Hemolytic and Antimicrobial Activities of a Series of Cationic Amphiphilic Copolymers Comprised of Same Centered Comonomers with Thiazole Moieties and Polyethylene Glycol Derivatives

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dc.contributor.authorCuervo Rodríguez, María Rocío
dc.contributor.authorMuñoz-Bonilla, A.
dc.contributor.authorLópez-Fabal, F.
dc.contributor.authorFernández-García, M.
dc.date.accessioned2023-06-17T09:09:10Z
dc.date.available2023-06-17T09:09:10Z
dc.date.issued2020-04-22
dc.description.abstractA series of well-defined antimicrobial polymers composed of comonomers bearing thiazole ring (2-(((2-(4-methylthiazol-5-yl)ethoxy)carbonyl)oxy)ethyl methacrylate monomer (MTZ)) and non-hemotoxic poly(ethylene glycol) side chains (poly(ethylene glycol) methyl ether methacrylate (PEGMA)) were synthesized by reversible addition-fragmentation chain transfer (RAFT) polymerization. By post-polymerization functionalization strategy, polymers were quaternized with either butyl or octyl iodides to result in cationic amphiphilic copolymers incorporating thiazolium groups, thus with variable hydrophobic/hydrophilic balance associated to the length of the alkylating agent. Likewise, the molar percentage of PEGMA was modulated in the copolymers, also affecting the amphiphilicity. The antimicrobial activities of these cationic polymers were determined against Gram-positive and Gram-negative bacteria and fungi. Minimum inhibitory concentration (MIC) was found to be dependent on both length of the alkyl hydrophobic chain and the content of PEGMA in the copolymers. More hydrophobic octylated copolymers were found to be more effective against all tested microorganisms. The incorporation of non-ionic hydrophilic units, PEGMA, reduces the hydrophobicity of the system and the activity is markedly reduced. This effect is dramatic in the case of butylated copolymers, in which the hydrophobic/hydrophilic balance is highly affected. The hemolytic properties of polymers analyzed against human red blood cells were greatly affected by the hydrophobic/hydrophilic balance of the copolymers and the content of PEGMA, which drastically reduces the hemotoxicity. The copolymers containing longer hydrophobic chain, octyl, are much more hemotoxic than their corresponding butylated copolymers.en
dc.description.departmentDepto. de Química Orgánica
dc.description.facultyFac. de Ciencias Químicas
dc.description.refereedTRUE
dc.description.sponsorshipMinisterio de Economía, Comercio y Empresa (España)
dc.description.sponsorshipAgencia Estatal de Investigación (España)
dc.description.sponsorshipFondo Europeo de Desarrollo Regional
dc.description.statuspub
dc.eprint.idhttps://eprints.ucm.es/id/eprint/66778
dc.identifier.citationR. Cuervo-Rodríguez, A. Muñoz-Bonilla, F. López-Fabal, M. Fernández-García. Hemolytic and antimicrobial activities of a series of cationic amphiphilic copolymers comprised of same centered comonomers with thiazole moieties and polyethylene glycol derivatives. Polymers. 2020 Apr 22;12: 972-84
dc.identifier.doi10.3390/polym12040972
dc.identifier.issn2073-4360
dc.identifier.officialurlhttps://doi.org/10.3390/polym12040972
dc.identifier.relatedurlhttps://www.mdpi.com/2073-4360/12/4/972
dc.identifier.urihttps://hdl.handle.net/20.500.14352/8284
dc.issue.number4
dc.journal.titlePolymers
dc.language.isoeng
dc.page.final984
dc.page.initial972
dc.publisherMDPI
dc.relation.projectIDMAT2016-78437-R
dc.rightsAttribution 4.0 International
dc.rights.accessRightsopen access
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subject.keywordAntimicrobial polymers
dc.subject.keywordAmphiphilic polymers
dc.subject.keywordHemolytic activity
dc.subject.keywordHemocompatibility
dc.subject.keywordPEGMA
dc.subject.keywordThiazole
dc.subject.ucmQuímica orgánica (Química)
dc.subject.unesco2306 Química Orgánica
dc.subject.unesco2304 Química Macromolecular
dc.titleHemolytic and Antimicrobial Activities of a Series of Cationic Amphiphilic Copolymers Comprised of Same Centered Comonomers with Thiazole Moieties and Polyethylene Glycol Derivativesen
dc.typejournal article
dc.type.hasVersionVoR
dc.volume.number12
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