Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus

Autores
Sosa Santillán, Gerardo de Jesús; Zugasti Cruz, Alejandro; Enríquez Medrano, Francisco Javier; Avérous, Luc; Pollet, Eric; Valdés Ramos, Karyme Guadalupe; Gomez, Cesar Gerardo; Romero, Marcelo Ricardo; Garcia Lobato, Marco Antonio; Pérez Aguilar, Nancy Verónica; Oyervides Muñoz, Ernesto
Año de publicación
2022
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Three novel starch derivatives with antibacterial properties are synthesized through a rather simple multistep synthesis route. In a first step, sodium periodate oxidation of the hydroxyl groups (C2–C3) of starch yields a di-aldehyde structure, which is used to attach N,N-dimethylbenzylamine by Schiff base formation. Then, the amino groups of aminated starch are quaternized with three different ammonium salts (4-bromobutyl-pyridinium bromide, 4-bromobutyl-benzalkonium bromide, and 4-bromobutyl-quinolinium bromide). The different resulting products are fully characterized by FTIR, 1H NMR, and SEC analysis. Their antibacterial properties are evaluated against Escherichia coli and Staphylococcus aureus in vitro to obtain minimum inhibitory and bactericidal concentrations. All the starch derivatives show strong antibacterial activities against Gram-negative E. coli strain and Gram-positive S. aureus. Finally, hemolysis assays show that two of the starch derivatives obtained have no significant hemolytic effect on isolated human red cells.
Fil: Sosa Santillán, Gerardo de Jesús. Universidad Autónoma de Coahuila; México
Fil: Zugasti Cruz, Alejandro. Universidad Autónoma de Coahuila; México
Fil: Enríquez Medrano, Francisco Javier. Centro de Investigación En Quí­mica Aplicada; México
Fil: Avérous, Luc. Université de Strasbourg; Francia
Fil: Pollet, Eric. Université de Strasbourg; Francia
Fil: Valdés Ramos, Karyme Guadalupe. Universidad Autónoma de Coahuila; México
Fil: Gomez, Cesar Gerardo. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; Argentina
Fil: Romero, Marcelo Ricardo. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; Argentina
Fil: Garcia Lobato, Marco Antonio. Universidad Autónoma de Coahuila; México
Fil: Pérez Aguilar, Nancy Verónica. Universidad Autónoma de Coahuila; México
Fil: Oyervides Muñoz, Ernesto. Universidad Autónoma de Coahuila; México
Materia
AMMONIUM SALTS
ANTIBACTERIAL
BIOCOMPATIBLE
SODIUM PERIODATE
STARCH
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/202423

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oai_identifier_str oai:ri.conicet.gov.ar:11336/202423
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureusSosa Santillán, Gerardo de JesúsZugasti Cruz, AlejandroEnríquez Medrano, Francisco JavierAvérous, LucPollet, EricValdés Ramos, Karyme GuadalupeGomez, Cesar GerardoRomero, Marcelo RicardoGarcia Lobato, Marco AntonioPérez Aguilar, Nancy VerónicaOyervides Muñoz, ErnestoAMMONIUM SALTSANTIBACTERIALBIOCOMPATIBLESODIUM PERIODATESTARCHhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Three novel starch derivatives with antibacterial properties are synthesized through a rather simple multistep synthesis route. In a first step, sodium periodate oxidation of the hydroxyl groups (C2–C3) of starch yields a di-aldehyde structure, which is used to attach N,N-dimethylbenzylamine by Schiff base formation. Then, the amino groups of aminated starch are quaternized with three different ammonium salts (4-bromobutyl-pyridinium bromide, 4-bromobutyl-benzalkonium bromide, and 4-bromobutyl-quinolinium bromide). The different resulting products are fully characterized by FTIR, 1H NMR, and SEC analysis. Their antibacterial properties are evaluated against Escherichia coli and Staphylococcus aureus in vitro to obtain minimum inhibitory and bactericidal concentrations. All the starch derivatives show strong antibacterial activities against Gram-negative E. coli strain and Gram-positive S. aureus. Finally, hemolysis assays show that two of the starch derivatives obtained have no significant hemolytic effect on isolated human red cells.Fil: Sosa Santillán, Gerardo de Jesús. Universidad Autónoma de Coahuila; MéxicoFil: Zugasti Cruz, Alejandro. Universidad Autónoma de Coahuila; MéxicoFil: Enríquez Medrano, Francisco Javier. Centro de Investigación En Quí­mica Aplicada; MéxicoFil: Avérous, Luc. Université de Strasbourg; FranciaFil: Pollet, Eric. Université de Strasbourg; FranciaFil: Valdés Ramos, Karyme Guadalupe. Universidad Autónoma de Coahuila; MéxicoFil: Gomez, Cesar Gerardo. