info:eu-repo/semantics/doctoralThesis
De 1,3-diaza heterociclos a compuestos fusionados: síntesis, reactividad y estudios fotoquímicos
Date
2019-09-11Registration in:
Faillace, Martín Sebastián; Peláez, Walter José; De 1,3-diaza heterociclos a compuestos fusionados: síntesis, reactividad y estudios fotoquímicos; 11-9-2019
CONICET Digital
CONICET
Author
Faillace, Martín Sebastián
Abstract
<p class="TextoTesis" style="text-indent: 0cm;">ediante la síntesis orgánica se hanobtenido compuestos con diferentes utilidades, desde medicamentos hasta nuevosmateriales. En este sentido, el químico que se encomienda a esta tarea estáabocado, entre otras actividades, al diseño de nuevos compuestos, o a encontrarvías alternativas para aquellos que escasean en la naturaleza. En este proceso,se parte de estructuras simples para generar otras más complejas, que posean característicaspre-establecidas que definen sus aplicaciones potenciales; y así responder atres preguntas básicas: ¿para qué?, ¿a partir de qué? y ¿cómo?</p><p class="TextoTesis" style="text-indent: 0cm;"><span style=""> </span><span style=""> </span>Eneste trabajo de tesis los sustratos de partida fueron la hidantoína y la 2‑tiohidantoína. Estos 1,3‑ diaza heterociclos decinco miembros son núcleos que por sí mismos no poseen ninguna actividad, sinembargo, sus derivados sintéticos sí han resultado ser biológicamente activos. Espor ello que a partir de hidantoína y la 2‑tiohidantoína se sintetizaron familias dederivados oxigenados y azufrados, con diferentes sustituyentes arilo y, además,nuevos biciclos fusionados.</p><p class="TextoTesis" style="text-indent: 36pt;">De los compuestos bencil ybenciliden(tio)hidantoínas se estudiaron algunas de sus actividades biológicas.En general, se observó que los compuestos azufrados presentaron una buenaactividad antioxidante respecto a sus contrapartes oxigenadas. Por otra parte,se destacó la actividad moduladora de las benciliden(tio)hidantoínas fluoradas frente a una cepa de <i style="">StaphylococcusAureus</i> SA1199B, la cual se caracteriza por tener sobre-expresada unaproteína de eflujo, norA, que le otorga resistencia a norfloxacina. </p><p class="TextoTesis" style="text-indent: 36pt;">Por otro lado, se estudiaronalgunos aspectos fotoquímicos con el objetivo de indagar respecto a laspropiedades fisicoquímicas de estos compuestos. Estos estudios consistieron enla fotoisomerización y reversión térmica de las bencilidentioimidazolidinas y bencilidenimidazotiazolonas<b>. </b>De este modo, analizando lacinética de este proceso fue posible determinar parámetros termodinámicos, como:<span style="font-family: "Malgun Gothic Semilight", sans-serif;" lang="en">Δ</span>H<sup>#</sup>,<span style="font-family: "Malgun Gothic Semilight", sans-serif;" lang="en">Δ</span>S<sup>#</sup>y <span style="font-family: "Malgun Gothic Semilight", sans-serif;" lang="en">Δ</span>G<sup>#</sup>.<span style=""> </span><span style=""> </span>Además,se estudió la emisión de fluorescencia de esta familia de compuestos y resultóinteresante ver los cambios que ocurrieron al interaccionar con estructuras máscomplejas, más específicamente, con ADN doble hebra y MOFs (<i style="">Metal Organic Frameworks</i>). </p><!--[if gte mso 9]><xml> <o:OfficeDocumentSettings> <o:RelyOnVML/> <o:AllowPNG/> </o:OfficeDocumentSettings></xml><![endif]--><!--[if gte 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