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Instituto de Parasitología y Biomedicina
"López - Neyra"
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[ Staff | Summary of Research | Funding Agencies | Publications | Doctoral Theses | Patents | Teaching]




Biological Chemistry: molecular recognition and drug design



Group Leader
    • Juan Carlos Morales Sánchez     
        email: jcmorales (@ipb.csic.es)
        Tlf: 958181644



    Staff Research Posdoctoral
    • Pablo Peñalver Puente     


    Staff Research Predoctoral
    • Manuel Pérez Soto     


    Authorized Staff
    • Raquel Da Costa Rainha Gonçalves     
    • Cristina Fernández Pérez     
    • Belén García Pérez     

     

    SUMMARY OF RESEARCH


     

    CHEMISTRY ON NATURAL PHENOLICS
    Drugs based on natural phenolics: potential applications on inflammation-related diseases

     

    Natural phenolics have been shown to display relevant biological activities such as antibacterial, anti-inflammatory, anticancer, neuroprotective or cardioprotective properties. Nevertheless, their possible use as drugs is very limited since they get rapidly metabolized in the organism.
    We synthesize chemically modified natural phenolics to enhance their bioavailability and biological activity. At the same, we prepare phenolic metabolites to facilitate ADME studies and to study their intrinsic biological activity in comparison with the parent natural phenols.



    Relevant publications and patents

    7. P. Peñalver, E. Belmonte-Reche, N. Adán, M. Caro, M. L. Mateos-Martín, M. Delgado, E. González-Rey* and J. C. Morales*. Alkylated resveratrol prodrugs and metabolites as potential therapeutics for neurodegenerative diseases. Eur. J. Med. Chem., 2018, 146, 123-138.
    6. S. Lopez, S. Montserrat-de la Paz, R. Lucas, B. Bermúdez, R. Abia, J. C. Morales, F. J. G. Muriana. Tyrosol and its metabolites as antioxidative and anti-inflammatory molecules in human endothelial cells. Food & Function., 2017, 8(8):2905-2914.
    5. Tyrosol and hydroxytyrosol derivatives as antitrypanosomal and antileishmanial agents. Efres Belmonte-Reche, Marta Martínez-García, Pablo Peñalver, Verónica Gómez-Pérez, Ricardo Lucas, Francisco Gamarro, José María Pérez-Victoria*, Juan Carlos Morales*. Eur. J. Med. Chem. 2016, 119:132-40. Eur. J. Med. Chem. 2016, 119:132-40.
    4. Cytotoxic, antiangiogenic and antitelomerase activity of glucosyl- and acyl- resveratrol prodrugs and resveratrol sulfate metabolites. E. Falomir, R. Lucas, R. Martí-Centelles, A. Dupont, M. Carda*, J. C. Morales*. ChemBioChem, 2016, 17, 1343 - 1348. (BACK COVER)
    3. Hydroxytyrosol and tyrosol sulfate metabolites protect against oxidized cholesterol pro-oxidant effect in Caco-2 human enterocyte-like cells. A. Atzeri, R. Lucas, A. Incani, P. Peñalver, A. Zafra-Gómez, M. Paola Melis, R. Pizzala, J. C. Morales*, M. Deiana*. Food & Function, 2016, 7(1):337-46.
    2. The Gut Microbiota Ellagic Acid-Derived Metabolite Urolithin A and Its Sulfate Conjugate Are Substrates for the Drug Efflux Transporter Breast Cancer Resistance Protein (ABCG2/BCRP). A. González-Sarrías, V. Miguel, G. Merino, R. Lucas, J. C. Morales, F. Tomás-Barberán, A. I. Álvarez, J. C. Espín*, J Agric Food Chem 2013, 61, 4352-4359.

    1. Preventive Oral Treatment with Resveratrol Pro-prodrugs Drastically Reduce Colon Inflammation in Rodents. M. Larrosa, J. Tomé-Carneiro, M. J. Yañez-Gascón, D. Alcántara, M. V. Selma, D. Beltrán, M. T. García-Conesa, C. Urbán, R. Lucas, F. A. Tomás-Barberán, J. C. Morales*, J. C. Espín de Gea*, J Med Chem 2010, 53, 7365-7376.


