Choline based polymethacrylate matrix with pharmaceutical cations as co-delivery system for antibacterial and anti-inflammatory combined therapy

Bielas, Rafał; Siewniak, Agnieszka; Skonieczna, Magdalena; Adamiec, Małgorzata; Mielańczyk, Łukasz; Neugebauer, Dorota

doi:10.1016/j.molliq.2019.04.082

Cited by 22 publications

(26 citation statements)

References 45 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This molecule supports biological functions [ 34 , 37 , 38 ] as a precursor of acetylcholine [ 39 ]. The presence of an ionic group in the cholinium unit gives the opportunity for the ion exchange reaction, which in the case of polymerized ionic liquids can be advantageous for incorporation of pharmaceutical ions, i.e., sulfacetamid, salicylate [ 40 , 41 , 42 ]. There are also reports of other types of PILs, based on imidazolium and pyridinium transporting naproxen anions [ 43 ] or guanidinium with ampicillin anions [ 44 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Ionic Graft Copolymers: Introduction and In Vitro Release of Antibacterial Drug by Anion Exchange

Niesyto

Neugebauer

2020

Polymers

Self Cite

View full text Add to dashboard Cite

Amphiphilic graft copolymers based on [2-(methacryloyloxy)ethyl]trimethyl- ammonium chloride (TMAMA) were obtained for the delivery of pharmaceutical ionic drugs, such as p-aminosalicylate (PAS) and clavunate (CLV) anions. The side chains were attached by grafting from a multifunctional macroinitiator via atom transfer radical polymerization (ATRP) to get polymers with different grafting degrees and ionic content. The self-assembling ability, confirmed by determining the critical micelle concentration (CMC) through interfacial tension (IFT) with the use of goniometry, was reduced after ion exchange (CMC twice higher than for chloride anions contained copolymers 0.005–0.026 mg/mL). Similarly, the hydrophilicity level (adjusted by the content of ionic fraction) evaluated by the water contact angle (WCA) of the polymer film surfaces was decreased with the increase of trimethylammonium units (68°–44°) and after introduction of pharmaceutical anions. The exchange of Cl− onto PAS− and CLV− in the polymer matrix was yielded at 31%–64% and 79%–100%, respectively. The exchange onto phosphate anions to release the drug was carried out (PAS: 20%–42%, 3.1–8.8 μg/mL; CLV: 25%–73%, 11–31 μg/mL from 1 mg of drug conjugates). Because of the bacteriostatic activity of PAS and the support of the action of the antibiotics by CLV, the designed water-soluble systems could be alternatives for the treatment of bacterial infections, including pneumonia and tuberculosis.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Ionic Graft Copolymers: Introduction and In Vitro Release of Antibacterial Drug by Anion Exchange

Niesyto

Neugebauer

2020

Polymers

Self Cite

View full text Add to dashboard Cite

show abstract

“…The mathematical models describing the kinetics of drug release suggested the diffusion mechanism. It was confirmed by the good agreement with the Higuchi model represented as the plot of the cumulative amount of released drug against the square root of time (correlation coefficient R 2 = 0.90–0.99) for the release of ionic and nonionic drugs (ERY, IMC) from LPIL and GPIL systems [42,44]. Additionally, the kinetics of the nonionic drug release from LPIL1, LPIL2, and GPIL2 systems was also concentration dependent, showing good fit with the first-order kinetic model (R 2 = 0.93–0.98) [44], which is expressed by a logarithm of the percentage of drug remaining vs. time.…”

Section: Drug Distribution and Cytotoxicitymentioning

confidence: 71%

“…It was confirmed by the good agreement with the Higuchi model represented as the plot of the cumulative amount of released drug against the square root of time (correlation coefficient R 2 = 0.90–0.99) for the release of ionic and nonionic drugs (ERY, IMC) from LPIL and GPIL systems [42,44]. Additionally, the kinetics of the nonionic drug release from LPIL1, LPIL2, and GPIL2 systems was also concentration dependent, showing good fit with the first-order kinetic model (R 2 = 0.93–0.98) [44], which is expressed by a logarithm of the percentage of drug remaining vs. time. Similarly, the concentration dependent, and diffusion controlled, release of IMC was reported for the self-assembling graft copolymers with PMAA side chains (the first-order kinetic model R 2 = 0.9–0.99 and Higuchi model R 2 = 0.9–0.97) [34,36], as well as the linear block copolymers PCL- b -PMAA, and their three armed stars (the first-order kinetic model R 2 = 0.85–0.99 and Higuchi model R 2 = 0.91–0.99) [59] or stars with PTL core (the first-order kinetic model R 2 = 0.87–0.99 and Higuchi model R 2 = 0.9–0.99) [47].…”

