Polyzwitterionic copolymer nanoparticles loaded in situ with metoprolol tartrate: synthesis, morphology and drug release properties

Kostova, Bistra; Kamenska, Elena; Rachev, Dimitar; Simeonova, Silviya; Georgiev, Georgi V.; Balashev, Konstantin

doi:10.1007/s10965-012-0060-x

Cited by 8 publications

(5 citation statements)

References 26 publications

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“…22 Zwitterionic copolymers of vinyl acetate (VA)-3-dimethyl (methacryloyloxyethyl) ammonium propane sulfonate (DMAPS) were used to prepare nanoparticles for drug delivery applications. 23 These findings suggest that zwitterionic copolymers should exhibit non-toxicity or low toxicity to animals and humans. Copolymerization with zwitteironic monomer provides a facile route to improve the functionalities and biological properties of polymers for biocompatible applications.…”

Section: Introductionmentioning

confidence: 98%

Synthesis of zwitterionic acrylamide copolymers for biocompatible applications

Ren

Mei

Chen

et al. 2017

Journal of Bioactive and Compatible Polymers

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In order to prepare acrylamide copolymers with non-toxicity for environment-friendly materials, a series of zwitterionic acrylamide copolymers with varying acrylamide content were synthesized with DMAPS (3-dimethyl (methacryloyloxyethyl) ammonium propane sulfonate) and acrylamide via free radical polymerization. The structural properties and cytotoxicity are carefully investigated. The results demonstrate that DMAPS-co-acrylamide copolymers contain DMAPS and acrylamide segments that form a matrix consisting of strong electrostatic interactions as well as strong hydrogen bonding. DMAPS segments exhibit negligible influence on the glass phase transition behavior, yet affect the composite's water-contact angle. The optimum hydrophilic properties are obtained by adjusting the acrylamide content to 50 wt%. All DMAPS-co-acrylamide copolymers are measured to be non-toxic. The DMAPS segments allow for suitable contribution to the biocompatibility of the synthesized copolymer, in which copolymers containing higher DMAPS content demonstrate better biocompatibility.

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Section: Introductionmentioning

confidence: 98%

Synthesis of zwitterionic acrylamide copolymers for biocompatible applications

Ren

Mei

Chen

et al. 2017

Journal of Bioactive and Compatible Polymers

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“…A very tightly bound hydration layer around each zwitterionic group has been proposed to be the reason for the material’s exceptional nonspecific protein absorbance and hemocompatibility, which has been applied in antibiofouling surfaces, − e.g. for medicinal purposes, − in separation science, , as well as for gene and drug , delivery. Moreover, sulfobetaine-based zwitterionic conjugated polyelectrolytes have been shown to improve the performance of optoelectronic devices. , A further intriguing aspect of these materials is that certain polysulfobetaines, predominantly the methacroyloxyethyl dimethylammonio propanesulfonate − and methacrylamidopropyl dimethylammonio propanesulfonate derivatives, have been shown to display an upper critical solution temperature (UCST) in watera phenomenon known only for very few types of water-soluble (co)polymers. , Because of strong intra- and interpolymer attractions (in polybetaines: electrostatic interactions), these hydrophilic polymers are insoluble in water below a critical solution temperature but become soluble when the temperature-weighed entropy of mixing (which favors a single phase) outbalances these enthalpic attractions.…”

Section: Introductionmentioning

confidence: 99%

“…Several of the corresponding homopolymers, including several propanesulfonate derivatives, were found to be soluble only in (hot) water. Direct copolymerization of sulfobetaine monomers with hydrophobic comonomers has only been described for very few systems: free radical polymerization with ethyl acrylate in ethanol (found to precipitate most copolymers), − or with vinyl acetate in an aqueous emulsion polymerization, , and with n -butyl acrylate. − The copolymerization behavior of latter system, sulfobetaine monomer– n -butyl acrylate, has been investigated by several research groups in ethanol (becomes heterogeneous), trifluoroethanol, and acetonitrile–water 96:4 . Strehmel et al , found that using ionic liquids as solvents significantly improved the copolymerization behavior of this system, though isolation of pure zwitterionic homopolymers from the ionic liquid was not possible .…”