    Collaborators

    1. Prof. Juan Carlos Espín de Gea
    Centro de Edafología y Biología Aplicada del Segura, CSIC
    http://www.cebas.csic.es/dep_english/foods/quality/aliment_lineas_en.html
    2. Dr. Monica Deiana
    Università degli Studi di Cagliari, Cagliari, Italy
    http://dbs.unica.it/index.php?option=com_content&task=view&id=24&Itemid=38
    3. Prof. Miguel Carda Usó
    Universitat Jaume I
    http://www.sinorg.uji.es/index.htm
    4. Dr. Francisco García Muriana
    Instituto de la Grasa, CSIC
    http://www.ig.csic.es/dep.html






     

    CHEMISTRY ON NATURAL PHENOLICS
    Chemically modified natural phenolics: antioxidant surfactants

     

    Plants contain a large number of phenolic-based natural products that are potent antioxidants. We modify natural phenolics chemically and enzymatically to prepare compounds with dual-functionality: "antioxidant surfactants". They display relevant properties:

    1.- relevant surface-active activity (in the range of other non-ionic commercial compounds such as tween 20, dodecyl maltoside or triton X-100).
    2.- high antioxidant activity (these phenolic compounds are among the most active antioxidants).
    3.- environmentally friendly (all components are natural and biodegradable).
    4.- biocide activity (reported in the literature for these type of phenolics).



    Relevant publications and patents

    4. Antioxidant Activity of Alkyl Gallates and Glycosyl Alkyl Gallates in Fish oil in Water Emulsions: Relevance of their Surface Active Properties and of the type of emulsifier. M. J. González, I. Medina, O. S. Maldonado, R. Lucas, J. C. Morales*, Food Chem, 2015, 183, 190-196
    3. Skin delivery of antioxidant surfactants based on gallic acid and hydroxytyrosol. C. Alonso, R. Lucas, C. Barba, M. Marti, L. Rubio, F. Comelles, J.C. Morales, L. Coderch and J. L. Parra J. Pharm. Pharmacol., 2015, 67, 900-908.
    2. Synthesis and characterization of new phenolic antioxidants with surfactant properties: glucosyl- and glucuronosyl alkyl gallates. O. S. Maldonado, R. Lucas, F. Comelles, Mª J. González, J. L. Parra, I. Medina, J. C. Morales*, Tetrahedron, 2011, 77, 7268-7279.
    1. Tyrosol and hydroxytyrosol fatty acid esters: a potential explanation for the nonlinear hypothesis of the antioxidant activity in oil-in-water emulsions. R. Lucas, F. Comelles, D. Alcántara, O. S. Maldonado, M. Curcuroze, J. L. Parra, J. C. Morales*, J Agric Food Chem, 2010, 58, 8021-26.




    Collaborators

    1. Prof. Isabel Medina Méndez Instituto de Investigaciones Marinas, CSIC http://iim.csic.es/en/estructura/7-seafood-chemistry
    2. Dr. Francesc Comelles Folch Instituto de Química Avanzada, CSIC http://www.iqac.csic.es/index.php?option=com_ogngrups&view=detall_grup&Itemid=95&cid=43&lang=en
    3. Dr. Jose María Pérez-Victoria Instituto de Parasitología y Biomedicina "López Neyra", CSIC http://www.ipb.csic.es/departamentos/josepv.html?depto=Dpto.deBioquimicayFarmacologiaMolecular






     

    CARBOHYDRATE DNA CONJUGATES
    Carbohydrate-oligonucleotide conjugates: tools to study molecular interactions

     

    Molecular interactions between biomolecules are crucial for a huge number of biological processes and different aspects are not well understood. We prepare carbohydrate-oligonucleotide conjugates (COCs) to investigate molecular interactions (carbohydrate-aromatic and carbohydrate-DNA contacts) and to explore new structures of DNA or RNA that incorporate carbohydrates.



    Relevant publications

    7. E. Vengut-Climent, P. Peñalver, R. Lucas, I. Gómez-Pinto, A. Aviñó, A. M. Muro-Pastor, E. Galbis, M. V. de Paz, C. Fonseca Guerra, F. M. Bickelhaupt, R. Eritja, C. González and J. C. Morales*. Glucose-nucleobase pairs within DNA: impact of hydrophobicity, alternative linking unit and DNA polymerase nucleotide insertion studies. Chem. Sci., 2018, 9, 3544-3554.
    6. Glucose-nucleobase pseudo base pairs: biomolecular interactions within DNA. E. Vengut-Climent, I. Gómez-Pinto, R. Lucas, P. Peñalver, A. Aviñó, C. Fonseca Guerra, F. M. Bickelhaupt, C. González, J. C. Morales. Angew. Chem. Int. Ed., 2016, 55, 8643- 8647.
    5. Effects of sugar functional groups, hydrophobicity and fluorination on carbohydrate-DNA stacking interactions in water. R. Lucas,P.Peñalver, I. Gómez-Pinto, E. Vengut-Climent,L. Mtashobya, J. Cousin, O. S. Maldonado,V. Perez,V. Reynes,A. Aviño, R. Eritja, C. González, B. Linclau, Juan C. Morales*, J. Org. Chem. 2014, 79 (6), 2419-2429.

