Person: Cabrera González, Justo Enrique
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First Name
Justo Enrique
Last Name
Cabrera González
Affiliation
Universidad Complutense de Madrid
Faculty / Institute
Ciencias Químicas
Department
Química Orgánica
Area
Identifiers
7 results
Search Results
Now showing 1 - 7 of 7
Item Ru(II) and Ir(III) phenanthroline-based photosensitisers bearing o-carborane: PDT agents with boron carriers for potential BNCT(Biomaterials Science, 2021) Conway-Kenny, Robert ; Ferrer-Ugalde, Albert ; Careta, Oriol ; Cui, Xiaoneng ; Zhao, Jianzhang; Nogués, Carme ; Núñez, Rosario ; Cabrera González, Justo Enrique; Draper, Sylvia M.Four novel transition metal-carborane photosensitisers were prepared by Sonogashira cross-coupling of 1-(4-ethynylbenzyl)-2-methyl-o-carborane (A-CB) with halogenated Ru(II)- or Ir(III)-phenanthroline complexes. The resulting boron-rich complexes with one (RuCB and IrCB) or two carborane cages (RuCB2 and IrCB2) were spectroscopically characterised, and their photophysical properties investigated. RuCB displayed the most attractive photophysical properties in solution (λem 635 nm, τT 2.53 μs, and φp 20.4%). Nanosecond time-resolved transient absorption studies were used to explore the 3MLCT nature of the triplet excited states, and the highest singlet oxygen quantum yields (ΦΔ) were obtained for the mono-carborane-phenanthroline complexes (RuCB: 52% and IrCB: 25%). None of the complexes produce dark toxicity in SKBR-3 cells after incubation under photodynamic therapy (PDT) conditions. Remarkably, mono-carboranes RuCB and IrCB were the best internalised by the SKBR-3 cells, demonstrating the first examples of tris-bidentate transition metal-carborane complexes acting as triplet photosensitisers for PDT with a high photoactivity; RuCB or IrCB killed ∼50% of SKBR-3 cells at 10 μM after irradiation. Therefore, the high-boron content and the photoactive properties of these photosensitisers make them potential candidates as dual anti-cancer agents for PDT and Boron Neutron Capture Therapy (BNCT).Item Reversible Optical Data Storage via Two-Photon Micropatterning of o‑Carboranes-Embedded Switchable Materials(Chemistry of Materials, 2023) Abdallah, Stephania; Mhanna, Rana; Cabrera González, Justo Enrique; Núñez, Rosario; Khitous, Amine ; Morlet-Savary, Fabrice ; Soppera, Olivier ; Versace, Davy-Louis ; Malval, Jean-PierreTwo-photon polymerization (2PP) constitutes a powerful light-triggered 3D stereolithography, allowing the fabrication of micro- or nanostructures with spatially encoded functionalities. In the present report, we take advantage of this programmable property in order to develop a photoresist authorizing the direct 2PP-lithography of luminescent switchable μ-structures. In this single step processing method, we highlight the pivotal role of a quadrupolar o-caborane initiator comprising a 9, 10-disubstituted anthracene core capable of chemically entrap oxygen-inhibiting species during the free radical two-photon initiation step. Such an O2 sequestration approach not only enhances the two-photon initiation performance of the polymerization, but also generates a non-luminescent endoperoxide by-product embedded in the polymerized macrostructure. Interestingly, simple heating of the final materials promotes endoperoxide thermolysis, resulting in the recovery of the luminescent o-carborane dye. This original luminescence turn OFF/ON property exhibits excellent fatigue resistance through a large number of alternated thermal and light stimuli cycles. The potential of this direct laser writing strategy for reversible data storage applications is finally demonstrated by the two-photon patterning of a series of matricially organized μ-structures used as rewritable binary optical memories which can be easily encoded on demand.- Project number: 134
Item Nueva metodología de aprendizaje basado en investigación en el Laboratorio de Química Orgánica II (Grado en Química, Doble Grado en Química y Bioquímica)(2022) Illescas Martínez, Beatriz; Martínez Ruiz, María Paloma; Rodríguez Yunta, María Josefa; Gómez Aspe, Rafael; Lora Maroto, Beatriz; Martínez del Campo, Teresa; Descalzo López, Ana Belén; Santos Barahona, Jose Manuel; Cembellín Santos, Sara; Cabrera González, Justo Enrique; Patino Alonso, Jennifer; Serrano Buitrago, Sergio; Villalonga Chico, Anabel; Mayol Hornero, Beatriz; Hernández-Cornejo Pérez, JavierEste proyecto tiene como objetivo llevar a cabo un cambio conceptual del Laboratorio de Química Orgánica II, introduciendo métodos del aprendizaje mediante indagación guiada (“inquiry-guided learning”). Se ha desarrollado un aprendizaje centrado en el estudiante, que requiere que los alumnos realicen sus propias hipótesis, planifiquen su experimento, reflexionen y tomen decisiones durante el desarrollo de cada sesión. Se han utilizado como estrategias principales: 1) Diseño de una práctica piloto basada en los conceptos del aprendizaje mediante indagación guiada. Dicha práctica es diferente para cada alumno, lo que ha supuesto contar con una reserva de 12-15 prácticas diferentes previamente ensayadas. 2) Diseño y elaboración del material de laboratorio necesario para transformar las prácticas ya existentes en formato expositivo en experimentos basados en indagación, planteando preguntas que los alumnos deben responder a lo largo del experimento, sin proporcionarles previamente los resultados esperados, sino promoviendo un aprendizaje activo que integra los nuevos conceptos inferidos a partir de un verdadero proceso de experimentación e investigación. 