Influence of lipid bilayer composition on the activity of antimicrobial quaternary ammonium ionenes, the interplay of intrinsic lipid curvature and polymer hydrophobicity, the role of cardiolipin

Kopiasz, Rafał J.; Rukasz, Alicja; Chreptowicz, Karolina; Podgórski, Rafał; Kuźmińska, Aleksandra; Mierzejewska, Jolanta; Tomaszewski, Waldemar; Ciach, Tomasz; Jańczewski, Dominik

doi:10.1016/j.colsurfb.2021.112016

Cited by 16 publications

(30 citation statements)

References 77 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[81] However, there is no hydrodynamic radius drop even at the high concentration of C0-ionenes, which was also observed for other hydrophilic polycations. [32,82,83] Zeta-potential of LUVs covered with C0-D-PEG and C8-D-PEG is lower than for C0-D-m and C8-D-m, which remains in agreement with results reported for LUVs containing a small amount of PEGylated lipids. [81,84] Hemolytic activity of relatively hydrophilic ionenes is much lower than more hydrophobic ones (Table 2).…”

Section: The Studies On Model Bacterial Cell Membranessupporting

confidence: 89%

“…C8 ionenes show an ability to seal up the bi-layer at higher concentrations, as we reported recently for similar polymers. [32] At concentrations above 5 and 10 μg mL −1 for C8-D-PEG and C8-D-m, respectively, a drop of particle size indicates stabilization of vesicles. Amphiphilic polycations adsorb on the surface of LUVs, neutralizing the surface charge, which leads to aggregation of vesicles.…”

Section: The Studies On Model Bacterial Cell Membranesmentioning

confidence: 99%

“…The dibromides 2-C2, C-C4, 2-C8 and 2-C12 were obtained following the previously reported method. [32] 1…”

Section: -Alcoxy-35-bis(bromomethyl)benzene (2-cn)mentioning

confidence: 99%

“…To date, many different SMAMPs such as polyacrylates, [15][16][17][18] polynorbornenes, [19][20][21][22] polycarbonates, [23,24] poly-𝛽-lactams (nylon-3), [25][26][27] poly(styrene-alt-maleic anhydride) derivatives, [28][29][30][31] and ionenes [6][7][8][32][33][34][35][36][37][38][39][40][41][42] (polycations containing cationic group inside the mainchain) have been synthesized and investigated as antimicrobial agents. Published data has revealed that a hydrophilic-lipophilic balance (HLB) is one of the most important factors determining selectivity toward microbes over red blood cells (RBCs) as highlighted in many reviews.…”

Section: Introductionmentioning

confidence: 99%

“…[45] Interestingly, many reported ionenes, of which HLB is moved strongly toward hydrophilicity, are highly active against bacteria and almost no hemolytic. [6][7][8]32,[34][35][36][37][38][39][40][41] Besides AMPs produced by microorganisms, there is a large group of AMPs called host-defense peptides (HDPs), which are an important element of the innate immune system of all multicellular organisms. [46] Interestingly, besides cationic and hydrophobic groups present in a majority of reported SMAMPs, HDPs contain additional neutral, hydrophilic moieties.…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

Influence of PEG Subunit on the Biological Activity of Ionenes: Synthesis of Novel Polycations, Antimicrobial and Toxicity Studies

Kopiasz

Kulbacka

Drężek

et al. 2022

Macromolecular Bioscience

Self Cite

View full text Add to dashboard Cite

An alarming increase of antibiotic resistance among pathogens creates an urgent need to develop new antimicrobial agents. Many reported polycations show high antimicrobial activity along with low hemolytic activity. Unfortunately, most of those molecules remain highly cytotoxic against various mammalian cells. In this work, a systematic study on the impact of triethylene glycol monomethyl ether side groups (short polyethylene glycol (PEG) analog) on antimicrobial, hemolytic, and cytotoxic properties of novel amphiphilic ionenes is presented. A detailed description of synthesis, leading to well‐defined alternating polymers, which differ in structural elements responsible for hydrophilicity (PEG) and hydrophobicity (alkyl chain), is presented. Obtained results show that the PEG moiety and fine‐tuned hydrophilic‐lipophilic balance of ionenes synergistically lead to low cytotoxic, low hemolytic molecules with high activity against S. aureus, including methicillin‐resistant strains (MRSA). Additionally, the results of mechanistic studies on bacterial cells and fluorescently labeled liposomes are also discussed.

show abstract

Section: The Studies On Model Bacterial Cell Membranessupporting

confidence: 89%

Section: The Studies On Model Bacterial Cell Membranesmentioning

confidence: 99%

“…The dibromides 2-C2, C-C4, 2-C8 and 2-C12 were obtained following the previously reported method. [32] 1…”

Section: -Alcoxy-35-bis(bromomethyl)benzene (2-cn)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Influence of PEG Subunit on the Biological Activity of Ionenes: Synthesis of Novel Polycations, Antimicrobial and Toxicity Studies

Kopiasz

Kulbacka

Drężek

et al. 2022

Macromolecular Bioscience

Self Cite

View full text Add to dashboard Cite

show abstract

Unlocking the Potential: PEGylation and Molecular Weight Reduction of Ionenes for Enhanced Antifungal Activity and Biocompatibility

Kurzyna,

Kopiasz,

Paul

et al. 2024

Macromolecular Bioscience

View full text Add to dashboard Cite

Numerous synthetic polymers, imitating natural antimicrobial peptides, have demonstrated potent antimicrobial activity, positioning them as potential candidates for new antimicrobial drugs. However, the high activity of these molecules often comes at the cost of elevated toxicity against eukaryotic organisms. In this study, a series of cationic ionenes with varying molecular weights to assess the influence of polymer chain length on ionene activity is investigated. To enhance polymer antimicrobial activity and limit toxicity a PEG side chain is introduced into the repeating unit. The resulting molecules consistently exhibited high activity against three model organisms: E. coli, S. aureus and C. albicans. The incorporation of side PEG chain improves antifungal properties and biocompatibility, regardless of molecular weight. The most important finding of this work is that the reduction of polymer molecular mass led to increased antifungal activity and reduced cytotoxicity against HMF and MRC‐5 cell lines simultaneously. As a result, the best‐performing molecules reported herein displayed minimal inhibitory concentrations (MIC) as low as 2 and 0.0625 µg mL1 for C. albicans and C. tropicalis respectively, demonstrating exceptional selectivity. It is plausible that some of described herein molecules can serve as potential lead candidates for new antifungal drugs.

show abstract

Polyelectrolyte complex composite cryogels with self-antibacterial properties and wide window for simultaneous removal of multiple contaminants

Ghiorghiţă¹,

Humelnicu

Dinu³

et al. 2023

Chemical Engineering Journal

View full text Add to dashboard Cite

Influence of lipid bilayer composition on the activity of antimicrobial quaternary ammonium ionenes, the interplay of intrinsic lipid curvature and polymer hydrophobicity, the role of cardiolipin

Cited by 16 publications

References 77 publications

Influence of PEG Subunit on the Biological Activity of Ionenes: Synthesis of Novel Polycations, Antimicrobial and Toxicity Studies

Influence of PEG Subunit on the Biological Activity of Ionenes: Synthesis of Novel Polycations, Antimicrobial and Toxicity Studies

Unlocking the Potential: PEGylation and Molecular Weight Reduction of Ionenes for Enhanced Antifungal Activity and Biocompatibility

Polyelectrolyte complex composite cryogels with self-antibacterial properties and wide window for simultaneous removal of multiple contaminants

Contact Info

Product

Resources

About