    4. Carbohydrate-DNA interactions at G-quadruplexes: folding and stability changes by attaching sugars at the 5'-end. I. Gómez-Pinto, E. Vengut, R. Lucas, A. Aviñó, R. Eritja, C. Gonzalez*, J. C. Morales*,Chem. Eur. J. 2013, 19, 1920-1927.
    TO BE REMARKED. This publication was highlighted as a frontispiece.
    3. Apolar carbohydrates as DNA capping agents. R. Lucas, E. Vengut-Climent, I. Gómez-Pinto, A. Aviñó, R. Eritja, C. Gonzalez, J. C. Morales*,ChemCommum, 2012, 48 (24), 2991 - 2993.
    2. Highly polar carbohydrates stack onto DNA duplexes via CH/π interactions. R. Lucas, I. Gómez-Pinto, A. Aviñó, J. J. Reina, R. Eritja, C. Gonzalez, J. C. Morales*,J. Am. Chem. Soc., 2011, 133, 1909-1916.

    1. Experimental Measurement of Carbohydrate Aromatic Stacking in Water using a Dangling-ended DNA Model System. Juan C. Morales*, José J. Reina, Irene Díaz, Anna Aviñó, Pedro M. Nieto, Ramón Eritja, ChemEur. J. 2008, 14, 7828-7835.
    TO BE REMARKED. This publication was highlighted in the article "Sugars stack up" by Dr. C. Tatko, in the section "News and Views" of Nature Chemical Biology, 2008, 4(10), 587-588.


    Collaborators
    1. Prof. Ramón Eritja Casadellá
    Instituto de Química Avanzada, CSIC
    http://www.iqac.csic.es/index.php?option=com_ogngrups&view=detall_grup&Itemid=95&cid=47&lang=en
    2. Prof. Carlos Gonzalez Ibañez
    Instituto de Química Física Rocasolano, CSIC
    http://rmnac.iqfr.csic.es/index.php?lang=en
    3. Prof. Bruno Linclau
    University of Southampton, United Kingdom
    http://www.southampton.ac.uk/chemistry/about/staff/linclau.page?
    4. Prof. Dr. F.M. (Matthias) Bickelhaupt
    VU University Amsterdam, Netherlands
    http://www.few.vu.nl/~bickel/






     

    CARBOHYDRATE DNA CONJUGATES
    Carbohydrate-oligonucleotide conjugates: potential applications in gene inhibition

     

    Small synthetic nucleic acids have shown promising results as potential drugs in the last decades. Oligonucleotides have been used for the inhibition of a specific gene by blocking gene translation or gene transcription or by stimulating the degradation of a particular messenger RNA. Nevertheless, cellular uptake of these oligonucleotides stands as the problem to be solved. We explore carbohydrate-oligonucleotide conjugates (COCs) as a potential vector to internalize DNA or RNA into the cellso theycould act as gene inhibitors.



    Relevant publications

    4. Glucose Conjugation of anti-HIV-1 oligonucleotides containing unmethylated CpG motifs reduces their immunostimulatory activity. J. A. Reyes-Darias, F. J. Sánchez-Luque, J. C. Morales, S. Pérez-Rentero, R. Eritja, A. Berzal-Herranz. ChemBioChem, 2015, 16, 584-591.
    3. Synthesis, RNAi activity and nuclease-resistant properties of apolar carbohydrates siRNA conjugates. E. Vengut-Climent, M. Terrazas, R. Lucas, M. Arévalo-Ruiz, R. Eritja, J. C. Morales*,Bioorg. Med. Chem. Lett. 2013, 23, 4048-4051.
    2. Synthesis and in vitro inhibition properties of siRNA conjugates carrying glucose and galactose with different presentation. A. Aviñó, S. M. Ocampo, R. Lucas, J. J. Reina, J. C. Morales, J. C. Perales, R. Ertija*, Mol. Divers, 2011, 15, 751-757.
    1. Synthesis, cell-surface binding and cellular uptake of fluorescently labelled glucose DNA conjugates with different carbohydrate presentation. B. Ugarte-Uribe, S. Pérez-Rentero, R. Lucas, A. Aviñó, J. J. Reina, I. Alkorta, R. Eritja, J. C. Morales*,BioconjugateChem. 2010, 21, 1280-1287.


