Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR

Autores
Reiner, Gabriela de Las Nieves; Fraceto, Leonardo Fernandes; Paula, Eneida de; Perillo, Maria Angelica; Garcia, Daniel Asmed
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The phenols propofol and thymol, and lately carvacrol, eugenol and chlorothymol, have been shown to act as positive allosteric modulators on GABAA receptor, which is the main inhibitory receptor of the central nervous system. GABAA receptor is an intrinsic membrane protein which activity may be affected by surface-active compounds and by physical changes in the membrane. Recently, we demonstrated that these phenols interacted with the lipid membrane phase, suggesting their anesthetic activity could be the combined result of their specific (with receptor proteins) as well as nonspecific (with surrounding lipid molecules) interaction modulating the supramolecular organization of the receptor environment. In the current study, by using 1H-NMR spectroscopy, we have investigated the effects of the insertion and the possible preferential location of the five phenol derivatives with GABAergic activity on EPC membranes. The results indicate that all compounds are able to insert in EPC phospholipid vesicles and to locate in the region between the polar group (choline molecule), the glycerol and the first atoms of the acyl chains, being the more lipophilic compounds (propofol and chlorothymol) that seem to prefer a deeper bilayer insertion. The location of the phenol molecules would reduce the repulsive forces among phospholipids head groups allowing closer molecular packing and finally diminishing the mobility of the hydrocarbon chains, as revealed by 1H spin relaxation times.
Fil: Reiner, Gabriela de Las Nieves. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina. Universidade Estadual de Campinas; Brasil. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
Fil: Fraceto, Leonardo Fernandes. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
Fil: Paula, Eneida de. Universidade Estadual de Campinas; Brasil
Fil: Perillo, Maria Angelica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina
Fil: Garcia, Daniel Asmed. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina
Materia
Vesiculas unilamelares grandes
Phospholipids
GABAergic phenols
1H-NMR
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:11336/25730
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/25730
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMRReiner, Gabriela de Las NievesFraceto, Leonardo FernandesPaula, Eneida dePerillo, Maria AngelicaGarcia, Daniel AsmedVesiculas unilamelares grandesPhospholipidsGABAergic phenols1H-NMRhttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1The phenols propofol and thymol, and lately carvacrol, eugenol and chlorothymol, have been shown to act as positive allosteric modulators on GABAA receptor, which is the main inhibitory receptor of the central nervous system. GABAA receptor is an intrinsic membrane protein which activity may be affected by surface-active compounds and by physical changes in the membrane. Recently, we demonstrated that these phenols interacted with the lipid membrane phase, suggesting their anesthetic activity could be the combined result of their specific (with receptor proteins) as well as nonspecific (with surrounding lipid molecules) interaction modulating the supramolecular organization of the receptor environment. In the current study, by using 1H-NMR spectroscopy, we have investigated the effects of the insertion and the possible preferential location of the five phenol derivatives with GABAergic activity on EPC membranes. The results indicate that all compounds are able to insert in EPC phospholipid vesicles and to locate in the region between the polar group (choline molecule), the glycerol and the first atoms of the acyl chains, being the more lipophilic compounds (propofol and chlorothymol) that seem to prefer a deeper bilayer insertion. The location of the phenol molecules would reduce the repulsive forces among phospholipids head groups allowing closer molecular packing and finally diminishing the mobility of the hydrocarbon chains, as revealed by 1H spin relaxation times.Fil: Reiner, Gabriela de Las Nieves. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina. Universidade Estadual de Campinas; Brasil. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Fraceto, Leonardo Fernandes. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Paula, Eneida de. Universidade Estadual de Campinas; BrasilFil: Perillo, Maria Angelica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; ArgentinaFil: Garcia, Daniel Asmed. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; ArgentinaScientific Research Publishing2013-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/25730Reiner, Gabriela de Las Nieves; Fraceto, Leonardo Fernandes; Paula, Eneida de; Perillo, Maria Angelica; Garcia, Daniel Asmed; Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR; Scientific Research Publishing; Journal of Biomaterials and Nanobiotechnology; 4; 3A; 6-2013; 1-7; 336262158-7043CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.4236/jbnb.2013.43A004info:eu-repo/semantics/altIdentifier/url/http://file.scirp.org/Html/4-3200285_33626.htminfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:57:19Zoai:ri.conicet.gov.ar:11336/25730instacron: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:34982025-09-29 09:57:19.276CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR
title Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR
spellingShingle Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR
Reiner, Gabriela de Las Nieves
Vesiculas unilamelares grandes
Phospholipids
GABAergic phenols
1H-NMR
title_short Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR
