title: Pinosylvin-Based Polymers: Biodegradable Poly(Anhydride-Esters) for Extended Release of Antibacterial Pinosylvin.
abstract: Pinosylvin is a natural stilbenoid known to exhibit antibacterial bioactivity against foodborne bacteria. In this work, pinosylvin is chemically incorporated into a poly(anhydride-ester) (PAE) backbone via melt-condensation polymerization, and characterized with respect to its physicochemical and thermal properties. In vitro release studies demonstrate that pinosylvin-based PAEs hydrolytically degrade over 40 d to release pinosylvin. Pseudo-first order kinetic experiments on model compounds, butyric anhydride and 3-butylstilbene ester, indicate that the anhydride linkages hydrolyze first, followed by the ester bonds to ultimately release pinosylvin. An antibacterial assay shows that the released pinosylvin exhibit bioactivity, while in vitro cytocompatibility studies demonstrate that the polymer is noncytotoxic toward fibroblasts. These preliminary findings suggest that the pinosylvin-based PAEs can serve as food preservatives in food packaging materials by safely providing antibacterial bioactivity over extended time periods.
authors.affiliation: Department of Chemistry and Chemical Biology, Rutgers University, 610 Taylor Road Piscataway, New Jersey, 08854-8087, USA.
authors.forename: Stephan
authors.initials: S
authors.lastname: Bien-Aime
authors.affiliation: Department of Biomedical Engineering, Rutgers University, 599 Taylor Road Piscataway, New Jersey, 08854-8087, USA.
authors.forename: Weiling
authors.initials: W
authors.lastname: Yu
authors.affiliation: Department of Chemistry and Chemical Biology, Rutgers University, 610 Taylor Road Piscataway, New Jersey, 08854-8087, USA.
authors.forename: Kathryn E
authors.initials: KE
authors.lastname: Uhrich
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects / Q000472:pathogenicity; D001672:Biocompatible Materials / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D005347:Fibroblasts / Q000187:drug effects / Q000382:microbiology; D005517:Foodborne Diseases / Q000188:drug therapy* / Q000382:microbiology; D006801:Humans; D049388:Polyanhydrides / Q000737:chemistry / Q000494:pharmacology; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013267:Stilbenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000094162:Phytoalexins
chemical_list: D000900:Anti-Bacterial Agents; D001672:Biocompatible Materials; D049388:Polyanhydrides; D011108:Polymers; D013267:Stilbenes; C049032:pinosylvin; D000094162:Phytoalexins
keywords: antibacterial; biodegradable; extended release; pinosylvin; poly(anhydride-esters)