Control drug release behavior by highly stable and pH sensitive poly(N-vinylpyrrolidone)-block-poly(4-vinylpyridine) copolymer micelles

Mishra, Avnish Kumar; Lim, Junsub; Lee, Jae Yong; Park, So Yeong; Seo, Yeseong; Hwang, Heedong; Kim, Jin Kon

doi:10.1016/j.polymer.2020.123329

Cited by 23 publications

(7 citation statements)

References 49 publications

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“…The polyelectrolyte usually includes amine groups as cationic moieties and -COOH as anionic moieties blocked with other polymers, such as hydrophilic or hydrophobic polymers, which have been further utilized in pH-responsive polymers using protonation and deprotonation mechanisms. The cationic polyelectrolytes with amine groups, including PEG-poly(β-amino esters)poly lactic acid (PLA), PEG-poly(2-(diisopropylamino) ethyl methacrylate), 1,2-distearoylsn-glycero-3-phosphoethanolamine-N-[methoxy(polyethylene glycol)] conjugated poly(βamino esters), PEG-poly(2-(diisopropylamino) ethyl methacrylate-co-dithiomaleimide), PEG-poly(2-(dibutylamino) ethyl methacrylate-co-dithiomaleimide), and poly(N-vinylpyrrolidone)-poly(4-vinylpyridine) [104][105][106][107][108], can protonate under acidic conditions showing hydrophilicity, while they can deprotonate under basic conditions, indicating hydrophobicity ( − NR 2 ↔ NR 3 + ). In contrast, anionic polyelectrolytes with -COOH, such as poly(Nisopropylacrylamide-co-acrylic acid), PCL-SS-poly(methacrylic acid), CTS-poly(methacrylic acid-co-N-isopropylacrylamide), poly(N-(4-methacrylamido)-N-(4,6-dimethylpyrimidin-2-yl)benzene-1-sulfonamide-co-N,N -dimethylacrylamide) [109][110][111][112], can deprotonate and protonate in the opposite manner.…”

Section: De/protonation-based Nanovehiclesmentioning

confidence: 99%

Recent Advances in pH- or/and Photo-Responsive Nanovehicles

et al. 2021

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The combination of nanotechnology and chemotherapy has resulted in more effective drug design via the development of nanomaterial-based drug delivery systems (DDSs) for tumor targeting. Stimulus-responsive DDSs in response to internal or external signals can offer precisely controlled delivery of preloaded therapeutics. Among the various DDSs, the photo-triggered system improves the efficacy and safety of treatment through spatiotemporal manipulation of light. Additionally, pH-induced delivery is one of the most widely studied strategies for targeting the acidic micro-environment of solid tumors. Accordingly, in this review, we discuss representative strategies for designing DDSs using light as an exogenous signal or pH as an endogenous trigger.

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Section: De/protonation-based Nanovehiclesmentioning

confidence: 99%

Recent Advances in pH- or/and Photo-Responsive Nanovehicles

et al. 2021

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“…Poly(vinylpyridine) was selected as an excipient as pyridine functionalities are proton acceptors at low pH but are uncharged at neutral pH resulting in a decrease in hydrophilicity of the polymer . Additionally, both poly(vinylpyridine) and poly(vinylpyridine N -oxide) have been studied in biological systems without evidence of cytotoxicity. , Postpolymerization functionalization was used to maintain properties of the polymers such as chain length and backbone chain chemistry while tuning the relative amount of basic to hydrophilic functional groups on the polymer to understand the relationship between functional group chemistry and dissolution behavior. Amorphous dispersions containing the model weakly basic BCS class II pharmaceutical posaconazole were studied.…”

Section: Introductionmentioning

confidence: 99%

Poly(vinylpyridine-co-vinylpyridine N-oxide) Excipients Mediate Rapid Dissolution and Sustained Supersaturation of Posaconazole Amorphous Solid Dispersions

