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Cyclodextrin for Treating a Case of Niemann–Pick Disease Type C

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Cyclodextrin for Treating a Case of Niemann–Pick Disease Type C UNIVERSIDAD DE MURCIA ESCUELA INTERNACIONAL DE DOCTORADO Molecular Complexation of Several Bioactive Compounds with Cyclodextrins. In vitro and in vivo Applications Encapsulación Molecular de Diferentes Compuestos Bioactivos con Ciclodextrinas. Aplicaciones In vitro e in vivo D. Adrián Matencio Durán 2020 La presente tesis ha dado lugar a las siguientes publicaciones científicas: This thesis has given rise to the following scientific publications: 1. Adrián Matencio, Silvia Navarro-Orcajada, Irene Conesa, Iván Muñoz- Sánchez, Lorena Laveda-Cano, Desiré Cano-Yelo, Francisco García- Carmona, José Manuel López-Nicolás: Evaluation of Juice and Milk “food model” fortified with Oxyresveratrol and β-Cyclodextrin. Food Hydrocolloids (Enviado/sent). 2. Adrián Matencio, María Alejandra Guerrero-Rubio, Fernando Gandía- Herrero, Francisco García-Carmona, José Manuel López-Nicolás: Encapsulation of a bioactive betalamic acid derivate by natural and modified cyclodextrin. A physicochemical, thermodynamic, computational and stabilizer study. Food & Function (Enviado/Sent). 3. Silvia Navarro-Orcajada, Adrián Matencio, Francisco Garcia-Carmona, José Manuel López Nicolás: Smart delivery of stilbenes: Synthesis and encapsulation of Resveratrol lipo-derivates. A complete study. Journal of Agricultural and Food Chemistry (Enviado/sent). 4. Adrián Matencio, Nilesh K. Dhakar, José Manuel López-Nicolás, Federica Bessone, Francisco García-Carmona, Roberta Cavalli, Giorgia Musso, Francesco Trotta. Obtaining complexation constants for ligand/cyclodextrin-basednanosponges.Application and study of oxyresveratrol complexes. Journal of Controlled Release. (Enviado/sent). 5. Adrián Matencio, Francisco García-Carmona, José Manuel López Nicolás. A characterization of the stilbene modulation of phosphodiesterase activity. Molecular Nutrition and food research. (Enviado/sent). 6. Adrián Matencio, Fernando Gandía-Herrero, Fabrizio Caldera, Francesco Trotta, Francisco García-Carmona, José Manuel López Nicolás. Lifespan extension in Caenorhabditis elegans by oxyresveratrol supplementation complexed in soluble cyclodextrin-based nanosponges. Journal of Controlled Release. (Enviado/sent). 7. Adrián Matencio, Samanta Hernández-García, Francisco García- Carmona, José Manuel López-Nicolás: A Way to Increase the Bioaccesibility and Photostability of Roflumilast, a COPD Treatment, by Cyclodextrin Monomers. Polymers 05/2019; 11(5):801., DOI:10.3390/polym11050801 8. Adrián Matencio, Francisco García-Carmona, José Manuel López- Nicolás: An improved “ion pairing agent free” HPLC-RP method for testing cAMP Phosphodiesterase activity. Talanta 09/2018; 192., DOI:10.1016/j.talanta.2018.09.058 9. Adrián Matencio, Silvia Navarro-Orcajada, Francisco Garcia-Carmona, José Manuel López Nicolás: Ellagicacid-boraxfluorescenceinteraction. Application to a novel cyclodextrin-borax nanosensor for analyzing ellagic acid in food samples.. Food & Function 06/2018; 9(7)., DOI:10.1039/C8FO00906F 10. Adrián Matencio, María Agustina Alcaráz-Gómez, Francisco García Carmona, Begoña Arias, José Manuel López-Nicolás: Application of a simple methodology to analyze Hydroxypropyl-β-Cyclodextrin in urine using HPLC–LS in early Niemann–Pick disease type C patient. Journal of Chromatography B 06/2018; 1093-1094., DOI:10.1016/j.jchromb.2018.06.051 11. Adrián Matencio, Francisco García-Carmona, José Manuel López- Nicolás: The inclusion complex of oxyresveratrol in modified cyclodextrins: A thermodynamic, structural, physicochemical, fluorescent and computational study. Food Chemistry 05/2017; 232:177–184., DOI:10.1016/j.foodchem.2017.04.027 12. Adrián Matencio, Francisco García-Carmona, José Manuel López- Nicolás: Aggregation of t10, c12 Conjugated linoleic Acid in presence of natural and Modified Cyclodextrins. A physicochemical, thermal and Computational analysis. Chemistry and Physics of Lipids 03/2017; 204., DOI:10.1016/j.chemphyslip.2017.03.008 13. Adrián Matencio, Samanta Hernandez-Garcia, Francisco Garcia- Carmona, José Manuel López Nicolás: An integral study of cyclodextrins as solubility enhancers of α-methylstilbene, a resveratrol analogue. Food & Function 12/2016; 8(1)., DOI:10.1039/C6FO01677D 14. Adrián Matencio, Mario J. Bermejo‐Gimeno, Francisco García‐Carmona, José Manuel López‐Nicolás: Separating and Identifying the Four Stereoisomers of Methyl Jasmonate by RP‐HPLC and using Cyclodextrins in a Novel Way. Phytochemical Analysis 12/2016; 28(3)., DOI:10.1002/pca.2654 15. Adrián Matencio, Carlos Javier García Hernández-Gil, Francisco García- Carmona, José Manuel López-Nicolás: Physicochemical, Thermal and Computational Study of the Encapsulation of Rumenic Acid by Natural and Modified Cyclodextrins. Food Chemistry 08/2016; 216., DOI:10.1016/j.foodchem.2016.08.023 16. Adrián Matencio, Francisco Garcia-Carmona, José Manuel López- Nicolás: Encapsulation of piceatannol, a naturally occurring hydroxylated analogue of resveratrol, by natural and modified cyclodextrins. Food & Function 05/2016; 7(5)., DOI:10.1039/C6FO00557H Y las siguientes publicaciones divulgativas: And the following popular science publications: 1. Adrián Matencio: Novel methods of chiral separation. Mapping Ignorance. ISSN 2529-8992. <<https://mappingignorance.org/2017/09/25/novel- methods-chiral-separation>> (Reviewed 11/06/2019). 