly, a biodegradable triblock polymers PEG-DiHyd-PLA containing hydrazone bond was synthesized through the ring-opening polymerization. In this method, PEG-DiHyd-Phenol was used as the initiator and L-lactide as the monomer. Then, the polymeric micelles were formed and used as nano-drug carriers with pH sensitivity. The structure and composition of the polymer were characterized by infrared (IR), nuclear magnetic resonance (1H-NMR), and gel permeation chromatography (GPC), we characterized the self-assembling process of the triblock polymers and the pH sensitivity of the micelles by the means of transmission electron microscopy (TEM), dynamic light scattering method (DLS). Doxorubicin (DOX) acts as the model drug, and we researched the capacities of drug loading and release in vitro of the micelles. MTT experiments showed that the blank micelles of PEG-DiHyd-PLA were not cytotoxic to tumor cells (HepG-2, MCF-7) and normal cell (L-02 cells), but the DOX loaded ones displayed more toxicity than the ones without hydrazone, which was consistent to the further confocal laser scanning microscopy and flow cytometry study.

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“…The sizes were measured on DLS after 24 h incubation at 37°C with shaking. CMC was determined using pyrene as a fluorescence probe (Xu et al, 2016 ).…”

Section: Methodsmentioning

confidence: 99%

Hydrazone-Containing Triblock Copolymeric Micelles for pH-Controlled Drug Delivery

Liu

et al. 2018

Front. Pharmacol.

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“…The polymer was loaded with 2.4-3.5% of two drugs namely Doxorubicin (DOX) and paclitaxel (PTX). These polymers exhibited pH sensitivity by the cleave-dissociate-release process and have applications in drug delivery [123]. Petrova et al prepared a novel triblock co-polymer.…”

Section: Functionalized Polymers From Ropmentioning

confidence: 99%

Recent Advances in Biodegradable Polymers

Dhamaniya¹,

Gupta²,

Kakatkar³

2018

J. Res. Updates Polym. Sci.

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Biodegradable polymers are important as an alternative to conventional non-degradable polymers for sustainable eco-system. The recent trends indicate that the new developments in biodegradable polymers focus on novel polymer systems that can cater the need of biomedical and packaging applications in-terms of performance and economics. The new interest is rapidly moving toward reducing carbon footprint through utilization of carbon dioxide and developing new methods of manufacturing such as 3D printing for specific purposes. This review focus on the present state-of-art and recent developments in biodegradable polymers covering their sources, synthetic methodologies, salient properties, degradation patterns, polymer blends and nanocomposites. As well as biodegradable polymers as a 3D printing material and the use of carbon dioxide as a renewable raw material for biomedical and packaging applications.

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“…Such stimulus may be the enzymatic removal of protecting groups [ 16 ], light [ 17 ], temperature [ 18 ], redox gradient [ 19 ], or change of pH [ 20 ]. The degradation through stimuli-responsive involving the cleavage of labile linkages in response to external stimuli has been widely studied as a promising platform for the enhanced/controlled release of encapsulated molecules [ 21 , 22 ]. To address this issue, the ability of such a system to generate a nanoparticle release of cargo at selective pH in response to the acidic tumor environment intracellularly triggered by endo/lysosomes has been extensively studied.…”

Section: Introductionmentioning

confidence: 99%

Development of an Acid-Labile Ketal Linked Amphiphilic Block Copolymer Nanoparticles for pH-Triggered Release of Paclitaxel

Petrova

Jäger

et al. 2021

Polymers

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Here, we report on the construction of biodegradable poly(ethylene oxide monomethyl ether) (MPEO)-b-poly(ε-caprolactone) (PCL) nanoparticles (NPs) having acid-labile (acyclic ketal group) linkage at the block junction. In the presence of acidic pH, the nanoassemblies were destabilized as a consequence of cleaving this linkage. The amphiphilic MPEO-b-PCL diblock copolymer self-assembled in PBS solution into regular spherical NPs. The structure of self-assemble and disassemble NPs were characterized in detail by dynamic (DLS), static (SLS) light scattering, small-angle X-ray scattering (SAXS), and transmission electron microscopy (TEM). The key of the obtained NPs is using them in a paclitaxel (PTX) delivery system and study their in vitro cytostatic activity in a cancer cell model. The acid-labile ketal linker enabled the disassembly of the NPs in a buffer simulating an acidic environment in endosomal (pH ~5.0 to ~6.0) and lysosomal (pH ~4.0 to ~5.0) cell compartments resulting in the release of paclitaxel (PTX) and formation of neutral degradation products. The in vitro cytotoxicity studies showed that the activity of the drug-loaded NPs was increased compared to the free PTX. The ability of the NPs to release the drug at the endosomal pH with concomitant high cytotoxicity makes them suitable candidates as a drug delivery system for cancer therapy.

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Backbone-hydrazone-containing biodegradable copolymeric micelles for anticancer drug delivery

Cited by 8 publications

References 40 publications

Hydrazone-Containing Triblock Copolymeric Micelles for pH-Controlled Drug Delivery

Hydrazone-Containing Triblock Copolymeric Micelles for pH-Controlled Drug Delivery

Recent Advances in Biodegradable Polymers

Development of an Acid-Labile Ketal Linked Amphiphilic Block Copolymer Nanoparticles for pH-Triggered Release of Paclitaxel

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