WorldCat Identities

Delgado Cirilo, Antonio

Overview
Works: 27 works in 61 publications in 3 languages and 139 library holdings
Roles: Author
Publication Timeline
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Most widely held works by Antonio Delgado Cirilo
Introducción a la química terapéutica by Antonio Delgado Cirilo( )

15 editions published between 2000 and 2015 in Spanish and held by 81 WorldCat member libraries worldwide

La Química Terapéutica tiene como objetivo el estudio químico de los fármacos con la finalidad de determinar la relación existente entre la estructura química, las propiedades fisicoquímicas, la reactividad y la respuesta biológica, con el fin último de proporcionar los conocimientos necesarios para la creación de nuevos fármacos. Esta materia constituye el núcleo fundamental de la asignatura Química Farmacéutica», implantada en los planes de estudio de la licenciatura de Farmacia en las universidades españolas desde hace ya casi treinta años. Debido a su naturaleza interdisciplinar, a caballo entre la química, la fisicoquímica, la bioquímica, y la farmacología, los contenidos de esta asignatura suelen carecer de homogeneidad entre las distintas Facultades en las que se imparte. A ello contribuye en gran medida la escasez de libros de texto de carácter general en este campo que puedan servir de referencia o guía a los profesores encargados de su docencia. En consecuencia, uno de los objetivos primordiales que se persiguen con esta segunda edición de la Introducción a la Química Terapéutica» es el de ofrecer a la comunidad universitaria, profesores y alumnos, un texto que, sin ánimo de ser exhaustivo, permita desarrollar la mayor parte del temario de la asignatura de Química Farmacéutica. A diferencia de otras obras de extensión comparable, se han tratado de forma sistemática, completa y equilibrada los principios básicos en los que se fundamenta el diseño de fármacos, así como el origen y las relaciones estructura actividad de la mayoría de las familias de fármacos de mayor relevancia terapéutica actual
Introducción a la síntesis de fármacos by Antonio Delgado Cirilo( Book )

5 editions published between 2002 and 2010 in Spanish and held by 17 WorldCat member libraries worldwide

Ejercicios de química farmaceútica II by Antonio Delgado( Book )

3 editions published in 2016 in Spanish and held by 5 WorldCat member libraries worldwide

Alilaciones de aldehidos con sistemas de 2-(arilsulfinil)alilo enantioméricamente enriquecidos by Francesc J Márquez Garrido( Book )

2 editions published in 2001 in Spanish and held by 2 WorldCat member libraries worldwide

Manual de nomenclatura química sistemática de los fármacos : aplicación de la normativa IUPAC y ejercicios resueltos by David Mauleón( Book )

2 editions published in 1987 in Spanish and held by 2 WorldCat member libraries worldwide

Synthesis of 2-Vinyl sphingolipids as S1PL inhibitors by Raquel Calderón i Almendro( Book )

2 editions published in 2017 in English and held by 2 WorldCat member libraries worldwide

New sphingolipid probes for metabolism and trafficking studies by María Garrido Martínez( Book )

3 editions published between 2012 and 2013 in English and held by 2 WorldCat member libraries worldwide

Síntesis de análogos de esfingolípidos mediante química paralela en disolución by Santiago Grijalvo Torrijo( )

2 editions published in 2006 in Spanish and held by 2 WorldCat member libraries worldwide

Estudis sobre dessaturases d'àcids grassos d'insectes. Implicacions en la biosíntesi d'esfingolípids by Gemma Villorbina Noguera( Book )

2 editions published in 2004 in Spanish and Catalan and held by 2 WorldCat member libraries worldwide

Aproximaciones asimétricas a la síntesis de 2-ciclopentenonas en la reacción mediada por Ni(0) entre acetilenos y haluros de alilo by Juan Manuel Villar Garruta( Book )

2 editions published in 1996 in Spanish and held by 2 WorldCat member libraries worldwide

Design and synthesis of sphingosine-1-phosphate lyase inhibitors and fluorogenic probes for the development of HTS assays by Pol Sanllehí Figuerola( Book )

2 editions published between 2016 and 2017 in English and held by 2 WorldCat member libraries worldwide