2. Adrián Matencio: When we forget basic science. An example concerning solubility. Mapping Ignorance. ISSN 2529-8992. <<https://mappingignorance.org/2018/01/03/forget-basic-science- example-concerning-solubility/>> (Reviewed 11/06/2019). 3. Adrián Matencio: When we forget basic science. Seeking the small details out. Mapping Ignorance. ISSN 2529-8992. <<https://mappingignorance.org/2018/10/29/when-we-forget-basic- science-seeking-the-small-details-out/>> (Reviewed 11/06/2019). D. Francisco García Carmona y D José Manuel López Nicolás, catedrático y profesor titular de Universidad respectivamente del Área de bioquímica y Biología Molecular en el departamento de Bioquímica y Biología Molecular-A. AUTORIZAN: La presentación de la tesis doctoral titulada ENCAPSULACIÓN MOLECULAR DE DIFERENTES COMPUESTOS BIOACTIVOS CON CICLODEXTRINAS. APLICACIONES IN VITRO E IN VIVO.(Molecular complexation of several bioactive compounds with cyclodextrins. In vitro and in vivo applications). Realizada por D. Adrián Matencio Durán, bajo nuestra inmediata dirección y supervisión para la obtención del grado de Doctor por la Universidad de Murcia. En Murcia, a 08 de julio de 2019 D. Francisco García Carmona D. José Manuel López Nicolás. Los trabajos de investigación recogida en esta memoria han sido financiados por los siguientes proyectos: AGL2014-57431-P (MEC, FEDER). Programa de ayudas a Grupos de Excelencia de la Región de Murcia, de la Fundación Séneca, Agencia de Ciencia y Tecnología de la Región de Murcia” No. 19893/GERM/2015. AGL2017-86526-P (MEC, FEDER). Adrián Matencio disfrutó de un contrato FPU-UM para la realización de esta tesis doctoral (R1402-2015). En Murcia, a 08 de julio de 2019 D. Adrián Matencio Do or do not. There is no try. Master Yoda. Agradecimientos Normalmente soy un hombre de pocas palabras, y no acostumbro a escribir agradecimientos. Así que, no va a ser una excepción. No obstante, me gustaría dedicar unas palabras a aquellos que en mayor o menor medida me han apoyado en este largo camino. Agradecer como no a mi familia (mi padre, madre, hermano, abuelos, tíos…) su apoyo incondicional y su sacrificio diario para que pudiera estudiar con cierta tranquilidad y llegar a este día. Sin ellos no hubiera sido posible este momento. También a mis amigos de toda la vida, y a los nuevos que he conocido durante este camino por sus consejos, paciencia, y animarme en los momentos difíciles. A mi profesora de instituto Dra. Dña. Josefa María Balsalobre, sin la cual yo sería cualquier cosa, menos un biotecnólogo. A los profesores que me han enseñado en la carrera, por lograr que tenga un pensamiento crítico e integral. Al departamento de Bioquímica y Biología molecular A, en especial a los miembros del grupo de Bioquímica y Biotecnología Enzimática: Juana, Fernando, Pepa, Álvaro, Manuela y Mercedes; por tener siempre un momento para resolver cualquier duda por mi tonta que fuera. A los compañeros de mi departamento, los que están y los que estuvieron, que han sido apoyo, amigos y distracción beneficiosa. A mi pupila Silvia Navarro Orcajada, te deseo lo mejor que la ciencia y el trabajo te puedan dar. Al profesor Dr. Francesco Trotta y a su equipo de la Universidad de Turín por su agradable acogida y su buena disposición a trabajar juntos. A Isabel María Guerrero Lozano, por estar conmigo en los buenos y los malos momentos y ser un gran pilar sin el cual esta tesis no podría haber sido posible. Gracias. Adrián Matencio Durán 2 2020 A mi director y profesor Dr. Francisco García Carmona. Uno de los hombres más inteligentes que he conocido. Siempre dispuesto a escucharme, no había día que no aprendiera algo nuevo. Confío llegar a tu nivel algún día e intentaré no olvidar nada de lo que me ha enseñado estos años. Gracias. Y como no, a mi profesor, tutor, director y amigo Dr. José Manuel López Nicolás. Gracias por acogerme, por tus consejos y siempre darme la oportunidad de expresarme libremente. Gracias por confiar en mí cada día y lograr encontrar unos minutos de tu apretadísima agenda para atenderme cuando lo necesitaba y cuando no. Gracias por considerar mi palabra científica igualmente válida a la de un catedrático desde el primer día. No solo me has enseñado ciencia, me has enseñado vida. Gracias por todo.
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