3) Promover la discusión científica de los resultados introduciendo al final de la sesión una puesta en común con un alto componente de evaluación entre iguales (“peer-assessment”). 4) Con el fin de tutorizar el papel del profesor en este modelo de aprendizaje, se ha desarrollado una guía de ayuda al profesor. 5) Por último, se han realizado encuestas de evaluación para recibir la retroalimentación necesaria de los profesores y alumnos que se han enfrentado a esta nueva metodología en nuestro Departamento. Item Blue Emitting Star-Shaped and Octasilsesquioxane-Based Polyanions Bearing Boron Clusters. Photophysical and Thermal Properties(Molecules, 2020) Cabrera González, Justo Enrique; Chaari, Mahdi; Teixidor, Francesc; Viñas, Clara; Núñez, RosarioHigh boron content systems were prepared by the peripheral functionalisation of 1,3,5-triphenylbenzene (TPB) and octavinylsilsesquioxane (OVS) with two different anionic boron clusters: closo-dodecaborate (B12) and cobaltabisdicarbollide (COSAN). TPB was successfully decorated with three cluster units by an oxonium ring-opening reaction, while OVS was bonded to eight clusters by catalysed metathesis cross-coupling. The resulting compounds were spectroscopically characterised, and their solution-state photophysical properties analysed. For TPB, the presence of COSAN dramatically quenches the fluorescence emission (λem = 369 nm; ΦF = 0.8%), while B12-substituted TPB shows an appreciable emission efficiency (λem = 394 nm; ΦF = 12.8%). For octasilsesquioxanes, the presence of either COSAN or B12 seems to be responsible for ∼80 nm bathochromic shift with respect to the core emission, but both cases show low emission fluorescence (ΦF = 1.4–1.8%). In addition, a remarkable improvement of the thermal stability of OVS was observed after its functionalisation with these boron clusters.- Project number: 307
Item La “indagación guiada” en el Laboratorio de Química Orgánica II (Grado en Química, Doble Grado en Química y Bioquímica)(2023) Illescar Martínez, Beatriz María; Martínez Ruiz, Mª Paloma; Rodríguez Yunta, Mª Josefa; Gómez Aspe, Rafael; Lora Maroto, Beatriz; Luna Costales, Amparo; Descalzo López, Ana Belén; Vázquez Rodríguez, Henar; Santos Barahona, José; Cembellín Santos, Sara; Cabrera González, Justo Enrique; Patino Alonso, Jennifer; Serrano Buitrago, Sergio; Foronda Sainz, Román; Nieto Ortiz, Gema Isabel; García Matesanz, Diego; López Zazo, Ruth; García Escobar, Mª Eugenia; Calderón Saturio, DeliaEl objetivo del proyecto es introducir la indagación guiada en el Laboratorio de Química Orgánica II. Supone la modificación de las prácticas, elaboración del material docente y creación de una sesión de búsqueda bibliográfica online. Item A 3D Peptide/[60]Fullerene hybrid for multivalent recognition(Angewandte Chemie International Edition, 2022) Cabrera González, Justo Enrique; Illescas Martínez, Beatriz María; Martín León, Nazario; Gallego, Iván; Ramos‐Soriano, Javier; Méndez‐Ardoy, Alejandro; Irene Lostalé‐Seijo; Jose J. Reina; Javier MontenegroFully substituted peptide/[60]fullerene hexakis‐adducts offer an excellent opportunity for multivalent protein recognition. In contrast to monofunctionalized fullerene hybrids, peptide/[60]fullerene hexakis‐adducts display multiple copies of a peptide in close spatial proximity and in the three dimensions of space. High affinity peptide binders for almost any target can be currently identified by in vitro evolution techniques, often providing synthetically simpler alternatives to natural ligands. However, despite the potential of peptide/[60]fullerene hexakis‐adducts, these promising conjugates have not been reported to date. Here we present a synthetic strategy for the construction of 3D multivalent hybrids that are able to bind with high affinity the E‐selectin. The here synthesized fully substituted peptide/[60]fullerene hybrids and their multivalent recognition of natural receptors constitute a proof of principle for their future application as functional biocompatible materials.Item C60-based Multivalent Glycoporphyrins Inhibit SARS-CoV-2 Specific Interaction with the DC-SIGN Transmembrane Receptor(Small, 2023) Rafael Delgado; Cabrera González, Justo Enrique; Illescas Martínez, Beatriz María; Martín León, Nazario; Canales Mayordomo, María Ángeles; López Montero, Iván; Delgado Vázquez, RafaelSince WHO has declared the COVID-19 outbreak a global pandemic, nearly seven million deaths have been reported. This efficient spread of Severe Acute Respiratory Syndrome Coronavirus-2 (SARS-CoV-2) is facilitated by the ability of the spike glycoprotein to bind multiple cell membrane receptors. Although ACE2 is identified as the main receptor for SARS-CoV-2, other receptors could play a role in viral entry. Among others, C-type lectins such as DC-SIGN are identified as efficient trans-receptor for SARS-CoV-2 infection, so the use of glycomimetics to inhibit the infection through the DC-SIGN blockade is an encouraging approach. In this regard, multivalent nanostructures based on glycosylated [60]fullerenes linked to a central porphyrin scaffold have been designed and tested against DC-SIGN-mediated SARS-CoV-2 infection. First results show an outstanding inhibition of the trans-infection up to 90%. In addition, a deeper understanding of nanostructure-receptor binding is achieved through microscopy techniques, high-resolution NMR experiments, Quartz Crystal Microbalance experiments, and molecular dynamic simulations.