Liu,

Della Rocca,

Schenck

et al. 2024

Mol. Pharmaceutics

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The chemical structure of excipients molecularly mixed in an amorphous solid dispersion (ASD) has a significant impact on properties of the ASD including dissolution behavior, physical stability, and bioavailability. Polymers used in ASDs require a balance between hydrophobic and hydrophilic functionalities to ensure rapid dissolution of the amorphous dispersion as well as sustained supersaturation of the drug in solution. This work demonstrates the use of postpolymerization functionalization of poly(vinylpyridine) excipients to elucidate the impact of polymer properties on the dissolution behavior of amorphous dispersions containing posaconazole. It was found that N-oxidation of pyridine functionalities increased the solubility of poly(vinylpyridine) derivatives in neutral aqueous conditions and allowed for nanoparticle formation which supplied posaconazole into solution at concentrations exceeding those achieved by more conventional excipients such as hydroxypropyl methylcellulose acetate succinate (HPMCAS) or Eudragit E PO. By leveraging these functional modifications of the parent poly(vinylpyridine) excipient to increase polymer hydrophilicity and minimize the effect of polymer on pH, a new polymeric excipient was optimized for rapid dissolution and supersaturation maintenance for a model compound.

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“…There have been only some reports regarding the fabrication of nanoparticles, microspheres, and micelles based on these biopolymers, and they have been exceptionally deposited as coatings. 14,15 Silver is one of the most commonly used elements to combat microbes. However, despite its distinct antibacterial activity, too high a dose can reach toxic levels, limiting its use.…”

Section: Introductionmentioning

confidence: 99%

“…There is scarce mention in the literature regarding the fabrication of blends with such smart biopolymers as coating materials. There have been only some reports regarding the fabrication of nanoparticles, microspheres, and micelles based on these biopolymers, and they have been exceptionally deposited as coatings 14,15 …”

Section: Introductionmentioning

confidence: 99%

Cytocompatibility, antibacterial, and corrosion properties of chitosan/polymethacrylates and chitosan/poly(4‐vinylpyridine) smart coatings, electrophoretically deposited on nanosilver‐decorated titania nanotubes

Pawłowski,

Bartmański,

Ronowska

et al. 2023

J Biomed Mater Res

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The development of novel implants subjected to surface modification to achieve high osteointegration properties at simultaneous antimicrobial activity is a highly current problem. This study involved different surface treatments of titanium surface, mainly by electrochemical oxidation to produce a nanotubular oxide layer (TNTs), a subsequent electrochemical reduction of silver nitrate and decoration of a nanotubular surface with silver nanoparticles (AgNPs), and finally electrophoretic deposition (EPD) of a composite of chitosan (CS) and either polymethacrylate‐based copolymer Eudragit E 100 (EE100) or poly(4‐vinylpyridine) (P4VP) coating. The effects of each stage of this multi‐step modification were examined in terms of morphology, roughness, wettability, corrosion resistance, coating‐substrate adhesion, antibacterial properties, and osteoblast cell adhesion and proliferation. The results showed that the titanium surface formed nanotubes (inner diameter of 97 ± 12 nm, length of 342 ± 36 nm) subsequently covered with silver nanoparticles (with a diameter of 88 ± 8 nm). Further, the silver‐decorated nanotubes were tightly coated with biopolymer films. Most of the applied modifications increased both the roughness and the surface contact angle of the samples. The deposition of biopolymer coatings resulted in reduced burst release of silver. The coated samples revealed potent antimicrobial activity against both Gram‐positive and Gram‐negative bacteria. Total elimination (99.9%) of E. coli was recorded for a sample with CS/P4VP coating. Cytotoxicity results using hFOB 1.19, a human osteoblast cell line, showed that after 3 days the tested modifications did not affect the cellular growth according to the titanium control. The proposed innovative multilayer antibacterial coatings can be successful for titanium implants as effective postoperative anti‐inflammation protection.

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Control drug release behavior by highly stable and pH sensitive poly(N-vinylpyrrolidone)-block-poly(4-vinylpyridine) copolymer micelles

Cited by 23 publications

References 49 publications

Recent Advances in pH- or/and Photo-Responsive Nanovehicles

Recent Advances in pH- or/and Photo-Responsive Nanovehicles

Poly(vinylpyridine-co-vinylpyridine N-oxide) Excipients Mediate Rapid Dissolution and Sustained Supersaturation of Posaconazole Amorphous Solid Dispersions

Cytocompatibility, antibacterial, and corrosion properties of chitosan/polymethacrylates and chitosan/poly(4‐vinylpyridine) smart coatings, electrophoretically deposited on nanosilver‐decorated titania nanotubes

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