Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica

ilustraciones, diagramas, fotografías a color

Autores:: Hernández Carvajal, Jorge Enrique

Tipo de recurso:: Doctoral thesis

Fecha de publicación:: 2022

Institución:: Universidad Nacional de Colombia

Repositorio:: Universidad Nacional de Colombia

Idioma:

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network_acronym_str	UNACIONAL2
network_name_str	Universidad Nacional de Colombia
repository_id_str
dc.title.spa.fl_str_mv	Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica
dc.title.translated.eng.fl_str_mv	Contribution to the standardization of a plant extract with ethnopharmacological antecedents of antimalarial activity, through phytochemical evaluation and biological activity
title	Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica
spellingShingle	Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica 610 - Medicina y salud::615 - Farmacología y terapéutica 540 - Química y ciencias afines::547 - Química orgánica Extractos vegetales Antimaláricos Plant Extracts Antimalarials Curarea toxicofera Antimalárico Pruebas de toxicidad aguda Alcaloides vegetales.
title_short	Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica
title_full	Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica
title_fullStr	Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica
title_full_unstemmed	Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica
title_sort	Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica
dc.creator.fl_str_mv	Hernández Carvajal, Jorge Enrique
dc.contributor.advisor.none.fl_str_mv	Luengas Caicedo, Pilar Ester Garavito Cárdenas, Giovanny
dc.contributor.author.none.fl_str_mv	Hernández Carvajal, Jorge Enrique
dc.contributor.researchgroup.spa.fl_str_mv	Tecnología de productos naturales (TECPRONA) Farmacología de la Medicina Tradicional y Popular (FaMeTra)
dc.contributor.orcid.spa.fl_str_mv	Hernández Carvajal, Jorge Enrique [0000-0002-5454-8069]
dc.contributor.cvlac.spa.fl_str_mv	Hernández Carvajal Jorge Enrique [93397208]
dc.contributor.scopus.spa.fl_str_mv	Hernández Carvajal Jorge Enrique [55941002800]
dc.contributor.researchgate.spa.fl_str_mv	Hernandez Carvajal, Jorge enrique
dc.contributor.googlescholar.spa.fl_str_mv	Hernandez Carvajal, Jorge enrique
dc.subject.ddc.spa.fl_str_mv	610 - Medicina y salud::615 - Farmacología y terapéutica 540 - Química y ciencias afines::547 - Química orgánica
topic	610 - Medicina y salud::615 - Farmacología y terapéutica 540 - Química y ciencias afines::547 - Química orgánica Extractos vegetales Antimaláricos Plant Extracts Antimalarials Curarea toxicofera Antimalárico Pruebas de toxicidad aguda Alcaloides vegetales.
dc.subject.decs.spa.fl_str_mv	Extractos vegetales Antimaláricos
dc.subject.decs.eng.fl_str_mv	Plant Extracts Antimalarials
dc.subject.proposal.spa.fl_str_mv	Curarea toxicofera Antimalárico Pruebas de toxicidad aguda Alcaloides vegetales.
description	ilustraciones, diagramas, fotografías a color
publishDate	2022
dc.date.issued.none.fl_str_mv	2022-10-10
dc.date.accessioned.none.fl_str_mv	2023-08-28T14:38:50Z
dc.date.available.none.fl_str_mv	2023-08-28T14:38:50Z
dc.type.spa.fl_str_mv	Trabajo de grado - Doctorado
dc.type.driver.spa.fl_str_mv	info:eu-repo/semantics/doctoralThesis
dc.type.version.spa.fl_str_mv	info:eu-repo/semantics/acceptedVersion
dc.type.coar.spa.fl_str_mv	http://purl.org/coar/resource_type/c_db06
dc.type.content.spa.fl_str_mv	DataPaper Text
dc.type.redcol.spa.fl_str_mv	http://purl.org/redcol/resource_type/TD
format	http://purl.org/coar/resource_type/c_db06
status_str	acceptedVersion
dc.identifier.uri.none.fl_str_mv	https://repositorio.unal.edu.co/handle/unal/84602
dc.identifier.instname.spa.fl_str_mv	Universidad Nacional de Colombia
dc.identifier.reponame.spa.fl_str_mv	Repositorio Institucional Universidad Nacional de Colombia
dc.identifier.repourl.spa.fl_str_mv	https://repositorio.unal.edu.co/
url	https://repositorio.unal.edu.co/handle/unal/84602 https://repositorio.unal.edu.co/
identifier_str_mv	Universidad Nacional de Colombia Repositorio Institucional Universidad Nacional de Colombia
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dc.publisher.spa.fl_str_mv	Universidad Nacional de Colombia Sede Bogotá D.C
