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Investigation of biodegradable poly(anhydride-esters) hydrolysis through in vitro modeling and kinetic analyses
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Bien-Aime, Stephan. Investigation of biodegradable poly(anhydride-esters) hydrolysis through in vitro modeling and kinetic analyses. Retrieved from https://doi.org/doi:10.7282/T3930W5X

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TitleInvestigation of biodegradable poly(anhydride-esters) hydrolysis through in vitro modeling and kinetic analyses
NameBien-Aime, Stephan (author); Uhrich, Kathryn E (chair); Romsted, Larry S (internal member); Warmuth, Ralf (internal member); Rutgers University; Graduate School - New Brunswick
Date Created2015
Other Date2015-10 (degree)
SubjectChemistry and Chemical Biology, Drug delivery systems, Anhydrides
Extent1 online resource (xiii, 42 p. : ill.)
DescriptionChemical incorporation of bioactives into polymers allows for their controlled and sustained delivery. Poly(anhydride-esters) (PAEs) are predominantly surface-eroding polymers, providing sustained release of bioactives. Compared to physical formulations, PAEs are capable of achieving higher bioactive loading (50 – 80 %) and have the versatility of being formulated into different geometries (discs, films), hence offering the potential to satisfy diverse administration routes in drug delivery. In this thesis, biodegradable polymers that contain salicylic acid and pinosylvin as bioactives within PAEs are employed, and their hydrolysis investigated. In one approach, a novel agar-based in vitro model mimicking the in vivo environment of the mandibular bone defect in diabetic animals was developed. Localized and systemic release profiles of salicylic acid from salicylic acid-based PAEs were evaluated. A sustained localized SA release was observed for 70 days. This study shows the agar-based system is a preferred model to mimic the in vivo mandibular bone defect environment, and may be an appropriate method to mimic in vivo pharmacokinetics of other drugs in related animal models. In another approach, pinosylvin was chemically incorporated into a PAE backbone via melt-condensation polymerization, and fully characterized with respect to its physicochemical and thermal properties. In vitro release studies in phosphate buffered saline (pH 7.4) demonstrated that pinosylvin-based polymers underwent slow hydrolytic degradation. Pseudo-first order kinetic experiments on butyric anhydride and 3-butylstilbene ester model compounds showed the anhydride underwent faster hydrolysis [k = (30.6 ± 2.24) × 10-6 L mol-1 s-1] than the ester [k = (56.7 ± 5.01) × 10-7 L mol-1 s-1)]. These results suggest that in solution, the anhydride linkages of pinosylvin PAEs are more labile and hydrolyzed first, followed by hydrolytic cleavage of the ester bonds to release pinosylvin. A disc diffusion antibacterial assay showed polymer release media exhibited similar bioactivity as free pinosylvin. In vitro cytocompatibility studies demonstrated that the polymer was non-cytotoxic towards fibroblasts up to 0.5 μg/mL. Based upon the results, pinosylvin-based polymers are slowly degradable biomaterials that provide antibacterial activity, and thus can serve as food additives into common food packaging materials for food preservation and food safety.
NoteM.S.
NoteIncludes bibliographical references
Noteby Stephan Bien-Aime
Genretheses, ETD graduate
Persistent URLhttps://doi.org/doi:10.7282/T3930W5X
Languageeng
CollectionGraduate School - New Brunswick Electronic Theses and Dissertations
Organization NameRutgers, The State University of New Jersey
RightsThe author owns the copyright to this work.
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