    Collaborators
    1. Prof. Ramón Eritja Casadellá
    Instituto de Química Avanzada
    2. Dr. Itziar Alkorta, Prof. Alicia Alonso, Prof. Felix M. Goñi
    Unidad de Biofísica, CSIC - Universidad del País Vasco
    http://www.unidaddebiofisica.org/
    3. Prof. Alfredo Berzal Herranz
    Instituto de Parasitología y Biomedicina "López-Neyra", CSIC
    http://www.ipb.csic.es/departamentos/aberzalh.html?depto=Dpto.deBiologiaMolecular






     

    G-QUADRUPLEX: NEW LIGANDS AS POTENTIAL DRUGS
    G-quadruplex ligands based on carbohydrates: potential anti-proliferative agents

     

    G-quadruplexes (G4) are four-stranded DNA structures that are over-represented in gene promoter regions and are viewed as emerging therapeutic targets in different pathologies. Transcriptional repression of G4 in oncogenes or in HIV key genes through stabilization of these structures are being proposed as novel anticancer and antiviral strategies.
    Unfortunately, most of G4 ligands prepared so far are not ideal drug-like compounds since they are too large and lipophilic derivatives. At the same time, they tend to have polycyclic aromatic scaffolds that show bind through pi-pi aromatic stacking but showing quite low selectivity among different G4 sequences or topologies.
    We are designing and preparing G4 ligands based on carbohydrates trying to obtain similar efficient binding with more drug-like molecules that, at the same time, display higher selectivity for a specific G4 target.


    Relevant publications

    3. E. Belmonte-Reche, M. Martínez-García, A. Guédin, M. Zuffo, M. Arévalo-Ruiz, F. Doria, J. Campos-Salinas, M. Maynadier, J. J. López-Rubio, M. Freccero, J.-L. Mergny, J. M. Pérez-Victoria* and J. C. Morales *. G-quadruplex identification in the genome of protozoan parasites points to naphthalene diimide ligands as new antiparasitic agents. J. Med. Chem. 2018, 61 (3), pp 1231-1240.
    2. S. T. G. Street, D. N. Chin, G. J. Hollingworth, M. Berry. J. C. Morales* and M. C. Galan*. Divalent Naphthalene Diimide Ligands Display High Selectivity for the Human Telomeric G-quadruplex in K+ Buffer. Chem. Eur. J. 2017, 23, 6953-6958 (Inside Cover).
    1. Synthesis, binding properties and differences on cell uptake of G-quadruplex ligands based on carbohydrate naphthalene diimide conjugates. M. Arévalo-Ruiz, F. Doria, E. Belmonte-Reche, A. De Rache, J. Campos-Salinas, R. Lucas, E. Falomir, M. Carda, J. M. Pérez-Victoria, J.-L. Mergny, M. Freccero* and J. C. Morales * Chem. Eur. J. 2017, 23, 2157-2164.


    Collaborators
    1. Prof. Mauro Freccero
    Università degli studi di Pavia, Italy
    http://scienze.unipv.it/?pagina=docenti&id=686
    2. Prof. Jean Louis Mergny
    Univ. Bordeaux, Inserm, France
    3. Prof. M. Carmen Galán
    Univ. Bristol, United Kingdom
    http://www.chm.bris.ac.uk/org/galan/group/mcgalan_home.html







     


    FUNDING AGENCIES LAST 5 YEARS

    - LOS ADN EN G-CUADRUPLEX COMO DIANA TERAPEUTICA EN ONCOLOGIA Y EN ENFERMEDADES INFECCIOSAS: DISEÑO, SINTESIS Y EVALUACION DE LIGANDOS COMO POTENCIALES FARMACOS. PROYECTO, PN2021 - PROY I+D GENERACION CONOC. - PID, Ref: PID2021-127109OB-I00, (2022 - 2025).

    - Nuevos fármacos basados en derivados de resveratrol para el tratamiento de enfermedades degenerativas de la retina. PROYECTO, J.A.- Retos de la sociedad andaluza 2020, Ref: P20_00013, (2021 - 2023).

    - INTERACCIONES CARBOHIDRATO-ADN NUEVOS PARES DE BASES COMO PIEZAS DE LEGO EN NANOENSAMBLAJES Y LIGANDOS DE ADN EN CUADRUPLEX COMO AGENTES TERAPEUTICOS. PROYECTO, PN2018 - Proyectos I+D+i «Retos Investigación», Ref: RTI2018-099036-B-I00, (2019 - 2021).

