title: Surface Eroding, Semicrystalline Polyanhydrides via Thiol-Ene "Click" Photopolymerization.
abstract: Surface eroding and semicrystalline polyanhydrides, with tunable erosion times and drug delivery pharmacokinetics largely dictated by erosion, are produced easily with thiol-ene "click" polymerization. This strategy yields both linear and cross-linked network polyanhydrides that are readily and fully cured within minutes using photoinitiation, can contain up to 60% crystallinity, and have tensile moduli up to 25 MPa for the compositions studied. Since they readily undergo hydrolysis and exhibit the oft-preferred surface erosion mechanism, they may be particularly useful in drug delivery applications. The polyanhydrides were degraded under pseudophysiological conditions and cylindrical samples (10 mm diameter × 5 mm height) were completely degraded within ∼10 days, with the mass-time profile being linear for much of this time after a ∼24 h induction period. Drug release studies, using lidocaine as a model, showed pharmacokinetics that displayed a muted burst release in the early stages of erosion, but then a delayed release profile that is closely correlated to the erosion kinetics. Furthermore, cytotoxicity studies of the linear and cross-linked semicrystalline polyanhydrides, and degradation products, against fibroblast cells indicate that the materials have good cytocompatibility. Overall, cells treated with up to 2500 mg/L of the semicrystalline polyanhydrides and degradation products show >90% human dermal fibroblast adult (HDFa) cell viability indicative of good cytocompatibility.
authors: †Department of Chemistry and Biomolecular Science and ‡Center for Advanced Materials Processing, Clarkson University, Potsdam, New York 13699-5810, United States.
authors: Katie L
authors: KL
authors: Poetz
authors: †Department of Chemistry and Biomolecular Science and ‡Center for Advanced Materials Processing, Clarkson University, Potsdam, New York 13699-5810, United States.
authors: Halimatu S
authors: HS
authors: Mohammed
authors: †Department of Chemistry and Biomolecular Science and ‡Center for Advanced Materials Processing, Clarkson University, Potsdam, New York 13699-5810, United States.
authors: Devon A
authors: DA
authors: Shipp
mesh_terms: D002470:Cell Survival / Q000187:drug effects; D057930:Click Chemistry; D016503:Drug Delivery Systems; D065546:Drug Liberation; D005347:Fibroblasts / Q000187:drug effects; D006801:Humans; D055668:Photochemical Processes; D049388:Polyanhydrides / Q000737:chemistry* / Q000493:pharmacokinetics / Q000494:pharmacology*
chemical_list: D049388:Polyanhydrides