Effects of lysozyme on the activity of ionic of fluoroquinolone species

Autores
Pérez, Hugo Alejandro; Bustos, Ana Yanina; Taranto, Maria Pia; Frías, María de los Ángeles; Ledesma, Ana Estela
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Fluoroquinolones (FQs) constitute an important class of biologically active broad-spectrum antibacterial drugs that are which are in contact with many biological fluids under different acidity conditions. We studied the reactivity of ciprofloxacin (Cpx) and levofloxacin (Lev) and their interaction with lysozyme (Lyz) at different pH values, using UV-visible absorption, fluorescence, infrared spectroscopies supported by DFT calculation and docking. In addition, by antimicrobial assays, the biological consequences of the interaction were evaluated. DFT calculation predicted that the FQ cationic species present at acid pH have lower stabilization energies, with an electric charge rearrangement because of their interactions with solvent molecules. NBO and frontier orbital calculations evidenced the role of two charged centers, NH 2 + and COO − , for interactions by electronic delocalization effects. Both FQs bind to Lyz via a static quenching with a higher interaction in neutral medium. The interaction induces a structural rearrangement in β-sheet content while in basic pH a protective effect against the denaturation of Lyz was inferred. The analysis of thermodynamic parameters and docking showed that hydrophobic, electrostatic forces and hydrogen bond are the responsible of Cpx-Lyz and Lev-Lyz associations. Antimicrobial assays evidenced an antagonist effect of Lyz in acid medium while in neutral medium the FQs’ activities were not modified by Lyz.
Fil: Pérez, Hugo Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero. Facultad de Ciencias Exactas y Tecnologías; Argentina
Fil: Bustos, Ana Yanina. Universidad Nacional de Santiago del Estero; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Taranto, Maria Pia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Centro de Referencia para Lactobacilos; Argentina
Fil: Frías, María de los Ángeles. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero; Argentina
Fil: Ledesma, Ana Estela. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero; Argentina
Materia
ANTIMICROBIAL ACTIVITY
DFT CALCULATIONS
DOCKING
FLUOROQUINOLONE
LYSOZYME
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:11336/82015
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/82015
network_acronym_str CONICETDig
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network_name_str CONICET Digital (CONICET)
spelling Effects of lysozyme on the activity of ionic of fluoroquinolone speciesPérez, Hugo AlejandroBustos, Ana YaninaTaranto, Maria PiaFrías, María de los ÁngelesLedesma, Ana EstelaANTIMICROBIAL ACTIVITYDFT CALCULATIONSDOCKINGFLUOROQUINOLONELYSOZYMEhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Fluoroquinolones (FQs) constitute an important class of biologically active broad-spectrum antibacterial drugs that are which are in contact with many biological fluids under different acidity conditions. We studied the reactivity of ciprofloxacin (Cpx) and levofloxacin (Lev) and their interaction with lysozyme (Lyz) at different pH values, using UV-visible absorption, fluorescence, infrared spectroscopies supported by DFT calculation and docking. In addition, by antimicrobial assays, the biological consequences of the interaction were evaluated. DFT calculation predicted that the FQ cationic species present at acid pH have lower stabilization energies, with an electric charge rearrangement because of their interactions with solvent molecules. NBO and frontier orbital calculations evidenced the role of two charged centers, NH 2 + and COO − , for interactions by electronic delocalization effects. Both FQs bind to Lyz via a static quenching with a higher interaction in neutral medium. The interaction induces a structural rearrangement in β-sheet content while in basic pH a protective effect against the denaturation of Lyz was inferred. The analysis of thermodynamic parameters and docking showed that hydrophobic, electrostatic forces and hydrogen bond are the responsible of Cpx-Lyz and Lev-Lyz associations. Antimicrobial assays evidenced an antagonist effect of Lyz in acid medium while in neutral medium the FQs’ activities were not modified by Lyz.Fil: Pérez, Hugo Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero. Facultad de Ciencias Exactas y Tecnologías; ArgentinaFil: Bustos, Ana Yanina. Universidad Nacional de Santiago del Estero; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Taranto, Maria Pia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Centro de Referencia para Lactobacilos; ArgentinaFil: Frías, María de los Ángeles. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero; ArgentinaFil: Ledesma, Ana Estela. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero; ArgentinaMolecular Diversity Preservation International2018-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/82015Pérez, Hugo Alejandro; Bustos, Ana Yanina; Taranto, Maria Pia; Frías, María de los Ángeles; Ledesma, Ana Estela; Effects of lysozyme on the activity of ionic of fluoroquinolone species; Molecular Diversity Preservation International; Molecules; 23; 4; 3-2018; 741-7611420-3049CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.mdpi.com/1420-3049/23/4/741info:eu-repo/semantics/altIdentifier/doi/10.3390/molecules23040741info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T12:03:14Zoai:ri.conicet.gov.ar:11336/82015instacron: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 12:03:14.697CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Effects of lysozyme on the activity of ionic of fluoroquinolone species
title Effects of lysozyme on the activity of ionic of fluoroquinolone species
spellingShingle Effects of lysozyme on the activity of ionic of fluoroquinolone species
Pérez, Hugo Alejandro
ANTIMICROBIAL ACTIVITY