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spelling	Atribución-NoComercial-SinDerivadas 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Luengas Caicedo, Pilar Ester79bab56b1b35f165a563b31a1df726c5Garavito Cárdenas, Giovanny7da6435a236b15e14666026678743393Hernández Carvajal, Jorge Enrique2e955e7935ab62cd90b83f5374c1292cTecnología de productos naturales (TECPRONA)Farmacología de la Medicina Tradicional y Popular (FaMeTra)Hernández Carvajal, Jorge Enrique [0000-0002-5454-8069]Hernández Carvajal Jorge Enrique [93397208]Hernández Carvajal Jorge Enrique [55941002800]Hernandez Carvajal, Jorge enriqueHernandez Carvajal, Jorge enrique2023-08-28T14:38:50Z2023-08-28T14:38:50Z2022-10-10https://repositorio.unal.edu.co/handle/unal/84602Universidad Nacional de ColombiaRepositorio Institucional Universidad Nacional de Colombiahttps://repositorio.unal.edu.co/ilustraciones, diagramas, fotografías a colorUtilizando el criterio etnofarmacológico se preseleccionaron cinco plantas con reportes de actividad antimalárica: Cecropia metensis Cuatrec, Cecropia membranacea Trécul, Verbena littoralis Kunth, Ambelania duckey Mark y Curarea toxicofera Wedd Barneby & Krukoff. El material vegetal fue colectado en diferentes departamentos de Colombia, acondicionado y sometidos a extracción etanólica por percolación exhaustiva. En una primera etapa los extractos etanólicos de las cinco plantas preseleccionadas se evaluaron in vitro, frente a Plasmodium falciparum cepa FCR-3 (cloroquina resistente). El extracto etanólico de C. toxicofera presentó la mejor actividad antiplasmodial (CI50=7.6 ± 3.9 µg/mL) y se detectaron alcaloides. El resultado de actividad antiplasmodial para los extractos etanólicos de las otras especies evaluadas fue de inactivo. Posteriormente para el extracto etanólico de C. toxicofera se realizó un fraccionamiento ácido-base. Los resultados de la actividad antimalárica in vivo frente Plasmodium berghei, a una dosis de 400 mg/Kg, mostraron para EtOHCt un porcentaje de parasitemia de 38.0 ± 3, del mismo orden que las fracciones alcaloides: FrDCM1 (31 ± 8), FrDCM2 (34 ± 5) y (FrAcB) (39 ± 3). Los porcentajes de parasitemia para cloroquina y el vehículo fueron de 20 ± 7 y 42 ± 3 respectivamente. La similitud en la actividad antimalárica in vivo de los tratamientos puede estar asociada con la semejanza química observada en los perfiles cromatográficos de los alcaloides. A partir del ensayo de toxicidad aguda se establecieron las siguientes dosis letales 50: EtOHCt (DL50=1000 mg/Kg), FrDCM1 (DL50=5000 mg/Kg) y FrDCM2 (DL50=400 mg/Kg). La fracción alcaloidal (FrDCM2) se sometió a cromatografía en columna empleando silica gel hasta obtener un compuesto puro, para el cual se realizó el estudio estructural mediante cromatografía líquida ultraeficiente con detector de arreglo diodos (CLUE-DAD), cromatografía líquida ultraeficiente con detector de arreglo diodos acoplada a espectrometría de masas (CLUE-DAD-EM), 1H-RMN y los experimentos bidimensionales COSY y HSQC. A partir de estos resultados se estableció que el compuesto aislado era isochondodendrina. Las CI50 de las muestras evaluadas por el método LDH frente a P. falciparum cepa W2 (resistente a cloroquina) fueron: EtOHCt (5.25 ± 1.53 µg/mL), FrDCM1 (4.04 ± 0.83 µg/mL) y FrDCM2 (6.28 ± 0.66 µg/mL). Todas las muestras presentaron actividad antiplasmodial, clasificada en rango activo (CI50 = 1 a 15 µg/mL). Las fracciones y el compuesto identificado como isochondodendrina (A1) se clasificaron como moderadamente citotóxicos ya que sus valores de CC50 fueron menores que 50 µg/mL. Estos resultados mostrarón que las fracciones de alcaloides de C. toxicofera presentaron actividad antimalárica que puede estar asociada con los alcaloides bisbenzilisoquinolínicos (BBIQS) como el alcaloide isochondodendrina, una sustancia aislada en esta investigación. Las fracciones obtenidas de C. toxicofera pueden convertirse en una alternativa para el tratamiento de la malaria. (Texto tomado de la fuente)Using ethnopharmacological criteria, five plants with reports of antimalarial activity were preselected: Cecropia metensis Cuatrec., Cecropia membranacea Trécul., Verbena littoralis Kunth., Ambelania duckey Mark, and Curarea toxicofera Wedd Barneby & Krukoff. The plant material was collected in different departments of Colombia, conditioned and subjected to ethanolic extraction by exhaustive percolation. In a first stage, the ethanolic extracts of the five preselected plants were evaluated in vitro, against Plasmodium falciparum strain FCR-3 (resistant