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Multilayered Thin Films from Boronic Acid-Functional Poly(amido amine)s.

Hujaya SD, Engbersen JF, Paulusse JM - Pharm. Res. (2015)

Bottom Line: Biocompatibility of the resulting films was evaluated through cell culture experiments with COS-7 cells grown on the films.All of the multilayers are stable under physiological conditions in vitro and are responsive to reducing agents, owing to the presence of disulfide bonds in the polymers.Graphical Abstract Layer-by-Layer Assembly.

View Article: PubMed Central - PubMed

Affiliation: Department of Controlled Drug Delivery, MIRA Institute for Biomedical Technology and Technical Medicine, Faculty of Science and Technology, University of Twente, P.O. Box 217, 7500 AE, Enschede, The Netherlands.

ABSTRACT

Purpose: To investigate the properties of phenylboronic acid-functional poly(amido amine) polymers (BA-PAA) in forming multilayered thin films with poly(vinyl alcohol) (PVA) and chondroitin sulfate (ChS), and to evaluate their compatibility with COS-7 cells.

Methods: Copolymers of phenylboronic acid-functional poly(amido amine)s, differing in the content of primary amine (DAB-BA-PAA) or alcohol (ABOL-BA-PAA) side groups, were synthesized and applied in the formation of multilayers with PVA and ChS. Biocompatibility of the resulting films was evaluated through cell culture experiments with COS-7 cells grown on the films.

Results: PVA-based multilayers were thin, reaching ~100 nm at 10 bilayers, whereas ChS-based multilayers were thick, reaching ~600 nm at the same number of bilayers. All of the multilayers are stable under physiological conditions in vitro and are responsive to reducing agents, owing to the presence of disulfide bonds in the polymers. PVA-based films were demonstrated to be responsive to glucose at physiological pH at the investigated glucose concentrations (10-100 mM). The multilayered films displayed biocompatibility in cell culture experiments, promoting attachment and proliferation of COS-7 cells.

Conclusions: Responsive thin films based on boronic acid functional poly(amido amine)s are promising biocompatible materials for biomedical applications, such as drug releasing surfaces on stents or implants. Graphical Abstract Layer-by-Layer Assembly.

No MeSH data available.


Related in: MedlinePlus

Stability profiles of: (a) PVA- and (b) ChS-based multilayers under physiological conditions (PBS pH 7.4 at 37°C) and in CBS pH 6, 5, and 4.
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Fig10: Stability profiles of: (a) PVA- and (b) ChS-based multilayers under physiological conditions (PBS pH 7.4 at 37°C) and in CBS pH 6, 5, and 4.

Mentions: As indicated in Scheme 1, the boronate ester formation is sensitive to pH. It is reported that the boronate ester is more stable in tetragonal state (basic conditions) than in the trigonal state (4,52). Thus, boronate ester formation is not favored at acidic pH where the trigonal boronic acid dominates. To investigate the responsiveness of the four different multilayers to acidic pH, the different films were incubated in citrate buffered saline (CBS) at pH 4, 5, and 6 at 37°C. From time to time, the solutions were refreshed, the films were dried, and the relative absorbance is measured as the ratio of the absorbance at a specific time to that at time zero. Figure 10a and b show the stability profiles of PVA- and ChS-based films, respectively. The PVA-based films are notably very responsive to acidic conditions, with faster film dissolution at lower acidic pH. Notably, complete dissolution can be achieved after only 3 min of incubation at pH 4. The high responsiveness of the PVA systems may further indicate the strong BA-diol interaction within the multilayered construct. Low pH values diminish possible ester formation that hold the films together. The very rapid kinetics also signify that there is likely only limited significance of other types of interactions present that could be strong enough to prevent the multilayer from dissolution at low pH.Fig. 10


Multilayered Thin Films from Boronic Acid-Functional Poly(amido amine)s.

Hujaya SD, Engbersen JF, Paulusse JM - Pharm. Res. (2015)

Stability profiles of: (a) PVA- and (b) ChS-based multilayers under physiological conditions (PBS pH 7.4 at 37°C) and in CBS pH 6, 5, and 4.
© Copyright Policy - OpenAccess
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC4526598&req=5

Fig10: Stability profiles of: (a) PVA- and (b) ChS-based multilayers under physiological conditions (PBS pH 7.4 at 37°C) and in CBS pH 6, 5, and 4.
Mentions: As indicated in Scheme 1, the boronate ester formation is sensitive to pH. It is reported that the boronate ester is more stable in tetragonal state (basic conditions) than in the trigonal state (4,52). Thus, boronate ester formation is not favored at acidic pH where the trigonal boronic acid dominates. To investigate the responsiveness of the four different multilayers to acidic pH, the different films were incubated in citrate buffered saline (CBS) at pH 4, 5, and 6 at 37°C. From time to time, the solutions were refreshed, the films were dried, and the relative absorbance is measured as the ratio of the absorbance at a specific time to that at time zero. Figure 10a and b show the stability profiles of PVA- and ChS-based films, respectively. The PVA-based films are notably very responsive to acidic conditions, with faster film dissolution at lower acidic pH. Notably, complete dissolution can be achieved after only 3 min of incubation at pH 4. The high responsiveness of the PVA systems may further indicate the strong BA-diol interaction within the multilayered construct. Low pH values diminish possible ester formation that hold the films together. The very rapid kinetics also signify that there is likely only limited significance of other types of interactions present that could be strong enough to prevent the multilayer from dissolution at low pH.Fig. 10

Bottom Line: Biocompatibility of the resulting films was evaluated through cell culture experiments with COS-7 cells grown on the films.All of the multilayers are stable under physiological conditions in vitro and are responsive to reducing agents, owing to the presence of disulfide bonds in the polymers.Graphical Abstract Layer-by-Layer Assembly.

View Article: PubMed Central - PubMed

Affiliation: Department of Controlled Drug Delivery, MIRA Institute for Biomedical Technology and Technical Medicine, Faculty of Science and Technology, University of Twente, P.O. Box 217, 7500 AE, Enschede, The Netherlands.

ABSTRACT

Purpose: To investigate the properties of phenylboronic acid-functional poly(amido amine) polymers (BA-PAA) in forming multilayered thin films with poly(vinyl alcohol) (PVA) and chondroitin sulfate (ChS), and to evaluate their compatibility with COS-7 cells.

Methods: Copolymers of phenylboronic acid-functional poly(amido amine)s, differing in the content of primary amine (DAB-BA-PAA) or alcohol (ABOL-BA-PAA) side groups, were synthesized and applied in the formation of multilayers with PVA and ChS. Biocompatibility of the resulting films was evaluated through cell culture experiments with COS-7 cells grown on the films.

Results: PVA-based multilayers were thin, reaching ~100 nm at 10 bilayers, whereas ChS-based multilayers were thick, reaching ~600 nm at the same number of bilayers. All of the multilayers are stable under physiological conditions in vitro and are responsive to reducing agents, owing to the presence of disulfide bonds in the polymers. PVA-based films were demonstrated to be responsive to glucose at physiological pH at the investigated glucose concentrations (10-100 mM). The multilayered films displayed biocompatibility in cell culture experiments, promoting attachment and proliferation of COS-7 cells.

Conclusions: Responsive thin films based on boronic acid functional poly(amido amine)s are promising biocompatible materials for biomedical applications, such as drug releasing surfaces on stents or implants. Graphical Abstract Layer-by-Layer Assembly.

No MeSH data available.


Related in: MedlinePlus