Using Aldehyde Synergism To Direct the Design of Degradable Pro-Antimicrobial Networks
Autor: | Olga V. Mavrodi, William D. Walker, Dwaine A. Braasch, Douglas V. Amato, Yetunde Adewunmi, Dahlia N. Amato, Sarah N. Swilley, Derek L. Patton, Dmitri V. Mavrodi, Keith H. Parsons |
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Rok vydání: | 2022 |
Předmět: |
0301 basic medicine
chemistry.chemical_classification Chemistry 030106 microbiology Biochemistry (medical) Acetal Biomedical Engineering General Chemistry Aldehyde Combinatorial chemistry Biomaterials Terpene 03 medical and health sciences chemistry.chemical_compound Hydrolysis 030104 developmental biology Monomer Photopolymer Polymerization Thioether |
Zdroj: | ACS applied bio materials. 1(6) |
ISSN: | 2576-6422 |
Popis: | We describe the design and synthesis of degradable, dual-release, pro-antimicrobial poly(thioether acetal) networks derived from synergistic pairs of aromatic terpene aldehydes. Initially, we identified pairs of aromatic terpene aldehyde derivatives exhibiting a synergistic antimicrobial activity against Pseudomonas aeruginosa by determining fractional inhibitory concentrations. Synergistic aldehydes were converted into dialkene acetal monomers and copolymerized at various ratios with a multifunctional thiol via thiol–ene photopolymerization. The step-growth nature of the thiol–ene polymerization ensures every cross-link junction contains a degradable acetal linkage enabling a fully cross-linked polymer network to revert into its small molecule constituents upon hydrolysis, releasing the synergistic aldehydes as active antimicrobial compounds. A three-pronged approach was used to characterize the poly(thioether acetal) materials: (i) determination of the degradation/aldehyde release behavior, (ii) evaluat... |
Databáze: | OpenAIRE |
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