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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

The schematic stoichiometric reaction with A = difunctional CBA, B = difunctional BA or Bn containing amine, and C = monofunctional amine.
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Sch4: The schematic stoichiometric reaction with A = difunctional CBA, B = difunctional BA or Bn containing amine, and C = monofunctional amine.

Mentions: Number average molecular weight (Mn) can be estimated via the tBu end group (Fig. 1j). Considering the 1:1.5 CBA:reactive amine ratio, and assuming only one tBu end group is present per polymer chain to react with a single unreacted acrylamide end in the branched polymer chain (Scheme 4), the number of repeating unit is ~27, translating to Mn of 11.5 kg/mol. Table I summarizes the 1H-NMR elucidation for the three random branched copolymers synthesized. Attempts to obtain molecular weight (MW) and PDI via GPC did not provide satisfactory result, due to the BA interaction with the polyol-based stationary column.Scheme 4


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

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

The schematic stoichiometric reaction with A = difunctional CBA, B = difunctional BA or Bn containing amine, and C = monofunctional amine.
© Copyright Policy - OpenAccess
Related In: Results  -  Collection

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

Sch4: The schematic stoichiometric reaction with A = difunctional CBA, B = difunctional BA or Bn containing amine, and C = monofunctional amine.
Mentions: Number average molecular weight (Mn) can be estimated via the tBu end group (Fig. 1j). Considering the 1:1.5 CBA:reactive amine ratio, and assuming only one tBu end group is present per polymer chain to react with a single unreacted acrylamide end in the branched polymer chain (Scheme 4), the number of repeating unit is ~27, translating to Mn of 11.5 kg/mol. Table I summarizes the 1H-NMR elucidation for the three random branched copolymers synthesized. Attempts to obtain molecular weight (MW) and PDI via GPC did not provide satisfactory result, due to the BA interaction with the polyol-based stationary column.Scheme 4

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