Synthesis, characterization and antifungal activity of quaternary derivatives of chitosan on Aspergillus flavus

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dc.contributor.authorde Oliveira Pedro, Rafael [UNESP]
dc.contributor.authorTakaki, Mirelle [UNESP]
dc.contributor.authorGorayeb, Teresa Cristina Castilho [UNESP]
dc.contributor.authorBianchi, Vanildo Luiz Del [UNESP]
dc.contributor.authorThomeo, João Cláudio [UNESP]
dc.contributor.authorTiera, Marcio José [UNESP]
dc.contributor.authorde Oliveira Tiera, Vera Aparecida [UNESP]
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.date.accessioned2014-05-27T11:28:10Z
dc.date.available2014-05-27T11:28:10Z
dc.date.issued2013-01-15
dc.description.abstractTwo series of new chitosan derivatives were synthesized by reaction of deacetylated chitosan (CH) with propyl (CH-Propyl) and pentyl (CH-Pentyl) trimethylammonium bromides to obtain derivatives with increasing degrees of substitution (DS). The derivatives were characterized by 1H NMR and potentiometric titration techniques and their antifungal activities on the mycelial growth of Aspergillus flavus were investigated in vitro. The antifungal activities increase with DS and the more substituted derivatives of both series, CH-Propyl and CH-Pentyl, exhibited antifungal activities respectively three and six times higher than those obtained with commercial and deacetylated chitosan. The minimum inhibitory concentrations (MIC) were evaluated at 24, 48 and 72h by varying the polymer concentration from 0.5 to 16g/L and the results showed that the quaternary derivatives inhibited the fungus growth at polymer concentrations four times lower than that obtained with deacetylated chitosan (CH). The chitosans modified with pentyltrimethylammonium bromide exhibited higher activity and results are discussed taking into account the degree of substitution (DS). © 2012 Elsevier GmbH.en
dc.description.affiliationDepartment of Chemistry and Environmental Sciences Institute of Biosciences, Humanities and Exact Sciences - IBILCE São Paulo State University - UNESP, São José do Rio Preto, São Paulo
dc.description.affiliationDepartment of Technology and Food Engineering Institute of Biosciences, Humanities and Exact Sciences - IBILCE São Paulo State University - UNESP, São José do Rio Preto, São Paulo
dc.description.affiliationUnespDepartment of Chemistry and Environmental Sciences Institute of Biosciences, Humanities and Exact Sciences - IBILCE São Paulo State University - UNESP, São José do Rio Preto, São Paulo
dc.description.affiliationUnespDepartment of Technology and Food Engineering Institute of Biosciences, Humanities and Exact Sciences - IBILCE São Paulo State University - UNESP, São José do Rio Preto, São Paulo
dc.format.extent50-55
dc.identifierhttp://dx.doi.org/10.1016/j.micres.2012.06.006
dc.identifier.citationMicrobiological Research, v. 168, n. 1, p. 50-55, 2013.
dc.identifier.doi10.1016/j.micres.2012.06.006
dc.identifier.file2-s2.0-84869874875.pdf
dc.identifier.issn0944-5013
dc.identifier.lattes9441894011582350
dc.identifier.lattes8796747160088337
dc.identifier.scopus2-s2.0-84869874875
dc.identifier.urihttp://hdl.handle.net/11449/74379
dc.identifier.wosWOS:000313371700007
dc.language.isoeng
dc.relation.ispartofMicrobiological Research
dc.relation.ispartofjcr2.777
dc.relation.ispartofsjr1,030
dc.rights.accessRightsAcesso aberto
dc.sourceScopus
dc.subjectAntifungal activity
dc.subjectAspergillus flavus
dc.subjectChitosan
dc.subjectDerivatives
dc.subjectMycotoxins
dc.subjectAnti-fungal activity
dc.subjectChitosan derivatives
dc.subjectDeacetylated chitosans
dc.subjectDegree of substitution
dc.subjectDegrees of substitution
dc.subjectFungus growth
dc.subjectIn-vitro
dc.subjectMinimum inhibitory concentration
dc.subjectMycelial growth
dc.subjectPolymer concentrations
dc.subjectPotentiometric titrations
dc.subjectAspergillus
dc.subjectBromine compounds
dc.subjectMultilayers
dc.subjectSynthesis (chemical)
dc.subjectTitration
dc.subjectVoltammetry
dc.subjectantifungal agent
dc.subjectchitosan
dc.subjectdrug derivative
dc.subjectantimicrobial activity
dc.subjectfungus
dc.subjectpolymer
dc.subjectthallium
dc.subjecttoxin
dc.subjectchemistry
dc.subjectdrug effect
dc.subjectmicrobial sensitivity test
dc.subjectnuclear magnetic resonance spectroscopy
dc.subjectpotentiometry
dc.subjectstructure activity relation
dc.subjectsynthesis
dc.subjecttime
dc.subjectAntifungal Agents
dc.subjectMagnetic Resonance Spectroscopy
dc.subjectMicrobial Sensitivity Tests
dc.subjectPotentiometry
dc.subjectStructure-Activity Relationship
dc.subjectTime Factors
dc.subjectFungi
dc.titleSynthesis, characterization and antifungal activity of quaternary derivatives of chitosan on Aspergillus flavusen
dc.typeArtigo
dcterms.licensehttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
unesp.author.lattes9441894011582350
unesp.author.lattes8796747160088337
unesp.author.orcid0000-0002-5472-1482[6]
unesp.author.orcid0000-0003-4431-6720[1]
unesp.campusUniversidade Estadual Paulista (Unesp), Instituto de Biociências Letras e Ciências Exatas, São José do Rio Pretopt

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Artigos - Química e Ciências Ambientais - IBILCE
Artigos - Engenharia e Tecnologia de Alimentos - IBILCE