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; ArgentinaFil: Romero, Marcelo Ricardo. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; ArgentinaFil: Garcia Lobato, Marco Antonio. Universidad Autónoma de Coahuila; MéxicoFil: Pérez Aguilar, Nancy Verónica. Universidad Autónoma de Coahuila; MéxicoFil: Oyervides Muñoz, Ernesto. Universidad Autónoma de Coahuila; MéxicoWiley VCH Verlag2022-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/202423Sosa Santillán, Gerardo de Jesús; Zugasti Cruz, Alejandro; Enríquez Medrano, Francisco Javier; Avérous, Luc; Pollet, Eric; et al.; Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus; Wiley VCH Verlag; Starch/starke; 74; 7-8; 7-2022; 2100142 -21001490038-9056CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/10.1002/star.202100142info:eu-repo/semantics/altIdentifier/doi/10.1002/star.202100142info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T12:06:00Zoai:ri.conicet.gov.ar:11336/202423instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 12:06:00.78CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus
title Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus
spellingShingle Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus
Sosa Santillán, Gerardo de Jesús
AMMONIUM SALTS
ANTIBACTERIAL
BIOCOMPATIBLE
SODIUM PERIODATE
STARCH
title_short Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus
title_full Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus
title_fullStr Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus
title_full_unstemmed Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus
title_sort Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus
dc.creator.none.fl_str_mv Sosa Santillán, Gerardo de Jesús
Zugasti Cruz, Alejandro
Enríquez Medrano, Francisco Javier
Avérous, Luc
Pollet, Eric
Valdés Ramos, Karyme Guadalupe
Gomez, Cesar Gerardo
Romero, Marcelo Ricardo
Garcia Lobato, Marco Antonio
Pérez Aguilar, Nancy Verónica
Oyervides Muñoz, Ernesto
author Sosa Santillán, Gerardo de Jesús
author_facet Sosa Santillán, Gerardo de Jesús
Zugasti Cruz, Alejandro
Enríquez Medrano, Francisco Javier
Avérous, Luc
Pollet, Eric
Valdés Ramos, Karyme Guadalupe
Gomez, Cesar Gerardo
Romero, Marcelo Ricardo
Garcia Lobato, Marco Antonio
Pérez Aguilar, Nancy Verónica
Oyervides Muñoz, Ernesto
author_role author
author2 Zugasti Cruz, Alejandro
Enríquez Medrano, Francisco Javier
Avérous, Luc
Pollet, Eric
Valdés Ramos, Karyme Guadalupe
Gomez, Cesar Gerardo
Romero, Marcelo Ricardo
Garcia Lobato, Marco Antonio
Pérez Aguilar, Nancy Verónica
Oyervides Muñoz, Ernesto
author2_role author
author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv AMMONIUM SALTS
ANTIBACTERIAL
BIOCOMPATIBLE
SODIUM PERIODATE
STARCH
topic AMMONIUM SALTS
ANTIBACTERIAL
BIOCOMPATIBLE
SODIUM PERIODATE
STARCH
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Three novel starch derivatives with antibacterial properties are synthesized through a rather simple multistep synthesis route. In a first step, sodium periodate oxidation of the hydroxyl groups (C2–C3) of starch yields a di-aldehyde structure, which is used to attach N,N-dimethylbenzylamine by Schiff base formation. Then, the amino groups of aminated starch are quaternized with three different ammonium salts (4-bromobutyl-pyridinium bromide, 4-bromobutyl-benzalkonium bromide, and 4-bromobutyl-quinolinium bromide). The different resulting products are fully characterized by FTIR, 1H NMR, and SEC analysis. Their antibacterial properties are evaluated against Escherichia coli and Staphylococcus aureus in vitro to obtain minimum inhibitory and bactericidal concentrations. All the starch derivatives show strong antibacterial activities against Gram-negative E. coli strain and Gram-positive S. aureus. Finally, hemolysis assays show that two of the starch derivatives obtained have no significant hemolytic effect on isolated human red cells.
