The effects of polymer topology and chain length on the antimicrobial activity and hemocompatibility of amphiphilic ternary copolymers

Namivandi-Zangeneh, Rashin; Kwan, Rebecca J.; Nguyen, Thuy‐Khanh; Yeow, Jonathan; Byrne, Frances L.; Oehlers, Stefan H.; Wong, Edgar H. H.; Boyer, Cyrille

doi:10.1039/c7py01069a

Cited by 74 publications

(94 citation statements)

References 56 publications

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“…Very recently, the same groups utilized ternary copolymer formulations (cationic, hydrophobic, and neutral/hydrophilic) to directly compare linear random versus block copolymers as well as hyper-branched analogues. 92 It was found that the hyper-branched polymers outperformed the linear copolymers in terms of cell-type selectivity.…”

Section: Emerging Sar Trendsmentioning

confidence: 99%

Biomimetic antimicrobial polymers: recent advances in molecular design

2018

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Section: Emerging Sar Trendsmentioning

confidence: 99%

Biomimetic antimicrobial polymers: recent advances in molecular design

2018

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“…However, the average molecular weight ( M n ) were not in agreement with M n values determined by GPC. Most of the cases M n determined by GPC was underestimated compared to values derived by NMR end group analysis . Suer et al also observed same phenomenon for polar phosponiumbased ROMP polymer .…”

Section: Resultsmentioning

confidence: 73%

Amphiphilic water soluble cationic ring opening metathesis copolymer as an antibacterial agent

Islam

Aksu

Güncü

et al. 2020

Journal of Polymer Science

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Bacterial infection is a global problem, especially resistance acquired by bacteria against to antibiotics; there is urgent need for the development of antibiotics. Here, we proposed dendron‐grafted polymers via ring opening metathesis polymerization (ROMP) featuring different with tailored hydrophobicity/hydrophilicity and cationic charges. Dendritic oxanorbornene derivatives were synthesized having two and six carbon linkers and their corresponding random and block copolymers were prepared having pendant pyridinium salt moieties via ROMP. In total, 12 different water‐soluble dendronized cationic polymers featuring hexyl pyridinium moieties were prepared and investigated. Six carbon linker possessing triple charge density and hexyl pyridinium functionality each repeating unit copolymers exhibited high antibacterial activity against Gram‐positive bacteria (S. aureus). However, all the polymers were inactive against Gram‐negative bacteria (E. coli). Most of the copolymers are non‐hemolytic (>HC 50 = 1,000 μg/ml). It was also observed that, there is no significant effect between block copolymers and random copolymers keeping hydrophobicity and cationic charge density constant. Zeta potential was measured to investigate the mechanism in solution via the interaction of polymers with S. aureus, while scanning electron microscope (SEM) measurements image confirms damage of the bacterial cell wall after implementation of biocidal polymer.

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“…It contains 30 repeat units of biocompatible oligoethylene glycol to impart low-fouling properties, 20 repeat units of hydrophobic ethylhexyl groups to induce membrane disruption, and 50 repeat units of primary amino groups to establish electrostatic interactions with bacterial membrane. 35,36 Scheme 1. Synthesis of antimicrobial polymer, P, which is an amphiphilic random ternary copolymer, via reversible addition−fragmentation chain transfer (RAFT) polymerization.…”

Section: Resultsmentioning

confidence: 99%

Synergy between Synthetic Antimicrobial Polymer and Antibiotics: A Promising Platform To Combat Multidrug-Resistant Bacteria

et al. 2019

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The failure of many antibiotics in the treatment of chronic infections caused by multidrug-resistant (MDR) bacteria necessitates the development of effective strategies to combat this global healthcare issue. Here, we report an antimicrobial platform based on the synergistic action between commercially available antibiotics and a potent synthetic antimicrobial polymer that consists of three key functionalities-low-fouling oligoethylene glycol, hydrophobic ethylhexyl and cationic primary amine groups. Checkerboard assays with Pseudomonas aeruginosa and Escherichia coli demonstrated synergy between our synthetic antimicrobial polymer and two antibiotics, doxycycline and colistin. Co-administration of these compounds significantly improved the bacteriostatic efficacy especially against MDR P. aeruginosa strains PA32 and PA37, where the minimal inhibitory concentrations (MICs) of polymer and antibiotics were reduced by at least 4-fold. A synergistic killing activity was observed when the antimicrobial polymer was used in combination with doxycycline, killing > 99.999% of planktonic and biofilm P. aeruginosa PAO1 upon 20 min treatment at polymer concentration of 128 μg mL −1 (4.6 μM) and doxycycline concentration of 64 μg mL −1 (133.1 μM). In addition, this synergistic combination reduced the rate of resistance development in P. aeruginosa compared to individual compounds, and was also capable of reviving susceptibility to treatment in the resistant strains.

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The effects of polymer topology and chain length on the antimicrobial activity and hemocompatibility of amphiphilic ternary copolymers

Abstract: Hyperbranched random copolymers that consist of ethylhexyl hydrophobic groups have the best selectivity compared to linear random and block copolymers.

Cited by 74 publications

References 56 publications

Biomimetic antimicrobial polymers: recent advances in molecular design

Biomimetic antimicrobial polymers: recent advances in molecular design

Amphiphilic water soluble cationic ring opening metathesis copolymer as an antibacterial agent

Synergy between Synthetic Antimicrobial Polymer and Antibiotics: A Promising Platform To Combat Multidrug-Resistant Bacteria

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