Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular Switches

This doctoral thesis is mainly focused on the study of new families of molecular switches based on E/Z isomerism. Specifically, it is evaluated their photophysical and photochemical properties, and how they can be tuned by slight modifications in their structure. Moreover, the off/on photoactivation...

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Autor principal:	Martínez López, David
Otros Autores:	Sampedro Ruiz, Diego (null)
Formato:	text (thesis)
Lenguaje:	eng
Publicado:	Universidad de La Rioja (España) 2019
Acceso en línea:	https://dialnet.unirioja.es/servlet/oaites?codigo=232090
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language	eng
description	This doctoral thesis is mainly focused on the study of new families of molecular switches based on E/Z isomerism. Specifically, it is evaluated their photophysical and photochemical properties, and how they can be tuned by slight modifications in their structure. Moreover, the off/on photoactivation of the cytotoxicity was achieved, allowing us to localize the cytotoxic action in a specific part of the body. This thesis is divided into different chapters. First, a brief introduction is presented, which deals with a short overview of the history of photochemistry, followed by the explanation of some fundamental basis about photochemistry, which will be applied throughout this thesis. In the second chapter, the most important types of molecular switches that have been developed up until now are introduced. Then, the objectives of this work (Chapter 3) are described. In Chapter 4, it is studied a new family of molecular photoswitches based on arylidene-hydantoins together with their synthesis, photochemical and photophysical studies. In Chapter 5, the study of new derivatives based on PSB-retinal is presented. Moreover, it is compared the photoswitching process of this family of switches by means of different electronic states (singlet or triplet state). In Chapter 6 it is described the synthesis, photochemical properties and cytotoxic evaluation of a novel family of photoactive molecules based on metronidazole. Finally, in Chapter 7 it is described the synthesis and study of new derivatives which belong to a new and almost unexplored family of molecular switches based on Donor and Acceptor Stenhouse Adducts (DASAs). Furthermore, a new strategy is proposed to red-shift the absorption wavelength of these new derivatives.
author2	Sampedro Ruiz, Diego (null)
author_facet	Sampedro Ruiz, Diego (null) Martínez López, David
format	text (thesis)
author	Martínez López, David
spellingShingle	Martínez López, David Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular Switches
author_sort	Martínez López, David
title	Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular Switches
title_short	Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular Switches
title_full	Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular Switches
title_fullStr	Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular Switches
title_full_unstemmed	Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular Switches
title_sort	design, synthesis, photochemical and biological evaluation of novel photoactive molecular switches
publisher	Universidad de La Rioja (España)
publishDate	2019
url	https://dialnet.unirioja.es/servlet/oaites?codigo=232090
work_keys_str_mv	AT martinezlopezdavid designsynthesisphotochemicalandbiologicalevaluationofnovelphotoactivemolecularswitches
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spelling	oai-TES00000229072019-08-31Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular SwitchesMartínez López, DavidThis doctoral thesis is mainly focused on the study of new families of molecular switches based on E/Z isomerism. Specifically, it is evaluated their photophysical and photochemical properties, and how they can be tuned by slight modifications in their structure. Moreover, the off/on photoactivation of the cytotoxicity was achieved, allowing us to localize the cytotoxic action in a specific part of the body. This thesis is divided into different chapters. First, a brief introduction is presented, which deals with a short overview of the history of photochemistry, followed by the explanation of some fundamental basis about photochemistry, which will be applied throughout this thesis. In the second chapter, the most important types of molecular switches that have been developed up until now are introduced. Then, the objectives of this work (Chapter 3) are described. In Chapter 4, it is studied a new family of molecular photoswitches based on arylidene-hydantoins together with their synthesis, photochemical and photophysical studies. In Chapter 5, the study of new derivatives based on PSB-retinal is presented. Moreover, it is compared the photoswitching process of this family of switches by means of different electronic states (singlet or triplet state). In Chapter 6 it is described the synthesis, photochemical properties and cytotoxic evaluation of a novel family of photoactive molecules based on metronidazole. Finally, in Chapter 7 it is described the synthesis and study of new derivatives which belong to a new and almost unexplored family of molecular switches based on Donor and Acceptor Stenhouse Adducts (DASAs). Furthermore, a new strategy is proposed to red-shift the absorption wavelength of these new derivatives.Esta tesis doctoral se centra en el estudio de nuevas familias de interruptores moleculares basados en isomería E/Z. En concreto, se han estudiado sus propiedades fotofísicas y fotoquímicas, además de cómo se pueden ajustar mediante pequeñas modificaciones en la estructura. Además se ha conseguido controlar la actividad antitumoral de un fármaco mediante el uso de luz visible, permitiendo localizar el efecto terapeútico. Esta tesis se divide en distintos capítulos. Primero, se presenta una introducción que empieza con un breve resumen de la historia de la fotoquímica, seguido de la explicación de algunos aspectos fundamentales que se emplearán a lo largo de esta tesis. En el segundo capítulo, se detallan los distintos tipos de interruptores moleculares más importantes y que han sido estudiados hasta ahora. A continuación, se centran los objetivos de este trabajo. En el cuarto capítulo, se describe una nueva familia de interruptores moleculares basados en la hidantoína, así como su síntesis y propiedades fotoquímicas y fotofísicas. En el quinto capítulo, se profundiza en el estudio de nuevos derivados basados en la base de Schiff protonada del retinal. Además, se compara la fotoisomerización de estos derivados a través de distintos estados electrónicos (singlete o triplete). En el sexto capítulo, se describe la síntesis, las propiedades fotoquímicas, así como la citotoxicidad de una nueva familia de moléculas fotoactivas basadas en el metronidazol.Para acabar, en el capítulo 7, se describe la síntesis y el estudio de nuevos derivados pertenecientes a una nueva y casi inexplorada familia de interruptores moleculares conocidos como “Donor and Acceptor Stenhouse Adducts”. Además, se propone una nueva estrategia para desplazar al rojo la longitud de onda de absorción de estos derivados.Universidad de La Rioja (España)Sampedro Ruiz, Diego (null)Campos García, Pedro José (null)2019text (thesis)application/pdfhttps://dialnet.unirioja.es/servlet/oaites?codigo=232090engLICENCIA DE USO: Los documentos a texto completo incluidos en Dialnet son de acceso libre y propiedad de sus autores y/o editores. Por tanto, cualquier acto de reproducción, distribución, comunicación pública y/o transformación total o parcial requiere el consentimiento expreso y escrito de aquéllos. Cualquier enlace al texto completo de estos documentos deberá hacerse a través de la URL oficial de éstos en Dialnet. Más información: https://dialnet.unirioja.es/info/derechosOAI \| INTELLECTUAL PROPERTY RIGHTS STATEMENT: Full text documents hosted by Dialnet are protected by copyright and/or related rights. 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Design, Synthesis, Photochemical and Biological Evaluation of Novel Photoactive Molecular Switches

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