Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells
ABSTRACT: Mefenamic acid is a nonsteroidal anti-inflammatory drug (NSAID), also prescribed to treat pain. In the present work, the structural effects on the human erythrocyte membrane and molecular models have been investigated. The latter consisted in bilayers built-up of dimyristoylphosphatidylcho...
- Autores:
-
Manrique Moreno, Marcela María
Suwalsky, Mario
Howe, Jörg
Brandenburg, Klaus
Villena, Fernando
- Tipo de recurso:
- Article of investigation
- Fecha de publicación:
- 2011
- Institución:
- Universidad de Antioquia
- Repositorio:
- Repositorio UdeA
- Idioma:
- eng
- OAI Identifier:
- oai:bibliotecadigital.udea.edu.co:10495/32963
- Acceso en línea:
- https://hdl.handle.net/10495/32963
- Palabra clave:
- Ácido Mefenámico
Mefenamic Acid
Membrana Celular
Cell Membrane
Eritrocitos
Erythrocytes
Antiinflamatorios no Esteroideos
Anti-Inflammatory Agents, Non-Steroidal
- Rights
- openAccess
- License
- https://creativecommons.org/licenses/by-nc-sa/4.0/
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| dc.title.spa.fl_str_mv |
Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells |
| title |
Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells |
| spellingShingle |
Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells Ácido Mefenámico Mefenamic Acid Membrana Celular Cell Membrane Eritrocitos Erythrocytes Antiinflamatorios no Esteroideos Anti-Inflammatory Agents, Non-Steroidal |
| title_short |
Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells |
| title_full |
Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells |
| title_fullStr |
Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells |
| title_full_unstemmed |
Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells |
| title_sort |
Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood Cells |
| dc.creator.fl_str_mv |
Manrique Moreno, Marcela María Suwalsky, Mario Howe, Jörg Brandenburg, Klaus Villena, Fernando |
| dc.contributor.author.none.fl_str_mv |
Manrique Moreno, Marcela María Suwalsky, Mario Howe, Jörg Brandenburg, Klaus Villena, Fernando |
| dc.contributor.researchgroup.spa.fl_str_mv |
Grupo de Bioquímica Estructural de Macromoléculas |
| dc.subject.decs.none.fl_str_mv |
Ácido Mefenámico Mefenamic Acid Membrana Celular Cell Membrane Eritrocitos Erythrocytes Antiinflamatorios no Esteroideos Anti-Inflammatory Agents, Non-Steroidal |
| topic |
Ácido Mefenámico Mefenamic Acid Membrana Celular Cell Membrane Eritrocitos Erythrocytes Antiinflamatorios no Esteroideos Anti-Inflammatory Agents, Non-Steroidal |
| description |
ABSTRACT: Mefenamic acid is a nonsteroidal anti-inflammatory drug (NSAID), also prescribed to treat pain. In the present work, the structural effects on the human erythrocyte membrane and molecular models have been investigated. The latter consisted in bilayers built-up of dimyristoylphosphatidylcholine (DMPC) and dimyristoylphosphatidylethanolamine (DMPE), classes of lipids found in the outer and inner moieties of the erythrocyte and most cell membranes, respectively. This report presents evidence that mefenamic acid interacts with red cell membranes as follows: (i) in scanning electron microscopy (SEM) studies on human erythrocytes it has been observed that the drug induced shape changes, forming stomatocytes; (ii) X-ray diffraction showed that the drug interacted with DMPC bilayers; somewhat lower perturbing effects on DMPE were detected; (iii) FT-IR measurements showed that NSAID induced fluidization of both DMPC and DMPE acyl chains; (iv) Förster resonance energy transfer spectroscopy (FRET) indicated a rapid intercalation of the mefenamic acid into DMPC liposome hydrophobic chains. |
| publishDate |
2011 |
| dc.date.issued.none.fl_str_mv |
2011 |
| dc.date.accessioned.none.fl_str_mv |
2022-12-25T15:19:22Z |
| dc.date.available.none.fl_str_mv |
2022-12-25T15:19:22Z |
| dc.type.spa.fl_str_mv |
Artículo de investigación |
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http://purl.org/coar/resource_type/c_2df8fbb1 |
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https://purl.org/redcol/resource_type/ART |
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http://purl.org/coar/version/c_970fb48d4fbd8a85 |
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info:eu-repo/semantics/article |
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info:eu-repo/semantics/publishedVersion |
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http://purl.org/coar/resource_type/c_2df8fbb1 |
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publishedVersion |
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0103-5053 |
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https://hdl.handle.net/10495/32963 |
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10.1590/S0103-50532011001200002 |
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1678-4790 |
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0103-5053 10.1590/S0103-50532011001200002 1678-4790 |
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https://hdl.handle.net/10495/32963 |
| dc.language.iso.spa.fl_str_mv |
eng |
| language |
eng |
| dc.relation.ispartofjournalabbrev.spa.fl_str_mv |
J. Braz. Chem. Soc. |
| dc.relation.citationendpage.spa.fl_str_mv |
2249 |
| dc.relation.citationissue.spa.fl_str_mv |
12 |
| dc.relation.citationstartpage.spa.fl_str_mv |
2243 |
| dc.relation.citationvolume.spa.fl_str_mv |
22 |
| dc.relation.ispartofjournal.spa.fl_str_mv |