Sphingolipids (SLs) are essential structural and signaling molecules of eukaryotic cells. An important group of SLs metabolites are those showing a phosphate group at the C1- OH. Among them, sphingosine-1-phosphate (S1P) is a well-recognized signaling molecule that can act both as an intracellular second messenger and as a ligand of specific G-protein coupled receptors (S1P1-5), giving rise to a series of downstream signaling pathways involved in vascular development, control of cardiac rhythm, and immunity responses, among others. Sphingosine-1-phosphate lyase (S1PL) is a pyridoxal 5'-phosphate (PLP) dependent enzyme that catalyzes the irreversible degradation of S1P into ethanolamine phosphate and trans-2-hexadecenal in the endoplasmic reticulum. Together with S1P phosphatase, and sphingosine kinase, S1PL regulates the intracellular levels of S1P and contributes to the so-called 'sphingolipid rheostat', a system that controls cell fate based on the ratio of intracellular proliferative S1P and the apoptogenic sphingosine and ceramide. Notably, S1PL plays an important role in regulating the immune system, since its inhibition disrupts the S1P gradient that promotes T-cell egress from lymphoid tissues. In this context, S1PL has been validated as therapeutic target for the treatment of some autoimmune diseases, such as multiple sclerosis or rheumatoid arthritis. In light of the therapeutic potential associated to the modulation of S1PL activity, we undertook the design of new S1PL inhibitors based on two different approaches. Firstly, a structure-based drug design of S1PL inhibitors was performed using the crystal structures of the bacterial (StS1PL) and human (hS1PL) enzymes, which share a high level of sequence and structural similarities. Taking into account the common structural features of a series of hits, identified on a preliminary screening of potential S1PL inhibitors, and based on the results arising from docking studies using the hS1PL and StS1PL X-ray structures, a small library of putative S1PL inhibitors, derived from a common scaffold, were designed and synthesized. Compound RBM13, a previously reported fluorogenic S1PL substrate, was used in the development of an 'on-plate' assay for the S1PL activity determination using recombinant StS1PL and hS1PL as enzyme sources. Unfortunately, the rational design of new S1PL inhibitors was unsuccessful, as evidenced by the modest activities found for the designed inhibitors under our optimized assay conditions. In addition, although comparable kinetic parameters were determined for RBM13 against the two enzymes, a reference hS1PL inhibitor did not show any activity on the bacterial enzyme. In a second approach, two families of S1PL inhibitors were designed based on S1PL mechanistic considerations. In this sense, a small family of non-reactive analogs of some key enzyme reaction intermediates, as well as a series of stereodefined azide analogs of the natural S1P, were synthesized and tested against human and bacterial S1PL. Although compounds mimicking the intermediates of the catalytic process were weak inhibitors, all the azido phosphates behaved as competitive inhibitors in the low µM range on the two S1PL isozymes. These results suggested that StS1PL can be a reliable model for the design of hS1PL inhibitors that bind into the active site. However, the usefulness of this model protein is more limited if one wants to design compounds that target the active site access channel. Finally, two new coumarin-containing probes with potential applicability in HTS assays were designed and synthesized. Structurally, both compounds are formally derived from RBM13 by intercalation of a vinyl group between the amino alcohol phosphate moiety and the ether-linked coumarin group of the parent compound. Gratifyingly, both probes were validated as hS1PL substrates with better kinetic parameters than those determined for RBM13
Polyene sphingolipids with latent fluorescence new tools to study the biophysical properties of cellular membranes by Ingrid Nieves Calatrava( Book )

2 editions published between 2015 and 2016 in English and held by 2 WorldCat member libraries worldwide