Section: Drug Distribution and Cytotoxicitymentioning

confidence: 71%

“…i.e., ethyl α-bromoisobutyrate (EBiB) [39,40]. The LPIL systems, both chloride (LPIL2.1) and salicylate (LPIL1.1–1.2) ones in relation to analogical GPIL, exhibited higher drug loading content (DLC LPIL > DLC GPIL ), but this difference was significantly higher for salicylate systems, whereas the opposite DLC dependency was indicated for IMC encapsulation [44].…”

Section: Non-linear Polymers Containing Ionic Groups In Drug Deliverymentioning

confidence: 99%

See 1 more Smart Citation

Ionic Polymethacrylate Based Delivery Systems: Effect of Carrier Topology and Drug Loading

et al. 2019

Self Cite

View full text Add to dashboard Cite

The presented drug delivery polymeric systems (DDS), i.e., conjugates and self-assemblies, based on grafted and star-shaped polymethacrylates have been studied for the last few years in our group. This minireview is focused on the relationship of polymer structure to drug conjugation/entrapment efficiency and release capability. Both graft and linear polymers containing trimethylammonium groups showed the ability to release the pharmaceutical anions by ionic exchange, but in aqueous solution they were also self-assembled into nanoparticles with encapsulated nonionic drugs. Star-shaped polymers functionalized with ionizable amine/carboxylic groups were investigated for drug conjugation via ketimine/amide linkers. However, only the conjugates of polybases were water-soluble, giving opportunity for release studies, whereas the self-assembling polyacidic stars were encapsulated with the model drugs. Depending on the type of drug loading in the polymer matrix, their release rates were ordered as follows: Physical ≥ ionic > covalent. The studies indicated that the well-defined ionic polymethacrylates, including poly(ionic liquid)s, are advantageous for designing macromolecular carriers due to the variety of structural parameters, which are efficient for tuning of drug loading and release behavior in respect to the specific drug interactions.

show abstract

“…Recently, polymeric micelles gained great attention as carriers. The literature broadly reports the use of micelles as effective delivery systems for anti-cancer drugs (doxorubicin [12,13], paclitaxel [14,15]), anti-inflammatory (e.g., indomethacin [16][17][18]), or antibacterial drugs (erythromycin [19]) as well as for the active substances used in cosmetology (vitamin K [20,21], vitamin D [22], vitamin A [23][24][25][26], and vitamin series of grafted copolymers was also obtained by using "click" chemistry reaction as "grafting onto" method. For this purpose, multifunctional copolymers with alkyne functionalized HEMA (AlHEMA) were obtained.…”

Section: Introductionmentioning

confidence: 99%

4-n-Butylresorcinol-Based Linear and Graft Polymethacrylates for Arbutin and Vitamins Delivery by Micellar Systems

2020

Self Cite

View full text Add to dashboard Cite

A novel initiator, bromoester modified 4-n-butylresorcinol (4nBREBr2), was prepared and utilized in controlled atom transfer radical polymerization (ATRP) to obtain three series of amphiphilic copolymers. The V-shaped copolymers of methyl methacrylate (MMA), 2-hydroxyethyl methacrylate (HEMA), and poly(ethylene glycol) methyl ether methacrylate (MPEGMA), abbreviated to P(HEMA–co–MMA), P(HEMA–co–MPEGMA), and P(MMA–co–MPEGMA), were synthesized. Moreover, P((HEMA–graft–PEG)–co–MMA) graft copolymers were prepared by combining the pre-polymerization modification of HEMA and a “click” reaction using a “grafting onto” approach. All copolymers could form micelles with encapsulated active substances (vitamin C (VitC), vitamin E (VitE), arbutin (ARB)), which are used in cosmetology. In vitro studies carried out in a PBS solution (pH 7.4) demonstrates that in most cases the maximum release of active substance was after 1 h. The polymeric systems presenting satisfactory encapsulation characteristics and release profiles are attractive micellar carriers of cosmetic substances, which show a positive effect on the skin condition.

show abstract

Choline based polymethacrylate matrix with pharmaceutical cations as co-delivery system for antibacterial and anti-inflammatory combined therapy

Cited by 22 publications

References 45 publications

Synthesis and Characterization of Ionic Graft Copolymers: Introduction and In Vitro Release of Antibacterial Drug by Anion Exchange

Synthesis and Characterization of Ionic Graft Copolymers: Introduction and In Vitro Release of Antibacterial Drug by Anion Exchange

Ionic Polymethacrylate Based Delivery Systems: Effect of Carrier Topology and Drug Loading

4-n-Butylresorcinol-Based Linear and Graft Polymethacrylates for Arbutin and Vitamins Delivery by Micellar Systems

Contact Info

Product

Resources

About