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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

1H-NMR spectrum and structural elucidation of DAB-BA-PAA.
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Fig1: 1H-NMR spectrum and structural elucidation of DAB-BA-PAA.

Mentions: The 1H-NMR spectrum and structural elucidation of DAB-BA-PAA are shown in Fig. 1. The other two copolymers provide comparable spectra and their structural elucidations are carried out similarly. All of the three spectra show no trace of unreacted acrylamide groups which are known to be toxic. The degree of BA or Bn-functionalization could be estimated from the integration values of the aromatic protons in relation to the protons of cystamine or butylene moiety. Presence of two singlets at 4.42 and 4.25 ppm indicates branching in the secondary amine of the 4AMPBA monomer. Reacted secondary amine of the 4AMPBA monomer would have the methylene protons chemical shift shifted upfield (Fig. 1d) from that of the unreacted 4AMPBA secondary amine (Fig. 1c). The ratio of integration values of the more upfield singlet (Fig.1d) as compared to the total (Fig. 1c, d) integration values of the two singlets indicates that ~19% of the incorporated 4AMPBA reacted further through its secondary amine, translating to a total of ~10% branching.Fig. 1


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

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

1H-NMR spectrum and structural elucidation of DAB-BA-PAA.
© Copyright Policy - OpenAccess
Related In: Results  -  Collection

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

Fig1: 1H-NMR spectrum and structural elucidation of DAB-BA-PAA.
Mentions: The 1H-NMR spectrum and structural elucidation of DAB-BA-PAA are shown in Fig. 1. The other two copolymers provide comparable spectra and their structural elucidations are carried out similarly. All of the three spectra show no trace of unreacted acrylamide groups which are known to be toxic. The degree of BA or Bn-functionalization could be estimated from the integration values of the aromatic protons in relation to the protons of cystamine or butylene moiety. Presence of two singlets at 4.42 and 4.25 ppm indicates branching in the secondary amine of the 4AMPBA monomer. Reacted secondary amine of the 4AMPBA monomer would have the methylene protons chemical shift shifted upfield (Fig. 1d) from that of the unreacted 4AMPBA secondary amine (Fig. 1c). The ratio of integration values of the more upfield singlet (Fig.1d) as compared to the total (Fig. 1c, d) integration values of the two singlets indicates that ~19% of the incorporated 4AMPBA reacted further through its secondary amine, translating to a total of ~10% branching.Fig. 1

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