Fully glutathione degradable waterborne polyurethane nanocarriers: Preparation, redox-sensitivity, and triggered intracellular drug release

Omrani, Ismail; Babanejad, Niloofar; Shendi, Hasan Kashef; Nabid, Mohammad Reza

doi:10.1016/j.msec.2016.09.036

Cited by 29 publications

(11 citation statements)

References 32 publications

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“…Ral‐NPs was prepared using specific method in which bio‐based PU (21 mg) and Ral (3 mg) were dissolved in 3 mL DMF. The solution was put into a dialysis tube subjected to dialysis against 1000 mL distilled water and dialysis was continued for 24 h. Furthermore, the water was renewed every 2 h during the initial 12 h. The Ral‐NPs were obtained using lyophilization method . Subsequently, lyophilized Ral‐loaded NPs were dissolved in DMF and analyzed with UV–visible spectroscopy and compared to the calibration curve which was obtained with Ral/ DMF solutions with different Ral concentrations.…”

Section: Methodsmentioning

confidence: 99%

“…The cytotoxicity of Ral‐NPs was determined using MCF‐7 human breast cancer cells (MCF‐7/ADR). The maintenance of cells was performed according to previous studies . For the in‐vitro cytotoxicity study, MCF‐7 cells were plated in 96‐well plates at 2.5 × 10 3 cells per well in a medium cultured for 72 h to reach semi‐confluence.…”

Section: Methodsmentioning

confidence: 99%

“…The control cells were treated with blank nanoparticles (NPs‐PU). Furthermore, the cell viability was evaluated by the MTT assay in three independent triplicate experiments . In the determined time points (24 and 72 h) of incubation, each treatment was withdrawn and MTT solution (0.5 mg · mL −1 ) was added to each well following the incubation of plates at 37 °C for 3 h. The chromophore formazan crystals reveals the fact that the MTT has been reduced by the cells with metabolically active mitochondria.…”

Section: Methodsmentioning

confidence: 99%

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Preparation and evaluation of a novel sunflower oil‐based waterborne polyurethane nanoparticles for sustained delivery of hydrophobic drug

Omrani

Babanejad

Shendi

et al. 2017

Euro J Lipid Sci & Tech

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In the present study, a nanoparticulate system based on bio‐based waterborne polyurethane for the controlled delivery of raloxifene‐hydrochloride, as a model and drug with poor bioavailability, is described and considered to be an antiproliferative agent of mammary tissue. The main goal of this study was to investigate the effect of the encapsulation of raloxifene in bio‐based polyurethane, synthesized for the first time, as a polymer with anionic surface on the release profile as well as antiproliferative activity. Polyurethane was synthesized from bio‐based polyol, which was derived from sunflower oil. The structure of bio‐based polyurethane was characterized using 1HNMR, FT‐IR, and TGA. Drug release studies showed controlled release of raloxifene from anionic nanoparticles that was mainly driven by diffusion‐based mechanism. Degradation of nanoparticles during the release of Ral was investigated applying SEM and caused mainly through the hydrolysis of polyurethane. MCF‐7 cell viability studies demonstrated that, raloxifene loaded nanoparticles promote the antiproliferative activity after 72 h of treatment. The bio‐based polyurethane has potential as a useful carrier for controlled release of hydrophobic drugs. Practical applications: A novel carboxylic acid group containing polyol was prepared from sunflower oil and used in preparation of biodegradable waterborne polyurethane. The synthesized waterborne polyurethane was loaded by drug and its loading capacity was studied. Drug release studies showed controlled release of raloxifene from anionic nanoparticles that was mainly driven by diffusion‐based mechanism. Cell viability studies demonstrated that raloxifene loaded nanoparticles promote the antiproliferative activity. A novel carboxylic acid group containing polyol was prepared from sunflower oil and used in preparation of biodegradable waterborne polyurethane. The synthesized waterborne polyurethane was loaded by drug and its loading capacity was studied. Drug release studies showed controlled release of raloxifene from anionic nanoparticles that was mainly driven by diffusion‐based mechanism. Cell viability studies demonstrated that raloxifene loaded nanoparticles promote the antiproliferative activity.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Preparation and evaluation of a novel sunflower oil‐based waterborne polyurethane nanoparticles for sustained delivery of hydrophobic drug