    - ADN EN G-CUÁDRUPLEX: SÍNTESIS DE LIGANDOS, BIOLOGÍA Y TERAPIA. PROYECTO, PN2017 - EUROPA INVESTIGAC. - PRG. RETOS DE LA SOC, Ref: EUIN2017-88791, (2017 - 2020).

    - "Potential drug for colon cancer treatment designed against DNA G-quadruplex targets and selective through the use of glucose transporters.". PROYECTO, Worldwide Cancer Research, April 2015 Funding Round, Ref: 16-0290, (2016 - 2018), Ref: APRIL_2015FR, (2016 - 2018).

    - INTERACCIONES CARBOHIDRATO-ADN: FOLDAMEROS Y LIGANDOS DE ADN EN CUADRUPLEX COMO AGENTES ANTICANCERIGENOS. PROYECTO, PN2015 - PROY I+D - S. E. G. C. - P. EXCELENCIA, Ref: CTQ2015-64275-P, (2016 - 2019).

     

     

    PUBLICATIONS LAST 5 YEARS

    -Efres Belmonte-Reche; Alessandra Benassi; Pablo Peñalver; Anne Cucchiarini; Aurore Guedin; Jean Louis Mergny; Frederic Rosu; Valerie Gabelica; Mauro Freccero; Filippo Doria; Juan Carlos Morales, Thiosugar naphthalene diimide conjugates: G-quadruplex ligands with antiparasitic and anticancer activity, European Journal of Medicinal Chemistry, 2022, Vol. 232: 114183-114183, ARTÍCULO, Id:887516

    -Rubén Cebrián; Efres Belmonte-Reche; Valentina Pirota; Anne de Jong; Juan Carlos Morales; Mauro Freccero; Filippo Doria; Oscar P. Kuipers, G¿Quadruplex DNA as a Target in Pathogenic Bacteria: Efficacy of an Extended Naphthalene Diimide Ligand and Its Mode of Action, Journal of Medicinal Chemistry, 2022, Vol. 65: 4752-4766, ARTÍCULO, Id:863064

    -Victoria Sanchez-Martin; David A. Schneider; Matilde Ortiz-Gonzalez; Ana Soriano-Lerma; Angel Linde-Rodriguez; Virginia Perez-Carrasco; Jose Gutierrez-Fernandez; Marta Cuadros; Juan C. Morales; Carlos González; Miguel Soriano; Jose A. Garcia-Salcedo, Targeting ribosomal G-quadruplexes with naphthalene-diimides as RNA polymerase I inhibitors for colorectal cancer treatment, Cell Chemical Biology, 2021, Vol. 28: 1590-1601, ARTÍCULO, Id:863057

    -Belmonte-Reche, E.; Peñalver, P.; Caro-Moreno, M.; Mateos-Martín, M.L.; Adán, N.; Delgado, M.; González-Rey, E.; Morales, J.C., Silyl resveratrol derivatives as potential therapeutic agents for neurodegenerative and neurological diseases, European Journal of Medicinal Chemistry, 2021, Vol. 223: 113655, ARTÍCULO, Id:852375

    -O'Hagan, M.P.; Haldar, S.; Morales, J.C.; Mulholland, A.J.; Galan, M.C., Enhanced sampling molecular dynamics simulations correctly predict the diverse activities of a series of stiff-stilbene G-quadruplex DNA ligands, Chemical Science, 2021, Vol. 12: 1415-1426, ARTÍCULO, Id:848798

    -Steven T. G. Street; Pablo Peñalver; Michael P. O¿Hagan; Gregory J. Hollingworth; Juan C. Morales; M. Carmen Galan, Imide Condensation as a Strategy for the Synthesis of Core-Diversified G-Quadruplex Ligands with Anticancer and Antiparasitic Activity, Chemistry - A European Journal, 2021, Vol. 27: 7712-7721, ARTÍCULO, Id:841854

    -Belmonte-Reche, E.; Morales, J.C., G4-iM Grinder: when size and frequency matter. G-Quadruplex, i-Motif and higher order structure search and analysis tool, NAR Genomics and Bioinformatics, 2020, Vol. 2: 1-lqz005, ARTÍCULO, Id:887198

