Kinetics of dopamine release from poly(aspartamide)-based prodrugs

Juriga, Dávid; László, István; Ludányi, Krisztina; Klebovich, Imre; Chae, Chang Hoon; Zrı́nyi, Miklós

doi:10.1016/j.actbio.2018.06.030

Cited by 21 publications

(38 citation statements)

References 48 publications

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“…Subsequently, the solution was precipitated, washed with distilled water and finally dried at 40 °C. Details of this method were published previously [25,37,38].…”

Section: Synthesis Of Poly(succinimide)mentioning

confidence: 99%

“…Among the anionic amino acids, glutamic acid was previously used for the preparation of polymer-based microcarriers [33]. However, there are only sporadic data available regarding PASP-based drug delivery systems [34][35][36][37].…”

Section: Introductionmentioning

confidence: 99%

“…Although the preparation of most types of poly(amino acid)s is expensive, the synthesis of PASP can be relatively cost-efficient, and it does not require extreme conditions, as we described previously [25,[37][38][39][40]. In the last decades, the interest of scientists in PASP-based hydrogels increased significantly due to their potential applications in medical, pharmaceutical and environmental fields [25,34,[41][42][43][44].…”

Section: Introductionmentioning

confidence: 99%

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Fully amino acid-based hydrogel as potential scaffold for cell culturing and drug delivery

Juriga¹,

Sipos²,

Hegedűs³

et al. 2019

Beilstein J. Nanotechnol.

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Polymer hydrogels are ideal scaffolds for both tissue engineering and drug delivery. A great advantage of poly(amino acid)-based hydrogels is their high similarity to natural proteins. However, their expensive and complicated synthesis often limits their application. The use of poly(aspartic acid) (PASP) seems an appropriate solution for this problem due to the relatively cheap and simple synthesis of PASP. Using amino acids not only as building blocks in the polymer backbone but also as cross-linkers can improve the biocompatibility and the biodegradability of the hydrogel. In this paper, PASP cross-linked with cystamine (CYS) and lysine-methylester (LYS) was introduced as fully amino acid-based polymer hydrogel. Gels were synthesized employing six different ratios of CYS and LYS. The pH dependent swelling degree and the concentration of the elastically active chain were determined. After reduction of the disulfide bonds of CYS, the presence of thiol side groups was also detected. To determine the concentration of the reactive cross-linkers in the hydrogels, a new method based on the examination of the swelling behavior was established. Using metoprolol as a model drug, cell proliferation and drug release kinetics were studied at different LYS contents and in the presence of thiol groups. The optimal ratio of cross-linkers for the proliferation of periodontal ligament cells was found to be 60−80% LYS and 20−40% CYS. The reductive conditions resulted in an increased drug release due to the cleavage of disulfide bridges in the hydrogels. Consequently, these hydrogels provide new possibilities in the fields of both tissue engineering and controlled drug delivery.

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“…Subsequently, the solution was precipitated, washed with distilled water and finally dried at 40 °C. Details of this method were published previously [25,37,38].…”

Section: Synthesis Of Poly(succinimide)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Fully amino acid-based hydrogel as potential scaffold for cell culturing and drug delivery

Juriga¹,

Sipos²,

Hegedűs³

et al. 2019

Beilstein J. Nanotechnol.

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“…On the other hand, for AlgOX-DA, such a high mucoadhesive effect is combined with a sustained release capability, as shown in Figure 11a, where the hydrolysis of the Schiff base leads to a delivery of 13% of the neurotransmitter in 24 h in SNF, in agreement with the sensitivity of the Schiff base to undergo the hydrolysis process under acidic conditions. Nevertheless, free DA may slowly be further converted into degradation products and, therefore, we studied these consecutive reactions from a kinetic point of view according to Juriga et al's approach [48] for polymer-DA conjugates. In particular, for poorly soluble conjugates, such as the AlgOX-DA imine conjugate, DA release can be expressed by the diffusion of DA from the solid surface of the conjugate combined with the degradation reactions of DA in solution [48].…”

Section: Discussionmentioning

confidence: 99%

Oxidized Alginate Dopamine Conjugate: In Vitro Characterization for Nose-to-Brain Delivery Application

et al. 2021

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Background: The blood–brain barrier (BBB) bypass of dopamine (DA) is still a challenge for supplying it to the neurons of Substantia Nigra mainly affected by Parkinson disease. DA prodrugs have been studied to cross the BBB, overcoming the limitations of DA hydrophilicity. Therefore, the aim of this work is the synthesis and preliminary characterization of an oxidized alginate-dopamine (AlgOX-DA) conjugate conceived for DA nose-to-brain delivery. Methods: A Schiff base was designed to connect oxidized polymeric backbone to DA and both AlgOX and AlgOX-DA were characterized in terms of Raman, XPS, FT-IR, and 1H- NMR spectroscopies, as well as in vitro mucoadhesive and release tests. Results: Data demonstrated that AlgOX-DA was the most mucoadhesive material among the tested ones and it released the neurotransmitter in simulated nasal fluid and in low amounts in phosphate buffer saline. Results also demonstrated the capability of scanning near-field optical microscopy to study the structural and fluorescence properties of AlgOX, fluorescently labeled with fluorescein isothiocyanate microstructures. Interestingly, in SH-SY5Y neuroblastoma cell line up to 100 μg/mL, no toxic effect was derived from AlgOX and AlgOX-DA in 24 h. Conclusions: Overall, the in vitro performances of AlgOX and AlgOX-DA conjugates seem to encourage further ex vivo and in vivo studies in view of nose-to-brain administration.

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“…Finally PSI was dried at 45 °C for 2 days. More detailed description of the preparation procedure can be found in our previous papers …”

Section: Methodsmentioning

confidence: 99%

Biodegradation of Poly(aspartamide) Based Hydrogels

Juriga

Zrı́nyi

2019

Macromolecular Symposia

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Biocompatibility and biodegradability are one of the most important properties of polymer hydrogels for pharmaceutical or medical applications. Poly(aspartamide)s, due to their peptide like structure possess these properties. In this study, swelling behavior and biodegradation of poly(aspartamide) based hydrogels are reported. Degradation of poly(aspartic acid) based hydrogels was followed according to the mass and elastic modulus change of hydrogel cylinders in the presence of different enzymes and in minimal essential medium.

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Kinetics of dopamine release from poly(aspartamide)-based prodrugs

Cited by 21 publications

References 48 publications

Fully amino acid-based hydrogel as potential scaffold for cell culturing and drug delivery

Fully amino acid-based hydrogel as potential scaffold for cell culturing and drug delivery

Oxidized Alginate Dopamine Conjugate: In Vitro Characterization for Nose-to-Brain Delivery Application

Biodegradation of Poly(aspartamide) Based Hydrogels

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