Omrani

Babanejad

Shendi

et al. 2017

Euro J Lipid Sci & Tech

Self Cite

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“…Due to their excellent physical properties and good biocompatibility, they are widely used in clinical applications, ranging from medical devices such as catheters and pacemakers to drug-care hydrogel and nanoparticles [15,16]. Biodegradable PUs are usually prepared via polyaddition reaction from biodegradable polyesters diols and diisocyanates, such as L-lysine diisocyanates (LDI) [17]. PUs have the advantages of easy synthesis, easy modification, and easy introduction of target molecules and ligands, making them a promising carrier for the next generation of nanotherapeutic drugs [18].…”

Section: Introductionmentioning

confidence: 99%

Facile Preparation of Reduction-Responsive Micelles Based on Biodegradable Amphiphilic Polyurethane with Disulfide Bonds in the Backbone

Zhang

et al. 2019

Polymers

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In this paper, we synthesized a biodegradable amphiphilic polymer of polyurethane-polyethylene glycol with disulfide bonds in the main chain (PEG-PU(SS)-PEG). DLS and SEM showed that the polymer could self-assemble into micelles in aqueous solution and could be used to load the hydrophobic anticancer drug DOX. Intriguingly, drug release in vitro indicated that DOX-loaded PEG-PU(SS)-PEG micelles had good stability under the extracellular physiological environment, but the disulfide bonds broke rapidly and DOX was released quickly under the intracellular reducing conditions. CCK-8 assays showed that DOX-loaded PEG-PU(SS)-PEG micelles had a high in vitro antitumor activity in C6 cells, whereas blank PEG-PU(SS)-PEG micelles were nontoxic to C6 cells. It was also found that there was strong and persistent accumulation of DOX-loaded PEG-PU(SS)-PEG as compared with PEG-PU-PEG both by the cell internalization tests and the flow cytometry measurements. Hence, PEG-PU(SS)-PEG micelles will have a potential use for clinical treatment of cancer in the future.

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“…Aiming an improvement in biocompatibility and a reduction in toxicity, the development of waterborne polyurethane dispersions (WPU) and poly(urethaneurea)s (WPUU) systems completely free of organic solvents has been arousing great interest for biomedical applications, besides reasonable production cost (13)(14)(15). Recent advancements in polymer science have provided great opportunities to manufacture new WPU, developed for the controlled release of drugs, especially in the form of polyurethane nanoparticles (16,17), hydrogels (18), films (13) and biodegradable implants (19,20).…”

Section: Introductionmentioning

confidence: 99%

Waterborne poly(urethane-urea)s films as a sustained release system for ketoconazole

et al. 2019

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Ketoconazole (KTZ) was incorporated in waterborne poly(urethane-urea)s dispersions (WPUU), aiming at the production of films for drug sustained release. Dispersions based on poly(ethylene glycol-block-propylene glycol) (PEG-b-PPG) (four monomers with different contents of PEG hydrophilic segments), poly(propylene glycol), isophorone diisocyanate, dime-thylolpropionic acid and hydrazine were produced and characterized by apparent viscosity and average particle size (APS). Cast films-drug interaction was investigated by Fourier-Transform infrared spectrometry (FTIR). In vitro dissolution assays were performed in simulated gastrointestinal juices, followed by application of kinetic models. Stable pseudoplastic dispersions, with APS between 27 to 320 nm were obtained. FTIR from KTZ-loaded films indicated interactions between polymer and drug. In vitro release of KTZ was achieved above 80%, notably influenced by PEG-based segments content up to 2 h, followed by sustained release for 8 h. Higuchi’s and first-order equations described the drug kinetic profile, as diffusion of the drug and erosion of the swollen polymer, respectively.

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Fully glutathione degradable waterborne polyurethane nanocarriers: Preparation, redox-sensitivity, and triggered intracellular drug release

Cited by 29 publications

References 32 publications

Preparation and evaluation of a novel sunflower oil‐based waterborne polyurethane nanoparticles for sustained delivery of hydrophobic drug

Preparation and evaluation of a novel sunflower oil‐based waterborne polyurethane nanoparticles for sustained delivery of hydrophobic drug

Facile Preparation of Reduction-Responsive Micelles Based on Biodegradable Amphiphilic Polyurethane with Disulfide Bonds in the Backbone

Waterborne poly(urethane-urea)s films as a sustained release system for ketoconazole

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