chloroquine), the ethanolic extract of C. toxicofera presented the best antiplasmodial activity (IC50=7.6 ± 3.9 µg/mL) and alkaloids are detected. The result of antiplasmodial activity for the ethanolic extracts of the other evaluated species was inactive. Subsequently, acid-base fractionation was performed. The results of the in vivo antimalarial activity against Plasmodium berghei showed a percentage of parasitemia of 38.0 ± 3 for EtOHCt, in the same order as the alkaloid fractions: FrDCM1 (31 ± 8), FrDCM2 (34 ± 5) and (FrAcB) (39 ±3). The percentages of parasitemia for chloroquine and the vehicle were 20 ± 7 and 42 ± 3, respectively. The similarity in the in vivo antimalarial activity of the treatments may be associated with the chemical similarity observed in the chromatographic profiles of the alkaloids. From the acute toxicity test, the following lethal doses 50 were established: EtOHCt (LD50=1000 mg/Kg), FrDCM1 (LD50=5000 mg/Kg) and FrDCM2 (LD50=400 mg/Kg). The alkaloidal fraction (FrDCM2) was subjected to column chromatography using silica gel until a pure compound was obtained, for which the structural study was carried out using ultra-efficient liquid chromatography with diode array detector (CLUE-DAD), ultra-efficient liquid chromatography with diode array-mass spectrometry. (CLUE-DAD-MS), 1H-NMR and the bidimensional COSY and HSQC experiments. From these results it was established that the isolated compound was isochondodendrine. The IC50 of the samples evaluated by the LDH method against P. falciparum strain W2 (chloroquine resistant) were: EtOHCt (5.25 ± 1.53 µg/mL), FrDCM1 (4.04 ± 0.83 µg/mL) and FrDCM2 (6.28 ± 0.66 µg /mL). All samples presented antiplasmodial activity, classified in active range (IC50 = 1 to 15 µg/mL). The fractions and the compound identified as isochondodendrin (A1) were classified as moderately cytotoxic since their CC50 values were less than 50 µg/mL. These results showed that the alkaloid fractions of C. toxicofera presented antimalarial activity that may be associated with bisbenzylisoquinoline alkaloids (BBIQS) such as the isochondodendrine alkaloid, a substance isolated in this investigation. The fractions obtained from C. toxicofera can become an alternative for the treatment of malaria.DoctoradoDoctor en Ciencias FarmacéuticasFarmacognosia y Fitoquímica214 páginasapplication/pdfUniversidad Nacional de Colombia Sede Bogotá D.CBogotá - Ciencias - Doctorado en Ciencias FarmacéuticasFacultad de CienciasBogotá, ColombiaUniversidad Nacional de Colombia - Sede Bogotá610 - Medicina y salud::615 - Farmacología y terapéutica540 - Química y ciencias afines::547 - Química orgánicaExtractos vegetalesAntimaláricosPlant ExtractsAntimalarialsCurarea toxicoferaAntimaláricoPruebas de toxicidad agudaAlcaloides vegetales.Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológicaContribution to the standardization of a plant extract with ethnopharmacological antecedents of antimalarial activity, through phytochemical evaluation and biological activityTrabajo de grado - Doctoradoinfo:eu-repo/semantics/doctoralThesisinfo:eu-repo/semantics/acceptedVersionhttp://purl.org/coar/resource_type/c_db06DataPaperTexthttp://purl.org/redcol/resource_type/TDAdams, M., Alther, W., Kessler, M., Kluge, M., & Hamburger, M. 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Phytochemistry Letters, 42, 61-67. https://doi.org/10.1016/j.phytol.2021.02.006Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológicaUniversidad Nacional de Colombia Sede BogotáColciencias convocatoria 711 de 2015Colciencias beca apoyo a Doctorados Nacionales 727 de 2015EstudiantesInvestigadoresMaestrosPúblico generalLICENSElicense.txtlicense.txttext/plain; charset=utf-85879https://repositorio.unal.edu.co/bitstream/unal/84602/1/license.txteb34b1cf90b7e1103fc9dfd26be24b4aMD51ORIGINAL93397208.2023.pdf93397208.2023.pdfTesis de Doctorado en Ciencias Farmacéuticasapplication/pdf12458903https://repositorio.unal.edu.co/bitstream/unal/84602/2/93397208.2023.pdfb5a37a5d09c4cf41caae54129ae2d96eMD52THUMBNAIL93397208.2023.pdf.jpg93397208.2023.pdf.jpgGenerated 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Contribución a la estandarización de un extracto de plantas con antecedentes etnofarmacológicos de actividad antimalárica, por medio de evaluación fitoquímica y actividad biológica

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