Section: Introductionmentioning

confidence: 99%

Hydrophobically Modified Sulfobetaine Copolymers with Tunable Aqueous UCST through Postpolymerization Modification of Poly(pentafluorophenyl acrylate)

et al. 2014

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Polysulfobetaines, polymers carrying highly\ud polar zwitterionic side chains, present a promising research\ud field by virtue of their antifouling properties, hemocompatibility,\ud and stimulus-responsive behavior. However, limited\ud synthetic approaches exist to produce sulfobetaine copolymers\ud comprising hydrophobic components. Postpolymerization\ud modification of an activated ester precursor, poly-\ud (pentafluorophenyl acrylate), employing a zwitterionic\ud amine, 3-((3-aminopropyl)dimethylammonio)propane-1-sulfonate,\ud ADPS, is presented as a novel, one-step synthetic\ud concept toward sulfobetaine (co)polymers. Modifications were\ud performed in homogeneous solution using propylene carbonate\ud as solvent with mixtures of ADPS and pentylamine,\ud benzylamine, and dodecylamine producing a series of well-defined statistical acrylamido sulfobetaine copolymers containing\ud hydrophobic pentyl, benzyl, or dodecylacrylamide comonomers with well-controllable molar composition as evidenced by NMR\ud and FT-IR spectroscopy and size exclusion chromatography. This synthetic strategy was exploited to investigate, for the first\ud time, the influence of hydrophobic modification on the upper critical solution temperature (UCST) of sulfobetaine copolymers\ud in aqueous solution. Surprisingly, incorporation of pentyl groups was found to increase solubility over a wide composition range,\ud whereas benzyl groups decreased solubilityan effect attributed to different entropic and enthalpic contributions of both\ud functional groups. While UCST transitions of polysulfobetaines are typically limited to higher molar mass samples, incorporation\ud of 0−65 mol % of benzyl groups into copolymers with molar masses of 25.5−34.5 kg/mol enabled sharp, reversible transitions\ud from 6 to 82 °C in solutions containing up to 76 mM NaCl, as observed by optical transmittance and dynamic light scattering.\ud Both synthesis and systematic UCST increase of sulfobetaine copolymers presented here are expected to expand the scope and\ud applicability of these smart material

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“…Our previous studies (12) were directed toward synthesis of p(VA-co-DMAPS) nanoparticles of different compositions by EEC in situ loaded with drugs having different water solubility. As a model water-soluble drug Metoprolol tartrate (MT) was chosen.…”

Section: Introductionmentioning

confidence: 99%

Design and Concept of Polyzwitterionic Copolymer Microgel Drug Delivery Systems In Situ Loaded with Non-steroidal Anti-inflammatory Ibuprofen

Kostova

Kamenska²,

Georgieva

et al. 2016

AAPS PharmSciTech

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Nowadays, the modern pharmaceutical investigations are directed toward obtaining of new polymer micro-and nano-sized drug delivery carriers. In this respect, the use of hydrogel carriers based on polyzwitterions (PZIs) is an opportunity in the preparation of polymer drug delivery systems with desired characteristics. This paper describes the synthesis and characterization of micro-structured p(VA-coDMAPS) systems with different compositions in situ loaded with Ibuprofen by emulsifier-free emulsion copolymerization (EEC) in water. The mean size of the prepared microparticles was measured by SEM and particles have been visualized by AFM. The inclusion of Ibuprofen in the polyzwitterionic copolymer microgel systems was established by using DSC. In vitro drug release experiments were carried out in order to estimate the ability of the obtained microgels to modify the release of water-insoluble Ibuprofen.

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Polyzwitterionic copolymer nanoparticles loaded in situ with metoprolol tartrate: synthesis, morphology and drug release properties

Cited by 8 publications

References 26 publications

Synthesis of zwitterionic acrylamide copolymers for biocompatible applications

Synthesis of zwitterionic acrylamide copolymers for biocompatible applications

Hydrophobically Modified Sulfobetaine Copolymers with Tunable Aqueous UCST through Postpolymerization Modification of Poly(pentafluorophenyl acrylate)

Design and Concept of Polyzwitterionic Copolymer Microgel Drug Delivery Systems In Situ Loaded with Non-steroidal Anti-inflammatory Ibuprofen

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