Clément Gonnot , Muhammad Bilal Hassan Mahboob , Melvin Aumond , Jessica R. Tait , Kevin Nay , Katayoun Nazemi , Holly Floyd , Johannes Zuegg , Fabien Boeda , Cornelia B Landersdorfer , John F. Quinn , Laurent Fontaine , Michael R. Whittaker , Véronique Montembault
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引用次数: 0
Abstract
Cationic polymers have emerged as a significant class of materials in the fight against antimicrobial resistance. The macromolecular topology, polymer size, cationic and hydrophobic moieties and their distribution within these polymers, play crucial roles in determining their antimicrobial properties and selectivity. In this study, we report the synthesis of cyclic cationic polymers via the combination of ring-expansion metathesis polymerization (REMP) and click chemistry, using a single cyclic poly(norbornenyl azlactone) platform. Notably, this methodology, recently reported by our group, has also been successfully applied to producing glycopolymers with lectin-binding ability. Herein, we employ a double post-polymerization modification (PPM) of these scaffolds, with number-average degrees of polymerization (DPn) of 25 and 100. The azlactone moiety undergoes click aminolysis using N-Boc-ethylenediamine (BEDA) as a cationic precursor and 10 % n-hexylamine or n-dodecylamine as lipophilic side chains, in a one-pot process followed by Boc deprotection. This approach enabled the synthesis of a library of six cyclic and six linear cationic polymer analogues, which were characterized in detail using size-exclusion chromatography (SEC), FT-IR, and 1H NMR spectroscopy. The antibacterial and antifungal properties of these polymers were assessed against a panel of microbial pathogens, including Gram-positive bacteria (methicillin resistant S. aureus), Gram-negative bacteria (E. coli, K. pneumoniae, P. aeruginosa, A. baumannii), and fungi (C. albicans, C. auris, C. krusei, C. tropicalis, C. neoformans, C. deuterogattii, C. gattii). Their cell cytotoxicity against human red blood cells and mammalian HEK293 cells was also investigated.
期刊介绍:
European Polymer Journal is dedicated to publishing work on fundamental and applied polymer chemistry and macromolecular materials. The journal covers all aspects of polymer synthesis, including polymerization mechanisms and chemical functional transformations, with a focus on novel polymers and the relationships between molecular structure and polymer properties. In addition, we welcome submissions on bio-based or renewable polymers, stimuli-responsive systems and polymer bio-hybrids. European Polymer Journal also publishes research on the biomedical application of polymers, including drug delivery and regenerative medicine. The main scope is covered but not limited to the following core research areas:
Polymer synthesis and functionalization
• Novel synthetic routes for polymerization, functional modification, controlled/living polymerization and precision polymers.
Stimuli-responsive polymers
• Including shape memory and self-healing polymers.
Supramolecular polymers and self-assembly
• Molecular recognition and higher order polymer structures.
Renewable and sustainable polymers
• Bio-based, biodegradable and anti-microbial polymers and polymeric bio-nanocomposites.
Polymers at interfaces and surfaces
• Chemistry and engineering of surfaces with biological relevance, including patterning, antifouling polymers and polymers for membrane applications.
Biomedical applications and nanomedicine
• Polymers for regenerative medicine, drug delivery molecular release and gene therapy
The scope of European Polymer Journal no longer includes Polymer Physics.