Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes

This study reports the synthesis of five (E)-Styrylquinolines (Q.1, Q.2, Q.3, Q.5, Q.6) and three O-alkylated derivatives (Q.1a, Q.6a, Q 6 b) and the evaluation of its antimalarial activity and cytotoxic in vitro -- For Styrylquinolines Perkin condensation reaction type from 8-hydroxyquinaldine with...

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Autores:
Torres Ayazo, Omar Leonardo
Espinosa Sáez, Roger David
Álex Armando, Sáez Vega
Santafé Patiño, Gilmar Gabriel,
Tipo de recurso:
Fecha de publicación:
2014
Institución:
Universidad EAFIT
Repositorio:
Repositorio EAFIT
Idioma:
spa
OAI Identifier:
oai:repository.eafit.edu.co:10784/7252
Acceso en línea:
http://hdl.handle.net/10784/7252
Palabra clave:
CITOTOXICIDAD
MALARIA
REACCIONES QUÍMICAS
REACCIÓN DE PERKIN
ALDEHÍDOS
CONDENSACIÓN
BIOLOGÍA MOLECULAR
RESONANCIA MAGNÉTICA NUCLEAR
ESPECTROSCOPIA DE INFRARROJOS
Cell-mediated cytotoxicity
Perkin reaction
Chemical reactions
Aldehydes
Malaria
Condensation
Molecular biology
Nuclear magnetic resonance
Infrared spectroscopy
Estirilquinolina
Rights
License
Centro de Información Tecnológica - CIT
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network_acronym_str REPOEAFIT2
network_name_str Repositorio EAFIT
repository_id_str
dc.title.eng.fl_str_mv Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes
dc.title.spa.fl_str_mv Evaluación de la actividad antimalárica y citotóxica de Estirilquinolinas obtenidas a partir de 8-Hidroxiquinaldina con Aldehídos aromáticos
title Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes
spellingShingle Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes
CITOTOXICIDAD
MALARIA
REACCIONES QUÍMICAS
REACCIÓN DE PERKIN
ALDEHÍDOS
CONDENSACIÓN
BIOLOGÍA MOLECULAR
RESONANCIA MAGNÉTICA NUCLEAR
ESPECTROSCOPIA DE INFRARROJOS
Cell-mediated cytotoxicity
Perkin reaction
Chemical reactions
Aldehydes
Malaria
Condensation
Molecular biology
Nuclear magnetic resonance
Infrared spectroscopy
Estirilquinolina
title_short Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes
title_full Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes
title_fullStr Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes
title_full_unstemmed Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes
title_sort Evaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic Aldehydes
dc.creator.fl_str_mv Torres Ayazo, Omar Leonardo
Espinosa Sáez, Roger David
Álex Armando, Sáez Vega
Santafé Patiño, Gilmar Gabriel,
dc.contributor.department.none.fl_str_mv Universidad de Córdoba. Grupo de Investigación Desarrollo de Fármacos y Afines IDEFARMA
Universidad de Córdoba. Grupo de Química de los Productos Naturales
dc.contributor.department.spa.fl_str_mv Universidad EAFIT. Departamento de Ciencias
dc.contributor.eafitauthor.spa.fl_str_mv Torres, Omar L. (omart2365@gmail.com)
Espinosa, Roger D. (rdespinosa03@gmail.com)
Saez, Alex A.(asaez70@gmail.com)
Santafé, Gilmar G. ( gsantafe@correo.unicordoba.edu.co)
dc.contributor.author.none.fl_str_mv Torres Ayazo, Omar Leonardo
Espinosa Sáez, Roger David
Álex Armando, Sáez Vega
Santafé Patiño, Gilmar Gabriel,
dc.contributor.researchgroup.spa.fl_str_mv Ciencias Biológicas y Bioprocesos (CIBIOP)
dc.subject.lemb.spa.fl_str_mv CITOTOXICIDAD
MALARIA
REACCIONES QUÍMICAS
REACCIÓN DE PERKIN
ALDEHÍDOS
CONDENSACIÓN
BIOLOGÍA MOLECULAR
RESONANCIA MAGNÉTICA NUCLEAR
ESPECTROSCOPIA DE INFRARROJOS
topic CITOTOXICIDAD
MALARIA
REACCIONES QUÍMICAS
REACCIÓN DE PERKIN
ALDEHÍDOS
CONDENSACIÓN
BIOLOGÍA MOLECULAR
RESONANCIA MAGNÉTICA NUCLEAR
ESPECTROSCOPIA DE INFRARROJOS
Cell-mediated cytotoxicity
Perkin reaction
Chemical reactions
Aldehydes
Malaria
Condensation
