Síntesis de C-alquil y C-fenil-pirogalol[4]arenos y estudio de su actividad antioxidante por medio del método DPPH

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dc.contributor.advisorMaldonado Villamil, Mauricio
dc.contributor.authorMartínez Ramos, Diana Marcela
dc.contributor.researchgroupAplicaciones Analíticas de Compuestos Orgánicos (Aaco)
dc.date.accessioned2026-03-12T15:08:51Z
dc.date.available2026-03-12T15:08:51Z
dc.date.issued2025
dc.descriptionilustraciones a color, diagramasspa
dc.description.abstractLos pirogalol[4]arenos son compuestos macrocíclicos polihidroxilados que se obtienen por condensación entre pirogalol con aldehídos y pueden producirse en diferentes conformaciones (corona o silla) dependiendo de diversas condiciones como el tipo de aldehído (aromático o alifático), el tiempo de reacción o el tipo de disolvente. Los confórmeros que presentan la estructura de corona se clasifican dentro de las moléculas denominadas calixarenos debido a su forma similar a la de un cáliz. Además de estas conformaciones también es posible obtener mezclas conformacionales y/o agregados moleculares en forma de cápsulas o nanotubos. Diversos estudios han demostrado que los compuestos macrocíclicos polihidroxilados, como lo son los pirogalol[4]arenos, poseen una gran cantidad de aplicaciones debido a su versatilidad estructural. Con el fin de estudiar dicho comportamiento en el presente trabajo se realizó la síntesis de pirogalol[4]arenos (aromático y alifático) y se definió la metodología más adecuada para la formación de agregados moleculares. Posteriormente se evaluó el posible potencial antioxidante de los productos obtenidos. (Texto tomado de la fuente)spa
dc.description.abstractPyrogallol[4]arenes are polyhydroxylated macrocyclic compounds obtained by condensation between pyrogallol with aldehydes and can be produced in different conformations (crown or saddle) depending on various conditions such as type of aldehyde (aromatic or aliphatic), reaction time or type of solvent. The conformers exhibiting the crown structure are classified within the molecules called calixarenes due to their calyx-like shape. In addition to these conformations, it is also possible to obtain conformational mixtures and/or molecular aggregates in the form of capsules or nanotubes. Several studies have shown that polyhydroxylated macrocyclic compounds, such as pyrogallol[4]arenes, have many applications due to their structural versatility. To study this behavior in the present work, the synthesis of pyrogallol[4]arenes (aromatic and aliphatic) was carried out and the most suitable methodology for the formation of molecular aggregates was defined. Subsequently, the possible antioxidant potential of the obtained products was evaluated.eng
dc.description.degreelevelMaestría
dc.description.degreenameMagíster en Ciencias - Química
dc.description.methodsEste trabajo de investigación fue desarrollado a partir de tres etapas, las cuales fueron propuestas de la siguiente manera: La primera etapa fue la síntesis de C-tetra(etil)pirogalol[4]areno, Ctetra(pentil)pirogalol[4]areno y el C-tetra(bromofenil)pirogalol[4]areno, su posterior purificación y caracterización, la segunda etapa consistió en el desarrollo de una curva de calibración con DPPH con el fin de realizar una estandarización del método de evaluación de actividad antioxidante utilizando ácido ascórbico como estándar de referencia y finalmente en la tercera etapa se determinó la actividad antioxidante de cada uno de los productos obtenidos de cada síntesis.
dc.description.researchareaQuímica Analítica y Síntesis orgánica
dc.format.extent116 páginas
dc.format.mimetypeapplication/pdf
dc.identifier.instnameUniversidad Nacional de Colombiaspa
dc.identifier.reponameRepositorio Institucional Universidad Nacional de Colombiaspa
dc.identifier.repourlhttps://repositorio.unal.edu.co/spa
dc.identifier.urihttps://repositorio.unal.edu.co/handle/unal/89744
dc.language.isospa
dc.publisherUniversidad Nacional de Colombia
dc.publisher.branchUniversidad Nacional de Colombia - Sede Bogotá
dc.publisher.facultyFacultad de Ciencias
dc.publisher.placeBogotá, Colombia
dc.publisher.programBogotá - Ciencias - Maestría en Ciencias - Química
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dc.relation.referencesLee, C. Y. et al. Computational Study of Ortho-Substituent Effects on Antioxidant Activities of Phenolic Dendritic Antioxidants. Antioxidants 9, 189 (2020).
dc.relation.referencesChwastek, M., Cmoch, P. & Szumna, A. Anion-Based Self-assembly of Resorcin[4]arenes and Pyrogallol[4]arenes. J Am Chem Soc 144, 5350–5358 (2022).
dc.relation.referencesFoti, M. C. Antioxidant properties of phenols. Journal of Pharmacy and Pharmacology 59, 1673–1685 (2007).
dc.relation.referencesSteven Kurniawan, Y. et al. Synthesis and High Antioxidant Activity of C-Alkyl Calix[4]Resorcinarene and C-Alkyl Calix[4]Pyrogallolarene Derivatives. Indonesian Journal of Pharmacy Indonesian J Pharm vol. 33 (2022).
dc.rights.accessrightsinfo:eu-repo/semantics/openAccess
dc.rights.licenseReconocimiento 4.0 Internacional
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subject.ddc540 - Química y ciencias afines
dc.subject.ddc540 - Química y ciencias afines::547 - Química orgánica
dc.subject.lembCOMPUESTOS MACROCICLICOSspa
dc.subject.lembMacrocyclic compoundseng
dc.subject.lembPOLIFENOLESspa
dc.subject.lembPolyphenolseng
dc.subject.lembINHIBIDORES QUIMICOSspa
dc.subject.lembChemical inhibitorseng
dc.subject.lembSINTESIS (QUIMICA ORGANICA)spa
dc.subject.lembChemistry, organic - synthesiseng
dc.subject.lembPRODUCTOS SINTETICOSspa
dc.subject.lembSynthetic productseng
dc.subject.proposalPirogalol[4]arenosspa
dc.subject.proposalPyrogallol[4]areneseng
dc.subject.proposalConformaciónspa
dc.subject.proposalConformationeng
dc.subject.proposalAgregados molecularesspa
dc.subject.proposalMolecular aggregateseng
dc.subject.proposalSíntesis orgánicaspa
dc.subject.proposalOrganic synthesiseng
dc.subject.proposalCondensaciónspa
dc.subject.proposalCondensationeng
dc.titleSíntesis de C-alquil y C-fenil-pirogalol[4]arenos y estudio de su actividad antioxidante por medio del método DPPHspa
dc.title.translatedSynthesis of C-alkyl and C-phenyl-pyrogallol[4]arenes and study of their antioxidant activity by the DPPH methodeng
dc.typeTrabajo de grado - Maestría
dc.type.coarhttp://purl.org/coar/resource_type/c_bdcc
dc.type.coarversionhttp://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.contentText
dc.type.driverinfo:eu-repo/semantics/masterThesis
dc.type.redcolhttp://purl.org/redcol/resource_type/TM
dc.type.versioninfo:eu-repo/semantics/acceptedVersion
dcterms.audience.professionaldevelopmentEstudiantes
dcterms.audience.professionaldevelopmentInvestigadores
dcterms.audience.professionaldevelopmentMaestros
oaire.accessrightshttp://purl.org/coar/access_right/c_abf2

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