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Combinatorial Synthesis of and High-throughput Protein Release from Polymer Film and Nanoparticle Libraries
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Biodegradable coumaric acid-based poly(anhydride-ester) synthesis and subsequent controlled release.

Michelle A Ouimet1, Nicholas D Stebbins, Kathryn E Uhrich

  • 1Department of Chemistry and Chemical Biology, Rutgers University, 610 Taylor Rd., Piscataway, NJ, 08854, USA.

Macromolecular Rapid Communications
|July 10, 2013
PubMed
Summary

Chemically modified p-coumaric acid (pCA) was incorporated into a poly(anhydride-ester) for improved drug delivery. This novel polymer system shows potential for controlled release of pCA with sustained antioxidant activity over 30 days.

Keywords:
biodegradablecoumaric aciddrug delivery systemspoly(anhydride-ester)polymer

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Area of Science:

  • Polymer chemistry
  • Biomaterials science
  • Drug delivery systems

Background:

  • p-coumaric acid (pCA) is a bioactive compound with a short in vivo half-life, limiting its therapeutic applications.
  • Developing effective drug delivery systems is crucial for enhancing the bioavailability and efficacy of natural compounds like pCA.

Purpose of the Study:

  • To chemically incorporate p-coumaric acid (pCA) into a poly(anhydride-ester) backbone.
  • To create a novel polymer for controlled release of pCA.
  • To evaluate the structural integrity, thermal properties, and drug release profile of the developed polymer system.

Main Methods:

  • Solution polymerization was used to synthesize the pCA-incorporated poly(anhydride-ester).
  • Nuclear magnetic resonance (NMR) and Fourier transform infrared (FTIR) spectroscopies were employed to confirm pCA incorporation and structural integrity.
  • Weight-average molecular weight and glass transition temperature (Tg) were determined using polymer characterization techniques.
  • In vitro hydrolytic release studies were conducted to assess the release kinetics of pCA over time.

Main Results:

  • Successful chemical incorporation of pCA into the poly(anhydride-ester) backbone was confirmed by NMR and FTIR, with no significant structural alterations.
  • The synthesized polymer exhibited a weight-average molecular weight exceeding 26,000 Da and a glass transition temperature of 57 °C.
  • In vitro studies demonstrated sustained release of pCA over a 30-day period.
  • The released pCA maintained its antioxidant activity, indicating functional preservation.

Conclusions:

  • The developed poly(anhydride-ester) system effectively incorporates p-coumaric acid (pCA) while preserving its structural integrity and antioxidant properties.
  • The polymer demonstrates potential as a viable platform for controlled drug delivery, enabling sustained release of pCA over an extended period.
  • This approach offers a promising strategy to overcome the limitations of short half-life for bioactive compounds like pCA in therapeutic applications.