Fil: Sosa Santillán, Gerardo de Jesús. Universidad Autónoma de Coahuila; México
Fil: Zugasti Cruz, Alejandro. Universidad Autónoma de Coahuila; México
Fil: Enríquez Medrano, Francisco Javier. Centro de Investigación En Quí­mica Aplicada; México
Fil: Avérous, Luc. Université de Strasbourg; Francia
Fil: Pollet, Eric. Université de Strasbourg; Francia
Fil: Valdés Ramos, Karyme Guadalupe. Universidad Autónoma de Coahuila; México
Fil: Gomez, Cesar Gerardo. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; Argentina
Fil: Romero, Marcelo Ricardo. Universidad Nacional de Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigación y Desarrollo en Ingeniería de Procesos y Química Aplicada; Argentina
Fil: Garcia Lobato, Marco Antonio. Universidad Autónoma de Coahuila; México
Fil: Pérez Aguilar, Nancy Verónica. Universidad Autónoma de Coahuila; México
Fil: Oyervides Muñoz, Ernesto. Universidad Autónoma de Coahuila; México
description Three novel starch derivatives with antibacterial properties are synthesized through a rather simple multistep synthesis route. In a first step, sodium periodate oxidation of the hydroxyl groups (C2–C3) of starch yields a di-aldehyde structure, which is used to attach N,N-dimethylbenzylamine by Schiff base formation. Then, the amino groups of aminated starch are quaternized with three different ammonium salts (4-bromobutyl-pyridinium bromide, 4-bromobutyl-benzalkonium bromide, and 4-bromobutyl-quinolinium bromide). The different resulting products are fully characterized by FTIR, 1H NMR, and SEC analysis. Their antibacterial properties are evaluated against Escherichia coli and Staphylococcus aureus in vitro to obtain minimum inhibitory and bactericidal concentrations. All the starch derivatives show strong antibacterial activities against Gram-negative E. coli strain and Gram-positive S. aureus. Finally, hemolysis assays show that two of the starch derivatives obtained have no significant hemolytic effect on isolated human red cells.
publishDate 2022
dc.date.none.fl_str_mv 2022-07
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/202423
Sosa Santillán, Gerardo de Jesús; Zugasti Cruz, Alejandro; Enríquez Medrano, Francisco Javier; Avérous, Luc; Pollet, Eric; et al.; Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus; Wiley VCH Verlag; Starch/starke; 74; 7-8; 7-2022; 2100142 -2100149
0038-9056
CONICET Digital
CONICET
url http://hdl.handle.net/11336/202423
identifier_str_mv Sosa Santillán, Gerardo de Jesús; Zugasti Cruz, Alejandro; Enríquez Medrano, Francisco Javier; Avérous, Luc; Pollet, Eric; et al.; Synthesis, characterization, and antibacterial activities of novel starch derivatives against E. coli and S. aureus; Wiley VCH Verlag; Starch/starke; 74; 7-8; 7-2022; 2100142 -2100149
0038-9056
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/10.1002/star.202100142
info:eu-repo/semantics/altIdentifier/doi/10.1002/star.202100142
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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