Journal of the Brazilian Chemical Society |
| dc.rights.uri.spa.fl_str_mv |
https://creativecommons.org/licenses/by-nc-sa/4.0/ |
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http://creativecommons.org/licenses/by-nc-sa/2.5/co/ |
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openAccess |
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Sociedade Brasileira de Química |
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Campinas, Brasil |
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Universidad de Antioquia |
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Manrique Moreno, Marcela MaríaSuwalsky, MarioHowe, JörgBrandenburg, KlausVillena, FernandoGrupo de Bioquímica Estructural de Macromoléculas2022-12-25T15:19:22Z2022-12-25T15:19:22Z20110103-5053https://hdl.handle.net/10495/3296310.1590/S0103-505320110012000021678-4790ABSTRACT: Mefenamic acid is a nonsteroidal anti-inflammatory drug (NSAID), also prescribed to treat pain. In the present work, the structural effects on the human erythrocyte membrane and molecular models have been investigated. The latter consisted in bilayers built-up of dimyristoylphosphatidylcholine (DMPC) and dimyristoylphosphatidylethanolamine (DMPE), classes of lipids found in the outer and inner moieties of the erythrocyte and most cell membranes, respectively. This report presents evidence that mefenamic acid interacts with red cell membranes as follows: (i) in scanning electron microscopy (SEM) studies on human erythrocytes it has been observed that the drug induced shape changes, forming stomatocytes; (ii) X-ray diffraction showed that the drug interacted with DMPC bilayers; somewhat lower perturbing effects on DMPE were detected; (iii) FT-IR measurements showed that NSAID induced fluidization of both DMPC and DMPE acyl chains; (iv) Förster resonance energy transfer spectroscopy (FRET) indicated a rapid intercalation of the mefenamic acid into DMPC liposome hydrophobic chains.RESUMO: O ácido mefenâmico é um anti-inflamatório não esteroidal (NSAID), também prescrito no tratamento da dor. No presente trabalho, os efeitos estruturais na membrana de eritrócitos humanos e de modelos moleculares foram investigados. Esta última foi composta em bicamadas construídas de dimiristoilfosfatidilcolina (DMPC) e dimiristoilfosfatidiletanolamina (DMPE), classes de lipídios encontrados nas porções interna e externa do eritrócito e da maioria das membranas celulares, respectivamente. Este artigo apresenta evidências de que o ácido mefenâmico interage com as membranas das células vermelhas, como segue: (i) em estudos de microscopia eletrônica de varredura (SEM) em eritrócitos humanos, foi observado que a droga induziu mudanças na forma, produzindo estomatócitos; (ii) estudos de difração de raios X mostraram que a droga interagiu com bicamadas de DMPC e efeitos de perturbação um pouco menores, em DMPE, foram detectados; (iii) medições de FT-IR mostraram que NSAID induziu a fluidização das cadeias acílicas de ambos, DMPC e DMPE; (iv) a espectroscopia de transferência de energia por ressonância Förster (FRET) indicou uma rápida intercalação do ácido mefenâmico nas cadeias hidrofóbicas do lipossoma DMPC.COL01562757application/pdfengSociedade Brasileira de QuímicaCampinas, Brasilhttps://creativecommons.org/licenses/by-nc-sa/4.0/http://creativecommons.org/licenses/by-nc-sa/2.5/co/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Molecular Interactions of Mefenamic Acid with Lipid Bilayers and Red Blood CellsArtículo de investigaciónhttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARThttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionÁcido MefenámicoMefenamic AcidMembrana CelularCell MembraneEritrocitosErythrocytesAntiinflamatorios no EsteroideosAnti-Inflammatory Agents, Non-SteroidalJ. Braz. Chem. Soc.224912224322Journal of the Brazilian Chemical SocietyPublicationORIGINALManriqueMarcela_2011_MolecularInteractions.pdfManriqueMarcela_2011_MolecularInteractions.pdfArtículo de investigaciónapplication/pdf970362https://bibliotecadigital.udea.edu.co/bitstreams/37f03a68-4692-4a14-b824-caf2e7875d9f/download8778d7cefa9c22534b659c032ea70218MD51trueAnonymousREADCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-81051https://bibliotecadigital.udea.edu.co/bitstreams/38507f1c-32f4-4931-a431-114ef1bc89c1/downloade2060682c9c70d4d30c83c51448f4eedMD52falseAnonymousREADLICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://bibliotecadigital.udea.edu.co/bitstreams/0b8cbf0e-69ca-4d81-aea7-cf8f01ed7188/download8a4605be74aa9ea9d79846c1fba20a33MD53falseAnonymousREADTEXTManriqueMarcela_2011_MolecularInteractions.pdf.txtManriqueMarcela_2011_MolecularInteractions.pdf.txtExtracted texttext/plain31454https://bibliotecadigital.udea.edu.co/bitstreams/ed2998ea-38be-40e0-b368-0306cf0f2bd8/downloadabc643a6f023cf58d17dc13b2a0f181dMD54falseAnonymousREADTHUMBNAILManriqueMarcela_2011_MolecularInteractions.pdf.jpgManriqueMarcela_2011_MolecularInteractions.pdf.jpgGenerated Thumbnailimage/jpeg13087https://bibliotecadigital.udea.edu.co/bitstreams/aea82905-bb5c-44a5-b12f-d96b8479573b/download02fd9b520facac5f11f1cc154d544b4dMD55falseAnonymousREAD10495/32963oai:bibliotecadigital.udea.edu.co:10495/329632025-03-27 01:35:28.66https://creativecommons.org/licenses/by-nc-sa/4.0/open.accesshttps://bibliotecadigital.udea.edu.coRepositorio Institucional de la Universidad de Antioquiaaplicacionbibliotecadigitalbiblioteca@udea.edu.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 |