Molecular biology
Nuclear magnetic resonance
Infrared spectroscopy
Estirilquinolina
dc.subject.keyword.eng.fl_str_mv Cell-mediated cytotoxicity
Perkin reaction
Chemical reactions
Aldehydes
Malaria
Condensation
Molecular biology
Nuclear magnetic resonance
Infrared spectroscopy
dc.subject.keyword.spa.fl_str_mv Estirilquinolina
description This study reports the synthesis of five (E)-Styrylquinolines (Q.1, Q.2, Q.3, Q.5, Q.6) and three O-alkylated derivatives (Q.1a, Q.6a, Q 6 b) and the evaluation of its antimalarial activity and cytotoxic in vitro -- For Styrylquinolines Perkin condensation reaction type from 8-hydroxyquinaldine with aromatic aldehydes was used -- Antimalarial activity was performed using the method Radioisotope with FCB-2 strains of Plasmodium falciparum (chloroquine-resistant) and for the cytotoxic activity the MTT method with HepG2 cells was employed -- Most compounds showed to be active antimalarial -- Those with higher activity were Q.3 (IC506.4μM) and Q.5 (IC5010.8 µM), although all of them were cytotoxic at concentrations above 1 µg / mL -- The structures of these compounds were confirmed using infrared spectroscopy techniques and MRI in one and two dimensions
publishDate 2014
dc.date.issued.none.fl_str_mv 2014
dc.date.available.none.fl_str_mv 2015-08-13T13:41:11Z
dc.date.accessioned.none.fl_str_mv 2015-08-13T13:41:11Z
dc.type.eng.fl_str_mv article
info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
publishedVersion
dc.type.coarversion.fl_str_mv http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.coar.fl_str_mv http://purl.org/coar/resource_type/c_6501
http://purl.org/coar/resource_type/c_2df8fbb1
dc.type.local.none.fl_str_mv Artículo
status_str publishedVersion
dc.identifier.issn.spa.fl_str_mv 0718-0764
0716-8756
dc.identifier.other.none.fl_str_mv WOS;000340989800027
SCOPUS;2-s2.0-84903706768
dc.identifier.uri.none.fl_str_mv http://hdl.handle.net/10784/7252
dc.identifier.doi.spa.fl_str_mv 10.4067/S0718-07642014000600012
identifier_str_mv 0718-0764
0716-8756
WOS;000340989800027
SCOPUS;2-s2.0-84903706768
10.4067/S0718-07642014000600012
url http://hdl.handle.net/10784/7252
dc.language.iso.eng.fl_str_mv spa
language spa
dc.relation.ispartof.spa.fl_str_mv Información Tecnológica, Vol. 25(6), 91-100 (2014)
dc.relation.uri.none.fl_str_mv http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0718-07642014000600012&lng=en&nrm=iso
dc.rights.spa.fl_str_mv Centro de Información Tecnológica - CIT
dc.rights.coar.fl_str_mv http://purl.org/coar/access_right/c_16ec
dc.rights.local.spa.fl_str_mv Acceso restringido
rights_invalid_str_mv Centro de Información Tecnológica - CIT
Acceso restringido
http://purl.org/coar/access_right/c_16ec
dc.publisher.spa.fl_str_mv Centro de Información Tecnológica - CIT
institution Universidad EAFIT
bitstream.url.fl_str_mv https://repository.eafit.edu.co/bitstreams/e285254e-9b30-4ccb-b12c-08645781814a/download
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repository.name.fl_str_mv Repositorio Institucional Universidad EAFIT
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spelling 2015-08-13T13:41:11Z20142015-08-13T13:41:11Z0718-07640716-8756WOS;000340989800027SCOPUS;2-s2.0-84903706768http://hdl.handle.net/10784/725210.4067/S0718-07642014000600012This study reports the synthesis of five (E)-Styrylquinolines (Q.1, Q.2, Q.3, Q.5, Q.6) and three O-alkylated derivatives (Q.1a, Q.6a, Q 6 b) and the evaluation of its antimalarial activity and cytotoxic in vitro -- For Styrylquinolines Perkin condensation reaction type from 8-hydroxyquinaldine with aromatic aldehydes was used -- Antimalarial activity was performed using the method Radioisotope with FCB-2 