dc.contributor | Salazar Pulido, Luz Mary | |
dc.contributor | Ochoa Puentes, Cristian | |
dc.contributor | Bioquímica y Biología Molecular de las Micobacterias | |
dc.contributor | Síntesis Orgánica Sostenible | |
dc.creator | Rodriguez Afanador, Michael Daniela | |
dc.date.accessioned | 2022-06-08T17:11:08Z | |
dc.date.available | 2022-06-08T17:11:08Z | |
dc.date.created | 2022-06-08T17:11:08Z | |
dc.date.issued | 2021 | |
dc.identifier | https://repositorio.unal.edu.co/handle/unal/81534 | |
dc.identifier | Universidad Nacional de Colombia | |
dc.identifier | Repositorio Institucional Universidad Nacional de Colombia | |
dc.identifier | https://repositorio.unal.edu.co/ | |
dc.description.abstract | La Ca2+-ATPasa tipo P de CtpF de Mycobacterium tuberculosis (Mtb), es un transportador de membrana fundamental en la homeóstasis iónica y la viabilidad celular de la micobacteria; posee un sitio de unión cuya interacción con compuestos inhiben la función enzimática y la actividad micobacteriana. Teniendo en cuenta lo anterior, se postularon y estudiaron mediante estrategias in silico, compuestos con el núcleo pirrolo[1,2- a]quinoxalínico sustituido en la posición C-4 como posibles inhibidores de CtpF, ya que han mostrado en estudios anteriores un amplio perfil farmacológico, contra bacterias, virus,
y con actividad antitumoral, sin embargo, su potencial antituberculoso no ha sido explorado.
Consecuentemente, el objetivo de este trabajo fue diseñar, sintetizar y evaluar el efecto en la actividad Ca2+ -ATPasa de CtpF de algunos compuestos derivados del núcleo pirrolo[1,2-a]quinoxalínico con potencial antimicobacteriano. Se Identificaron los compuestos 4-(3,4-metilenedioxifenil)pirrolo[1,2-a]quinoxalina 4b y 4-(2-clorofenil)pirrolo[1,2-a]quinoxalina 4c como posibles inhibidores de CtpF por medio de un cribado virtual y acoplamiento molecular. La síntesis de ambas moléculas se realizó con el uso de Solventes de punto eutéctico bajo (DES) como disolventes y catalizadores, obteniendo tiempos de reacción
cortos, alta pureza en los productos y procesos amigables con el ambiente, lo cual es una mejora en la síntesis de estos compuestos. Se estudió la inhibición de ambas moléculas sobre la actividad Ca2+ -ATPasa de CtpF, se obtuvo un 30.51% para 4c y 18.17% para 4b. El compuesto 4b presentó una Concentración Mínima Inhibitoria (CMI) interesante de 25 µg/mL, lo cual lo convierte en un candidato promisorio como posible antituberculoso. Ninguna de las moléculas presentó toxicidad sobre células eucariotas; por lo tanto, su optimización puede contribuir al desarrollo de nuevos compuestos antimicobacterianos. (Texto tomado de la fuente) | |
dc.description.abstract | The P-type Ca2+-ATPase of CtpF from Mycobacterium tuberculosis (Mtb), a membrane
transporter essential for ionic homeostasis and cell viability of mycobacteria, possesses a
binding site whose interaction with compounds inhibits enzymatic function and
mycobacterial activity. Considering the above, compounds with the pyrrolo[1,2-
a]quinoxalinic core substituted at the C-4 position were postulated and studied by in silico
strategies as possible CtpF inhibitors, since they have shown in previous studies a broad
pharmacological profile, against bacteria, viruses, and with antitumor activity, however,
their antituberculosis potential has not been explored.
Consequently, the aim of this work was to design, synthesize and evaluate the effect on
the Ca2+-ATPase activity of CtpF of some compounds derived from the pyrrolo[1,2-
a]quinoxaline cores with antimycobacterial potential. Compounds 4-(3,4-
methylenedioxyphenyl)pyrrolo[1,2-a]quinoxalin 4b and 4-(2-chlorophenyl)pyrrolo[1,2-
a]quinoxalin 4c were identified as potential CtpF inhibitors by virtual screening and
molecular docking. The synthesis of both molecules was performed with the use of Low
Eutectic Point Solvents (DES) as solvents and catalysts, obtaining short reaction times,
high purity in the products and environmentally friendly processes, which is an improvement
in the synthesis of these compounds. The inhibition of both molecules on the Ca2+
-ATPase
activity of CtpF was studied, 30.51% was obtained for 4c and 18.17% for 4b. Compound
4b presented an interesting Minimum Inhibitory Concentration (MIC) of 25 µg/mL, which
makes it a promising candidate as a possible antituberculous. None of the molecules
showed toxicity on eukaryotic cells; therefore, their optimization may contribute to the
development of new antimycobacterial compounds. | |
dc.language | spa | |
dc.publisher | Universidad Nacional de Colombia | |
dc.publisher | Bogotá - Ciencias - Maestría en Ciencias - Bioquímica | |
dc.publisher | Departamento de Química | |
dc.publisher | Facultad de Ciencias | |
dc.publisher | Bogotá, Colombia | |
dc.publisher | Universidad Nacional de Colombia - Sede Bogotá | |
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dc.rights | Atribución-NoComercial 4.0 Internacional | |
dc.rights | http://creativecommons.org/licenses/by-nc/4.0/ | |
dc.rights | info:eu-repo/semantics/openAccess | |
dc.title | Diseño in silico, síntesis y efecto en la actividad Ca2+ -ATPasa de CtpF de los compuestos derivados del núcleo pirrolo[1,2- a]quinoxalinas con potencial antimicobacteriano | |
dc.type | Trabajo de grado - Maestría | |