title_full Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR
title_fullStr Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR
title_full_unstemmed Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR
title_sort Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR
dc.creator.none.fl_str_mv Reiner, Gabriela de Las Nieves
Fraceto, Leonardo Fernandes
Paula, Eneida de
Perillo, Maria Angelica
Garcia, Daniel Asmed
author Reiner, Gabriela de Las Nieves
author_facet Reiner, Gabriela de Las Nieves
Fraceto, Leonardo Fernandes
Paula, Eneida de
Perillo, Maria Angelica
Garcia, Daniel Asmed
author_role author
author2 Fraceto, Leonardo Fernandes
Paula, Eneida de
Perillo, Maria Angelica
Garcia, Daniel Asmed
author2_role author
author
author
author
dc.subject.none.fl_str_mv Vesiculas unilamelares grandes
Phospholipids
GABAergic phenols
1H-NMR
topic Vesiculas unilamelares grandes
Phospholipids
GABAergic phenols
1H-NMR
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The phenols propofol and thymol, and lately carvacrol, eugenol and chlorothymol, have been shown to act as positive allosteric modulators on GABAA receptor, which is the main inhibitory receptor of the central nervous system. GABAA receptor is an intrinsic membrane protein which activity may be affected by surface-active compounds and by physical changes in the membrane. Recently, we demonstrated that these phenols interacted with the lipid membrane phase, suggesting their anesthetic activity could be the combined result of their specific (with receptor proteins) as well as nonspecific (with surrounding lipid molecules) interaction modulating the supramolecular organization of the receptor environment. In the current study, by using 1H-NMR spectroscopy, we have investigated the effects of the insertion and the possible preferential location of the five phenol derivatives with GABAergic activity on EPC membranes. The results indicate that all compounds are able to insert in EPC phospholipid vesicles and to locate in the region between the polar group (choline molecule), the glycerol and the first atoms of the acyl chains, being the more lipophilic compounds (propofol and chlorothymol) that seem to prefer a deeper bilayer insertion. The location of the phenol molecules would reduce the repulsive forces among phospholipids head groups allowing closer molecular packing and finally diminishing the mobility of the hydrocarbon chains, as revealed by 1H spin relaxation times.
Fil: Reiner, Gabriela de Las Nieves. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina. Universidade Estadual de Campinas; Brasil. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
Fil: Fraceto, Leonardo Fernandes. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
Fil: Paula, Eneida de. Universidade Estadual de Campinas; Brasil
Fil: Perillo, Maria Angelica. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina
Fil: Garcia, Daniel Asmed. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones Biológicas y Tecnológicas. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales. Instituto de Investigaciones Biológicas y Tecnológicas; Argentina
description The phenols propofol and thymol, and lately carvacrol, eugenol and chlorothymol, have been shown to act as positive allosteric modulators on GABAA receptor, which is the main inhibitory receptor of the central nervous system. GABAA receptor is an intrinsic membrane protein which activity may be affected by surface-active compounds and by physical changes in the membrane. Recently, we demonstrated that these phenols interacted with the lipid membrane phase, suggesting their anesthetic activity could be the combined result of their specific (with receptor proteins) as well as nonspecific (with surrounding lipid molecules) interaction modulating the supramolecular organization of the receptor environment. In the current study, by using 1H-NMR spectroscopy, we have investigated the effects of the insertion and the possible preferential location of the five phenol derivatives with GABAergic activity on EPC membranes. The results indicate that all compounds are able to insert in EPC phospholipid vesicles and to locate in the region between the polar group (choline molecule), the glycerol and the first atoms of the acyl chains, being the more lipophilic compounds (propofol and chlorothymol) that seem to prefer a deeper bilayer insertion. The location of the phenol molecules would reduce the repulsive forces among phospholipids head groups allowing closer molecular packing and finally diminishing the mobility of the hydrocarbon chains, as revealed by 1H spin relaxation times.
publishDate 2013
dc.date.none.fl_str_mv 2013-06
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/11336/25730
Reiner, Gabriela de Las Nieves; Fraceto, Leonardo Fernandes; Paula, Eneida de; Perillo, Maria Angelica; Garcia, Daniel Asmed; Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR; Scientific Research Publishing; Journal of Biomaterials and Nanobiotechnology; 4; 3A; 6-2013; 1-7; 33626
2158-7043
CONICET Digital
CONICET
url http://hdl.handle.net/11336/25730
identifier_str_mv Reiner, Gabriela de Las Nieves; Fraceto, Leonardo Fernandes; Paula, Eneida de; Perillo, Maria Angelica; Garcia, Daniel Asmed; Effects of Gabaergic phenols on phospholipid bilayers as evaluated by 1H-NMR; Scientific Research Publishing; Journal of Biomaterials and Nanobiotechnology; 4; 3A; 6-2013; 1-7; 33626
2158-7043
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.4236/jbnb.2013.43A004
info:eu-repo/semantics/altIdentifier/url/http://file.scirp.org/Html/4-3200285_33626.htm
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
dc.publisher.none.fl_str_mv Scientific Research Publishing
publisher.none.fl_str_mv Scientific Research Publishing
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 13.070432

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