strains of Plasmodium falciparum (chloroquine-resistant) and for the cytotoxic activity the MTT method with HepG2 cells was employed -- Most compounds showed to be active antimalarial -- Those with higher activity were Q.3 (IC506.4μM) and Q.5 (IC5010.8 µM), although all of them were cytotoxic at concentrations above 1 µg / mL -- The structures of these compounds were confirmed using infrared spectroscopy techniques and MRI in one and two dimensionsEl presente estudio reporta la síntesis de cinco (E)-estirilquinolinas (Q.1, Q.2, Q.3, Q.5, Q.6) y tres derivados O-alquilados (Q.1a, Q.6a, Q.6b) y la evaluación de su actividad antimalárica y citotóxica in vitro -- Para obtener las estirilquinolinas se empleó la reacción de condensación tipo Perkin a partir de 8-hidroxiquinaldina con aldehídos aromáticos -- La actividad antimalárica se realizó empleando el método Radioisotópico con cepas FCB-2 de Plasmodium falciparum (resistente a la cloroquina) y para la actividad citotóxica se empleó el método del MTT con células HepG2 -- La mayoría de los compuestos mostraron ser activos antimaláricos -- Los que presentan mayor actividad son el Q.3 (IC50 6.4µM), y el Q.5 (IC5010.8 µM) aunque todos mostraron ser citotóxicos a concentraciones superiores a 1µg/mL -- Las estructuras de estos compuestos se confirmaron empleando técnicas espectroscópicas de Infrarrojo y Resonancia Magnética Nuclear en una y dos dimensionesspaCentro de Información Tecnológica - CITInformación Tecnológica, Vol. 25(6), 91-100 (2014)http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0718-07642014000600012&lng=en&nrm=isoCentro de Información Tecnológica - CITAcceso restringidohttp://purl.org/coar/access_right/c_16ecEvaluation of Antimalarial and Cytotoxic Activity of Styrylquinolines obtained from 8-Hydroxyquinaldine with Aromatic AldehydesEvaluación de la actividad antimalárica y citotóxica de Estirilquinolinas obtenidas a partir de 8-Hidroxiquinaldina con Aldehídos aromáticosarticleinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionpublishedVersionArtículohttp://purl.org/coar/version/c_970fb48d4fbd8a85http://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1CITOTOXICIDADMALARIAREACCIONES QUÍMICASREACCIÓN DE PERKINALDEHÍDOSCONDENSACIÓNBIOLOGÍA MOLECULARRESONANCIA MAGNÉTICA NUCLEARESPECTROSCOPIA DE INFRARROJOSCell-mediated cytotoxicityPerkin reactionChemical reactionsAldehydesMalariaCondensationMolecular biologyNuclear magnetic resonanceInfrared spectroscopyEstirilquinolinaUniversidad de Córdoba. Grupo de Investigación Desarrollo de Fármacos y Afines IDEFARMAUniversidad de Córdoba. Grupo de Química de los Productos NaturalesUniversidad EAFIT. Departamento de CienciasTorres, Omar L. (omart2365@gmail.com)Espinosa, Roger D. (rdespinosa03@gmail.com)Saez, Alex A.(asaez70@gmail.com)Santafé, Gilmar G. ( gsantafe@correo.unicordoba.edu.co)Torres Ayazo, Omar LeonardoEspinosa Sáez, Roger DavidÁlex Armando, Sáez VegaSantafé Patiño, Gilmar Gabriel,Ciencias Biológicas y Bioprocesos (CIBIOP)Información tecnológica25691100Inf. tecnol.LICENSElicense.txtlicense.txttext/plain; charset=utf-82556https://repository.eafit.edu.co/bitstreams/e285254e-9b30-4ccb-b12c-08645781814a/download76025f86b095439b7ac65b367055d40cMD51ORIGINALEvaluacionActividadAntimalaricaCitotxicaEstirilquinolinas.pdfEvaluacionActividadAntimalaricaCitotxicaEstirilquinolinas.pdfapplication/pdf585894https://repository.eafit.edu.co/bitstreams/79a221ab-d21d-4989-983d-b4587dfb5c05/download7a3ee8736f84eb6777a71483e3b3296cMD5210784/7252oai:repository.eafit.edu.co:10784/72522021-09-24 16:45:27.959open.accesshttps://repository.eafit.edu.coRepositorio Institucional Universidad EAFITrepositorio@eafit.edu.co