Poly(silsesquioxanes) and poly(siloxanes) grafted with N-acetylcysteine for eradicating mature bacterial biofilms in water environment

Nowacka, Maria; Rygała, Anna; Kręgiel, Dorota; Kowalewska, Anna

doi:10.1016/j.colsurfb.2018.09.017

Cited by 21 publications

(21 citation statements)

References 78 publications

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“…Growth inhibition was similar for both tested strains. These results show that the wild-bacterial isolates are more resistant to NAC, NAC-Si-1 and NAC-Si-2 in M2 medium than the model collection strains E. coli and S. aureus described in our previous report [23]. Nevertheless, in M2 medium, the activity of NAC-Si-2 was similar to that of NAC-Si-1 at a 5-fold lower concentration.…”

Section: Resultssupporting

confidence: 65%

“…As we have seen, the greater flexibility of the single siloxane chain of NAC-Si-2 facilitates the rearrangement of macromolecules in the coating, so the hydrophilic groups in the topmost layer of the film may be exposed to the polar environment. In our previous studies, it was shown that NAC-Si-2 ‘catches and holds’ bacterial cells, and this can impede biofilm development [23].…”

Section: Resultsmentioning

confidence: 99%

“…So far, there has been little research on functional polymeric materials containing NAC or their effects on bacterial biofilms. Interesting results have been reported for chitosan [22] and polysiloxanes [23] functionalized with NAC. However, in these studies, bacterial ATTC collection strains of Staphylococcus aureus and Escherichia coli were used as model microorganisms.…”

Section: Introductionmentioning

confidence: 99%

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Antimicrobial and Antibiofilm N-acetyl-L-cysteine Grafted Siloxane Polymers with Potential for Use in Water Systems

Kręgiel

Rygała

Kolesińska

et al. 2019

IJMS

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Antibiofilm strategies may be based on the prevention of initial bacterial adhesion, the inhibition of biofilm maturation or biofilm eradication. N-acetyl-L-cysteine (NAC), widely used in medical treatments, offers an interesting approach to biofilm destruction. However, many Eubacteria strains are able to enzymatically decompose the NAC molecule. This is the first report on the action of two hybrid materials, NAC-Si-1 and NAC-Si-2, against bacteria isolated from a water environment: Agrobacterium tumefaciens, Aeromonas hydrophila, Citrobacter freundii, Enterobacter soli, Janthinobacterium lividum and Stenotrophomonas maltophilia. The NAC was grafted onto functional siloxane polymers to reduce its availability to bacterial enzymes. The results confirm the bioactivity of NAC. However, the final effect of its action was environment- and strain-dependent. Moreover, all the tested bacterial strains showed the ability to degrade NAC by various metabolic routes. The NAC polymers were less effective bacterial inhibitors than NAC, but more effective at eradicating mature bacterial biofilms.

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Section: Resultssupporting

confidence: 65%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Antimicrobial and Antibiofilm N-acetyl-L-cysteine Grafted Siloxane Polymers with Potential for Use in Water Systems

Kręgiel

Rygała

Kolesińska

et al. 2019

IJMS

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“…Polysiloxanes and polysilsesquioxanes bearing vinyl groups were grafted with N-acetylcysteine molecules via a thiol-alkene addition [ 27 ]. The functionalised materials were then used to produce thin films and compared with N-acetylcysteine in terms of their efficacy against common bacteria and found to exhibit good performance in eradicating biofilms.…”

Section: Graft Copolymers Bearing Polysiloxane Unitsmentioning

confidence: 99%

Siloxanes—Versatile Materials for Surface Functionalisation and Graft Copolymers

Glosz

Stolarczyk

2020

IJMS

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Siloxanes are adaptable species that have found extensive applications as versatile materials for functionalising various surfaces and as building blocks for polymers and hybrid organic-inorganic systems. The primary goal of this review is to report on and briefly explain the most relevant recent developments related to siloxanes and their applications, particularly regarding surface modification and the synthesis of graft copolymers bearing siloxane or polysiloxane segments. The key strategies for both functionalisation and synthesis of siloxane-bearing polymers are highlighted, and the various trends in the development of siloxane-based materials and the intended directions of their applications are explored.

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“…The thiol‐ene reaction has been increasingly used in the last years for functionalizing polysiloxanes . It has been used notably for preparing hydrophilic or amphiphilic polysiloxanes, surface functionalized PDMS elastomers, antibacterial silicones, elastomers for modulating cell adhesion, self‐healing polysiloxanes, polysiloxane elastomers with optical properties, liquid crystal polysiloxanes, electroactive ferrocene‐grafted polysiloxanes, polysiloxanes with tunable dielectric properties, or contact lens elastomers . Thiol‐ene strategy is also used in the case of polysiloxanes for getting an efficient, orthogonal cross‐linking, often initiated photochemically and consequently, has been adapted to electrospinning and 3D printing …”

Section: Introductionmentioning

confidence: 99%

Polysiloxanes Modified by Thiol‐Ene Reaction and Their Interaction with Gold Nanoparticles

Lemonier

Marty

Fitremann

2019

Helvetica Chimica Acta

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A poly(vinylmethyl‐co‐dimethyl)siloxane has been functionalized with phenylethanethiol, N‐methylmercaptoacetamide and heptadecafluoro‐1‐decanethiol by a thermal radical thiol‐ene reaction initiated by azobisisobutyronitrile. The resulting polymers were obtained in good yields with most of the time a complete conversion of the vinyl groups. The reaction also preserved the fragile polysiloxane backbone. The polymer, grafted with about 25 % of mercapto‐acetamide groups is soluble in polar solvents such as dimethylformamide and dimethyl sulfoxide, opening the way for further functionalization with polar molecules such as unprotected carbohydrates. Spherical and branched gold nanoparticles were coated with these polymers. This coating induced a surface resonance plasmon shift resulting from the interaction of the grafted polysiloxanes with the nanoparticle surface. The shift can be explained by the variation of the refractive index of the side groups but may be also related to the self‐organization of polysiloxanes and their interactions with the gold surface depending on their polarity.

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Poly(silsesquioxanes) and poly(siloxanes) grafted with N-acetylcysteine for eradicating mature bacterial biofilms in water environment

Cited by 21 publications

References 78 publications

Antimicrobial and Antibiofilm N-acetyl-L-cysteine Grafted Siloxane Polymers with Potential for Use in Water Systems

Antimicrobial and Antibiofilm N-acetyl-L-cysteine Grafted Siloxane Polymers with Potential for Use in Water Systems

Siloxanes—Versatile Materials for Surface Functionalisation and Graft Copolymers

Polysiloxanes Modified by Thiol‐Ene Reaction and Their Interaction with Gold Nanoparticles

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