Synthesis of guanidinopropyl triethoxysilane and its homopolymer as a new class of organosilicon antibacterial agents

Drozdov, Fedor V.; Tarasenkov, А. N.; Parshina, Maria S.; Cherkaev, G. V.; Strukova, Elena N.; Muzafarov, А. М.

doi:10.1016/j.jorganchem.2020.121243

Cited by 4 publications

(2 citation statements)

References 19 publications

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“…The idea of grafting polysiloxanes with chemical entities that would mime components of natural quorum-sensing molecules seems to be an attractive alternative. The library of antimicrobial and bacteriostatic polysiloxanes was thus expanded by us and others for systems containing enzymes [ 21 ] as well as residues of N -acetylcysteine [ 22 , 23 ] and guanidine [ 24 ]. Those polymeric materials were hydrophilic and some of them were even fairly soluble in water.…”

Section: Introductionmentioning

confidence: 99%

New Antiadhesive Hydrophobic Polysiloxanes

et al. 2021

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Intrinsic hydrophobicity is the reason for efficient bacterial settlement and biofilm growth on silicone materials. Those unwelcomed phenomena may play an important role in pathogen transmission. We have proposed an approach towards the development of new anti-biofilm strategies that resulted in novel antimicrobial hydrophobic silicones. Those functionalized polysiloxanes grafted with side 2-(carboxymethylthioethyl)-, 2-(n-propylamidomethylthioethyl)- and 2-(mercaptoethylamidomethylthioethyl)- groups showed a wide range of antimicrobial properties towards selected strains of bacteria (reference strains Staphylococcus aureus, Escherichia coli and water-borne isolates Agrobacterium tumefaciens, Aeromonas hydrophila), fungi (Aureobasidium pullulans) and algae (Chlorella vulgaris), which makes them valuable antibacterial and antibiofilm agents. Tested microorganisms showed various levels of biofilm formation, but particularly effective antibiofilm activity was demonstrated for bacterial isolate A. hydrophila with high adhesion abilities. In the case of modified surfaces, the relative coefficient of adhesion for this strain was 18 times lower in comparison to the control glass sample.

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Section: Introductionmentioning

confidence: 99%

New Antiadhesive Hydrophobic Polysiloxanes

et al. 2021

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“…Grafting polysiloxanes with specific chemical molecules that could mimic components of natural quorum-sensing indicators appears to be an attractive alternative. Following this line, several new antibacterial and bacteriostatic silicones have been designed by us and others [ 25 , 26 , 27 , 28 , 29 , 30 ]. The use of natural substances with antimicrobial properties (for example, 4-allyl-2-methoxyphenol (eugenol) and 3,7-dimethylocta-1,6-dien-3-ol (linalool)) may be another interesting approach to environmentally acceptable antibiofilm materials [ 31 , 32 , 33 ].…”

Section: Introductionmentioning

confidence: 99%

Hybrid Bio-Based Silicone Coatings with Anti-adhesive Properties

et al. 2023

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Hybrid polysiloxanes and polysilsesquioxanes grafted with naturally occurring bioactive phytochemicals: eugenol and linalool, were synthesized and investigated with regard to their structure and properties. The two series of materials, differing in the type of inorganic structure and the content of active groups, were coated onto the surface of glass plates, and their antibiofilm activities against bacteria Aeromonas hydrophila were assessed by luminometry and fluorescence microscopy. Bioactivity was correlated with specific properties of the hybrid coatings (chemical structure, surface free energy and adhesiveness). The functionalized polysilsesquioxanes exhibited the most favorable anti-adhesive effects. Cell adhesion after 6 days of incubation, expressed as RLU/cm2, was significantly reduced (44 and 67 for, respectively, Z-E-100 and Z-L-100, compared to 517 for the control glass carrier). The surface stickiness of polysiloxane films deteriorated their anti-adhesion properties, despite the presence of a large amount of bioactive species.

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