DFT CALCULATIONS
DOCKING
FLUOROQUINOLONE
LYSOZYME
title_short Effects of lysozyme on the activity of ionic of fluoroquinolone species
title_full Effects of lysozyme on the activity of ionic of fluoroquinolone species
title_fullStr Effects of lysozyme on the activity of ionic of fluoroquinolone species
title_full_unstemmed Effects of lysozyme on the activity of ionic of fluoroquinolone species
title_sort Effects of lysozyme on the activity of ionic of fluoroquinolone species
dc.creator.none.fl_str_mv Pérez, Hugo Alejandro
Bustos, Ana Yanina
Taranto, Maria Pia
Frías, María de los Ángeles
Ledesma, Ana Estela
author Pérez, Hugo Alejandro
author_facet Pérez, Hugo Alejandro
Bustos, Ana Yanina
Taranto, Maria Pia
Frías, María de los Ángeles
Ledesma, Ana Estela
author_role author
author2 Bustos, Ana Yanina
Taranto, Maria Pia
Frías, María de los Ángeles
Ledesma, Ana Estela
author2_role author
author
author
author
dc.subject.none.fl_str_mv ANTIMICROBIAL ACTIVITY
DFT CALCULATIONS
DOCKING
FLUOROQUINOLONE
LYSOZYME
topic ANTIMICROBIAL ACTIVITY
DFT CALCULATIONS
DOCKING
FLUOROQUINOLONE
LYSOZYME
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Fluoroquinolones (FQs) constitute an important class of biologically active broad-spectrum antibacterial drugs that are which are in contact with many biological fluids under different acidity conditions. We studied the reactivity of ciprofloxacin (Cpx) and levofloxacin (Lev) and their interaction with lysozyme (Lyz) at different pH values, using UV-visible absorption, fluorescence, infrared spectroscopies supported by DFT calculation and docking. In addition, by antimicrobial assays, the biological consequences of the interaction were evaluated. DFT calculation predicted that the FQ cationic species present at acid pH have lower stabilization energies, with an electric charge rearrangement because of their interactions with solvent molecules. NBO and frontier orbital calculations evidenced the role of two charged centers, NH 2 + and COO − , for interactions by electronic delocalization effects. Both FQs bind to Lyz via a static quenching with a higher interaction in neutral medium. The interaction induces a structural rearrangement in β-sheet content while in basic pH a protective effect against the denaturation of Lyz was inferred. The analysis of thermodynamic parameters and docking showed that hydrophobic, electrostatic forces and hydrogen bond are the responsible of Cpx-Lyz and Lev-Lyz associations. Antimicrobial assays evidenced an antagonist effect of Lyz in acid medium while in neutral medium the FQs’ activities were not modified by Lyz.
Fil: Pérez, Hugo Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero. Facultad de Ciencias Exactas y Tecnologías; Argentina
Fil: Bustos, Ana Yanina. Universidad Nacional de Santiago del Estero; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Taranto, Maria Pia. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Centro de Referencia para Lactobacilos; Argentina
Fil: Frías, María de los Ángeles. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero; Argentina
Fil: Ledesma, Ana Estela. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Santiago del Estero; Argentina
description Fluoroquinolones (FQs) constitute an important class of biologically active broad-spectrum antibacterial drugs that are which are in contact with many biological fluids under different acidity conditions. We studied the reactivity of ciprofloxacin (Cpx) and levofloxacin (Lev) and their interaction with lysozyme (Lyz) at different pH values, using UV-visible absorption, fluorescence, infrared spectroscopies supported by DFT calculation and docking. In addition, by antimicrobial assays, the biological consequences of the interaction were evaluated. DFT calculation predicted that the FQ cationic species present at acid pH have lower stabilization energies, with an electric charge rearrangement because of their interactions with solvent molecules. NBO and frontier orbital calculations evidenced the role of two charged centers, NH 2 + and COO − , for interactions by electronic delocalization effects. Both FQs bind to Lyz via a static quenching with a higher interaction in neutral medium. The interaction induces a structural rearrangement in β-sheet content while in basic pH a protective effect against the denaturation of Lyz was inferred. The analysis of thermodynamic parameters and docking showed that hydrophobic, electrostatic forces and hydrogen bond are the responsible of Cpx-Lyz and Lev-Lyz associations. Antimicrobial assays evidenced an antagonist effect of Lyz in acid medium while in neutral medium the FQs’ activities were not modified by Lyz.
publishDate 2018
dc.date.none.fl_str_mv 2018-03
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/11336/82015
Pérez, Hugo Alejandro; Bustos, Ana Yanina; Taranto, Maria Pia; Frías, María de los Ángeles; Ledesma, Ana Estela; Effects of lysozyme on the activity of ionic of fluoroquinolone species; Molecular Diversity Preservation International; Molecules; 23; 4; 3-2018; 741-761
1420-3049
CONICET Digital
CONICET
url http://hdl.handle.net/11336/82015
identifier_str_mv Pérez, Hugo Alejandro; Bustos, Ana Yanina; Taranto, Maria Pia; Frías, María de los Ángeles; Ledesma, Ana Estela; Effects of lysozyme on the activity of ionic of fluoroquinolone species; Molecular Diversity Preservation International; Molecules; 23; 4; 3-2018; 741-761
1420-3049
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.mdpi.com/1420-3049/23/4/741
info:eu-repo/semantics/altIdentifier/doi/10.3390/molecules23040741
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
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Molecular Diversity Preservation International
publisher.none.fl_str_mv Molecular Diversity Preservation International
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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score 12.982451

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