Synthesis, Enzymatic Degradation, and Polymer-Miscibility Evaluation of Nonionic Antimicrobial Hyperbranched Polyesters with Indole or Isatin Functionalities

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dc.authoridZhang, Baozhong/0000-0002-7308-1572
dc.authoridLinares-Pasten, Javier/0000-0001-6999-6334
dc.authoridRaina, Deepak Bushan/0000-0001-8767-892X
dc.contributor.authorLi, Xiaoya
dc.contributor.authorIlk, Sedef
dc.contributor.authorLinares-Pasten, Javier A.
dc.contributor.authorLiu, Yang
dc.contributor.authorRaina, Deepak Bushan
dc.contributor.authorDemircan, Deniz
dc.contributor.authorZhang, Baozhong
dc.date.accessioned2024-11-07T13:35:19Z
dc.date.available2024-11-07T13:35:19Z
dc.date.issued2021
dc.departmentNiğde Ömer Halisdemir Üniversitesi
dc.description.abstractMost macromolecular antimicrobials are ionic and thus lack miscibility/compatibility with nonionic substrate materials. In this context, nonionic hyperbranched polyesters (HBPs) with indole or isatin functionality were rationally designed, synthesized, and characterized. Antimicrobial disk diffusion assay indicated that these HBPs showed significant antibacterial activity against 8 human pathogenic bacteria compared to small molecules with indole or isatin groups. According to DSC measurements, up to 20% indole-based HBP is miscible with biodegradable polyesters (polyhydroxybutyrate or polycaprolactone), which can be attributed to the favorable hydrogen bonding between the N-H moiety of indole and the C=O of polyesters. HBPs with isatin or methylindole were completely immiscible with the same matrices. None of the HBPs leaked out from plastic matrix after being immersed in water for 5 days. The incorporation of indole into HBPs as well as small molecules facilitated their enzymatic degradation with PETase from Ideonella sakaiensis, while isatin had a complex impact. Molecular docking simulations of monomeric molecules with PETase revealed different orientations of the molecules at the active site due to the presence of indole or isatin groups, which could be related to the observed different enzymatic degradation behavior. Finally, biocompatibility analysis with a mammalian cell line showed the negligible cytotoxic effect of the fabricated HBPs.
dc.description.sponsorshipMistra Foundation (the STEPS project) [2016/1489]; Crafoord Foundation [20160774, 20180939]; Aforsk Foundation [16-479]; Guangzhou Elite Education Program; Royal Physiographic Society in Lund; J. Gust. Richert Foundation
dc.description.sponsorshipThis work was financially supported by the Mistra Foundation (the STEPS project, No. 2016/1489), the Crafoord Foundation (Nos. 20160774 and 20180939), the Aforsk Foundation (No. 16-479), the Guangzhou Elite Education Program, and the Royal Physiographic Society in Lund. J.A.L.P. acknowledges the J. Gust. Richert Foundation for financial support.
dc.identifier.doi10.1021/acs.biomac.1c00343
dc.identifier.endpage2271
dc.identifier.issn1525-7797
dc.identifier.issn1526-4602
dc.identifier.issue5
dc.identifier.pmid33900740
dc.identifier.scopus2-s2.0-85106495091
dc.identifier.scopusqualityQ1
dc.identifier.startpage2256
dc.identifier.urihttps://doi.org/10.1021/acs.biomac.1c00343
dc.identifier.urihttps://hdl.handle.net/11480/16451
dc.identifier.volume22
dc.identifier.wosWOS:000651049600043
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherAmer Chemical Soc
dc.relation.ispartofBiomacromolecules
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_20241106
dc.subjectCrystallization Behavior
dc.subjectThermal-Properties
dc.subjectDendrimers
dc.subjectMorphology
dc.subjectPoly(3-Hydroxybutyrate)
dc.subjectPolyelectrolytes
dc.subjectDiscovery
dc.subjectChemistry
dc.subjectCopolymer
dc.subjectToxicity
dc.titleSynthesis, Enzymatic Degradation, and Polymer-Miscibility Evaluation of Nonionic Antimicrobial Hyperbranched Polyesters with Indole or Isatin Functionalities
dc.typeArticle

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