One of the ultimate goals in biomedicine is to understand the relationship between structure, function, and dynamics of biomolecules in living cells. The biophysical tools designed to gain more insight into metabolism, trafficking and interaction of the sphingolipids (SLs), require the use of high molar concentrations of fluorescence lipid analogues, labelled with bulky chromophores, such BODIPY or NBD, resulting in altered biophysical properties of the cell membrane. Recently, lipids tagged with conjugated linear polyene moieties, which are strongly absorbing chromophores that may attain modest but useful fluorescence yields, have been reported to behave in vivo like their endogenous counterparts. Nevertheless, when these labelled lipids are part of the N-acyl or the O-acyl chains of the SLs, the fluorophore can be released by hydrolysis of the amide or the ester bonds, and the resulting sphingoid base is no longer traceable. Taking into account the above considerations, the main objective of this thesis is to synthesize novel intrinsically-fluorescent sphingosine (Sph) and ceramide (Cer) probes, labelled with five conjugated double bonds in the sphingoid base backbond, in order to analyse membrane microdomains that are temporarily enriched in certain lipids. Additionally, the fluorescence of these probes can be modulated with total spatiotemporal control by the presence of a suitable radical quencher that can be removed by the action of a specific enzyme. Initially, as a proof of concept, three probes derived from [gamma]-aminobutyric acid (GABA), based on a conjugated pentaene system with a radical scavenger (n-DOXYL free radical group) at different positions, were synthesised. These probes are structural analogues of palmitoyl-Cer lacking the hydroxyl group at C1 of the sphingoid chain. In addition, the secondary hydroxyl group at C3 has been replaced with an ester group. Despite the overall effect is a lower polarity of the headgroup, GABA-pentaene probes were still useful tools to evaluate the biophysical properties of these dual fluorophore-quencher systems in model membranes. With the GABA-pentaene probes in hand, different biophysical studies were developed in lipid vesicles. Fluorescence studies, differential scanning calorimetry and electron paramagnetic resonance measurements exhibited the ability of these probes to detect membrane lipids in gel phase, being relevant in view of the novel evidences pointing at the existence of gel microdomains in cell membranes. In addition, these Cer analogues may be particularly useful probes for the observation of highly-ordered bilayers by confocal microscopy, since its emission was higher in gel than in fluid domains, and in liquid-ordered than in liquid-disordered areas. Finally, different synthetic protocols for the construction of conformationally constrained pentaene-Sph and -Cer analogues were designed. The combination of Horner-Wadsworth-Emmons (HWE) and Wittig olefinations gave access to triene and pentane alkyne intermediates. In turn, these alkynes were found to be versatile synthons for the preparation of SLs analogues. By means of nucleophilic alkynylations, polyenyne-Sph analogues were obtained, whereas a hydrozirconation approach allowed the synthesis of the first pentaene palmitoyl-Cer analogue. Additionally, in light of the apparent instability of the conjugated pentaene system under acidic conditions, an alternative unreported serinal derivative building block was synthesised, which enabled a selective deprotection under mild basic conditions. Overall, synthetic approaches to polyene sphingosine analogues have been achieved. Remarkably, the pentaene moiety has been introduced in the sphingoid base backbond for the first time, providing new tools to directly observe their distribution in lipid bilayers. In addition, biophysical studies revealed the suitability of polyene moieties for fluorescence detection, by means of the simplified models GABA-pentaene probes
Nuevos análogos conformacionalmente restringidos de la metoxamina by Antonio Delgado Cirilo( Book )

2 editions published in 1986 in Spanish and held by 2 WorldCat member libraries worldwide

Synthesis and optimization of new sphingolipid sensors for metabolism and trafficking studies by Ana Pou Cabello( Book )

2 editions published in 2017 in English and Catalan and held by 2 WorldCat member libraries worldwide

Modular approach to the synthesis of IPCs inhibitors as antifungal agents = Aproximación modular al diseño de inhibidores de la inositol fosfoceramida sintasa by Pedro Serrano Navarro( Book )

3 editions published in 2004 in English and Spanish and held by 2 WorldCat member libraries worldwide

<> by Susana Hospital Marchal( Book )

1 edition published in 1996 in Spanish and held by 1 WorldCat member library worldwide

A modular approach to sphingolipid analogs mediated by aziridines synthesis and biological studies by Anna Alcaide López( Book )

1 edition published in 2012 in English and held by 1 WorldCat member library worldwide

Chemical modifications on phytosphingolipids synthesis and biological studies = Modificacions químiques en fitoesfingolípids : síntesi i estudis biològics by David Mormeneo Julián( )

1 edition published in 2007 in English and held by 1 WorldCat member library worldwide

Inhibidores potenciales de la biosíntesis de feromonas : síntesis de análogos fluorados del ácido palmítico by Marta Ruiz Nel-lo( )

1 edition published in 1989 in Spanish and held by 1 WorldCat member library worldwide

Síntesis de análogos pirrólicos de los alcaloides vinoxina y dasicarpidona by Antonio Delgado Cirilo( )

1 edition published in 1980 in Spanish and held by 1 WorldCat member library worldwide

 
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Alternative Names
Antonio Delgado researcher

Antonio Delgado wetenschapper

Delgado, Antonio

Delgado, Antonio Delgado Cirilo

Delgado i Cirilo, Antonio

Languages
Spanish (38)

English (14)

Catalan (2)