Person: Martínez Espinosa, Carlos Antonio
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First Name
Carlos Antonio
Last Name
Martínez Espinosa
Affiliation
Universidad Complutense de Madrid
Faculty / Institute
Farmacia
Department
Química en Ciencias Farmacéuticas
Area
Química Orgánica
Identifiers
5 results
Search Results
Now showing 1 - 5 of 5
Item Expanding the synthesis of a library of potent glucuronic acid glycodendrons for Dengue virus inhibition(Bioorganic Chemistry, 2023) Ramírez López, Pedro; Martínez Espinosa, Carlos Antonio; Merchán, Alejandro ; Perona Requena, Almudena; Hernáiz Gómez-Degano, María JosefaMultivalent glycodendrons are valuable tools to mimic many structural and functional features of cell-surface glycoconjugates and its focal position scaffolds represent important components to increase specificity and affinity. Previous work in our group described the preparation of a tetravalent glucuronic acid dendron that binds with good affinity to Dengue virus envelope protein (KD = 22 μM). Herein, the chemical synthesis and binding analysis of a new library of potent glucuronic acid dendrons bearing different functional group at the focal position and different level of multivalency are described. Their chemical synthesis was performed sequentially in three stages and with good yields. Namely a) the chemical synthesis of the oligo and polyalkynyl scaffolds, b) assembling with fully protected glucuronic acid-based azide units by using a microwave assisted copper-catalysed azide-alkyne cycloaddition reaction and c) sequential deprotection of hydroxyl and carboxylic acid groups. Surface Plasmon Resonance studies have demonstrated that the valency and the focal position functional group exert influence on the interaction with Dengue virus envelope protein. Molecular modelling studies were carried out in order to understand the binding observed. This work reports an efficient glycodendrons chemical synthesis that provides appropriate focal position functional group and multivalence, that offer an easy and versatile strategy to find new active compounds against Dengue virus.Item Expanding the synthesis of a library of potent glucuronic acid glycodendrons for Dengue virus inhibition(Bioorganic Chemistry, 2023) Ramírez López, Pedro; Martínez Espinosa, Carlos Antonio; Merchán, Alejandro ; Perona Requena, Almudena; Hernáiz Gómez-Degano, María Josefa; Hernáiz Gómez-Degano, María JosefaMultivalent glycodendrons are valuable tools to mimic many structural and functional features of cell-surface glycoconjugates and its focal position scaffolds represent important components to increase specificity and affinity. Previous work in our group described the preparation of a tetravalent glucuronic acid dendron that binds with good affinity to Dengue virus envelope protein (KD = 22 mu M). Herein, the chemical synthesis and binding analysis of a new library of potent glucuronic acid dendrons bearing different functional group at the focal position and different level of multivalency are described. Their chemical synthesis was performed sequentially in three stages and with good yields. Namely a) the chemical synthesis of the oligo and polyalkynyl scaffolds, b) assembling with fully protected glucuronic acid-based azide units by using a microwave assisted copper-catalysed azide-alkyne cycloaddition reaction and c) sequential deprotection of hydroxyl and carboxylic acid groups. Surface Plasmon Resonance studies have demonstrated that the valency and the focal position functional group exert influence on the interaction with Dengue virus envelope protein. Molecular modelling studies were carried out in order to understand the binding observed. This work reports an efficient glycodendrons chemical synthesis that provides appropriate focal position functional group and multivalence, that offer an easy and versatile strategy to find new active compounds against Dengue virus.- Project number: 337
Item Aula virtual para el aprendizaje práctico de la resolución enzimática de ácidos 2-arilpropiónicos usando estudios computacionales (Docking), hidrólisis enzimática y resonancia magnética nuclear (RMN)(2022) Perona Requena, Almudena; Hoyos Vidal, María Pilar; Ramírez López, Pedro; Aguilar-Amat, Aida Flores; Martínez Espinosa, Carlos Antonio; García Oliva, Cecilia María; Merchán del Real, Alejandro; Hadri, Nada; Jiménez Sánchez, Ana; Iniesta Meco, JuanAula virtual para el alumnado de Química Farmacéutica II y Biotecnología Farmacéutica II, en la cual, mediante elementos multimedia, aprenderán de forma autónoma a realizar la práctica de la resolución enzimática de ácidos 2-arilpropiónicos. En el aula virtual podrán aprender el uso de técnicas computacionales como el docking, así como a realizar reacciones enzimáticas y a interpretar el resultado de la reacción mediante resonancia magnética nuclear. Se usarán recursos educativos abiertos y enseñanza virtual. Item Exploring Rigid and Flexible Scaffolds to Develop Potent Glucuronic Acid Glycodendrimers for Dengue Virus Inhibition(Bioconjugate Chemistry, 2023) Merchán, Alejandro ; Ramírez López, Pedro; Martínez Espinosa, Carlos Antonio; Suárez Álvarez, José Ramón; Perona Requena, Almudena; Hernáiz Gómez-Degano, María JosefaMultivalent glycodendrimers are valuable tools for studying carbohydrate-protein interactions, and their scaffolds represent important components to increase specificity and affinity. Previous work by our group described the preparation of a tetravalent glucuronic acid rigid dendron that binds with good affinity to the dengue virus envelope protein (KD = 22 μM). Herein, the chemical synthesis and binding analysis of three new sets of rigid, semirigid, and flexible glucuronic acid-based dendrimers bearing different levels of multivalency and their interactions with the dengue virus envelope protein are described. The different oligoalkynyl scaffolds were coupled to glucuronic acid azides by a copper-catalyzed azide-alkyne cycloaddition reaction through optimized synthetic strategies to afford the desired glycodendrimers with good yields. Surface plasmon resonance studies have demonstrated that glycodendrimers 12b and 12c, with flexible scaffolds, give the best binding interactions with the dengue virus envelope protein (12b: KD = 0.487 μM and 12c: KD = 0.624 μM). Their binding constant values were 45 and 35 times higher than the one obtained in previous studies with a rigid tetravalent glucuronic acid dendron (KD = 22 μM), respectively. Molecular modeling studies were carried out in order to understand the difference in behavior observed for 12b and 12c. This work reports an efficient glycodendrimer chemical synthesis process that provides an appropriate scaffold that offers an easy and versatile strategy to find new active compounds against the dengue virus.- Project number: 433
Item Elaboración de un Laboratorio Virtual para el desarrollo de Prácticas de Química Orgánica y Química Farmacéutica(2023) Hoyos Vidal, María Pilar; Cañamares Martín, Daniel; Flores Aguilar-Amat, Aída; Martínez Espinosa, Carlos Antonio; Merchán del Real, Alejandro; Perona Requena, Almudena; Ramírez López, Pedro; Romero Aranda, Ernesto; Ros Viñegla, María Piedad; Sánchez Sánchez, Belén; Suárez Álvarez, José Ramón; Hoyos Vidal, María PilarDesarrollo y aplicación de un laboratorio virtual como herramienta docente de apoyo en el aprendizaje de las prácticas de Química Orgánica y Farmacéutica, de forma que resulte atractiva al alumnado y pueda enriquecer su proceso de aprendizaje