    -Serreli, G.; Melis, M.P.; Zodio, S.; Naitza, M.R.; Casula, E.; Peñalver, P.; Lucas, R.; Loi, R.; Morales, J.C.; Deiana, M., Altered paracellular permeability in intestinal cell monolayer challenged with lipopolysaccharide: Modulatory effects of pterostilbene metabolites, Food and Chemical Toxicology, 2020, Vol. 145: 111729, ARTÍCULO, Id:815993

    -O¿Hagan, M.P.; Ramos-Soriano, J.; Haldar, S.; Sheikh, S.; Morales, J.C.; Mulholland, A.J.; Galan, M.C., Visible-light photoswitching of ligand binding mode suggests G-quadruplex DNA as a target for photopharmacology, Chemical Communications, 2020, Vol. 56: 5186-5189, ARTÍCULO, Id:808999

    -O'Hagan, M.P.; Peñalver, P.; Gibson, R.S.L.; Morales, J.C.; Galan, M.C., Stiff-Stilbene Ligands Target G-Quadruplex DNA and Exhibit Selective Anticancer and Antiparasitic Activity, Chemistry - A European Journal, 2020, Vol. 26: 6224-6233, ARTÍCULO, Id:808857

    -Arévalo-Ruiz, M.; Amrane, S.; Rosu, F.; Belmonte-Reche, E.; Peñalver, P.; Mergny, J.L.; Morales, J.C., Symmetric and dissymmetric carbohydrate-phenyl ditriazole derivatives as DNA G-quadruplex ligands: Synthesis, biophysical studies and antiproliferative activity, Bioorganic Chemistry, 2020, Vol. 99: 103786, ARTÍCULO, Id:805982

    -Penãlver, P.; Zodio, S.; Lucas, R.; De-Paz, M.V.; Morales, J.C., Neuroprotective and Anti-inflammatory Effects of Pterostilbene Metabolites in Human Neuroblastoma SH-SY5Y and RAW 264.7 Macrophage Cells, Journal of agricultural and food chemistry, 2020, Vol. 68: 1609-1620, ARTÍCULO, Id:804785

    -Valdés-Sánchez L; García-Delgado AB; Montero-Sánchez A; de la Cerda B; Lucas R; Peñalver P; Morales JC; Bhattacharya SS; Díaz-Corrales FJ, The Resveratrol Prodrug JC19 Delays Retinal Degeneration in rd10 Mice, Advances in Experimental Medicine and Biology, 2019, Vol. 1185: 457-462, ARTÍCULO, Id:776912

    -Anna Boronat; Julian Mateus; Natalia Soldevila-Domenech; Mercé Guerra; Jose Rodríguez-Morató; Carlota Varon; Daniel Muñoz; Francina Barbosa; Juan Carlos Morales; Andreas Gaedigk; Klaus Langohr; Maria-Isabel Covas; Clara Pérez-Mañá; Montserrat Fitó; Rachel F. Tyndale; Rafael de la Torre, Data on the endogenous conversion of tyrosol into hydroxytyrosol in humans, Data in Brief, 2019, Vol. 27: 104787-104787, ARTÍCULO, Id:776909

    -Boronat, A.; Mateus, J.; Soldevila-Domenech, N.; Guerra, M.; Rodríguez-Morató, J.; Varon, C.; Muñoz, D.; Barbosa, F.; Morales, J.C.; Gaedigk, A.; Langohr, K.; Covas, M.I.; Pérez-Mañá, C.; Fitó, M.; Tyndale, R.F.; de la Torre, R., Cardiovascular benefits of tyrosol and its endogenous conversion into hydroxytyrosol in humans. A randomized, controlled trial, Free Radical Biology and Medicine, 2019, Vol. 143: 471-481, ARTÍCULO, Id:771254

    -O'Hagan, M.P.; Morales, J.C.; Galan, M.C., Binding and Beyond: What Else Can G-Quadruplex Ligands Do?, European Journal of Organic Chemistry, 2019, Vol. : , ARTÍCULO DE REVISIÓN, Id:767444

    -O'Hagan, M.P.; Haldar, S.; Duchi, M.; Oliver, T.A.A.; Mulholland, A.J.; Morales, J.C.; Galan, M.C., A Photoresponsive Stiff-Stilbene Ligand Fuels the Reversible Unfolding of G-Quadruplex DNA, Angewandte Chemie International Edition, 2019, Vol. 58: 4334-4338, ARTÍCULO, Id:761693

    -González-Alfonso JL; Peñalver P; Ballesteros AO; Morales JC; Plou FJ, Effect of ¿-Glucosylation on the Stability, Antioxidant Properties, Toxicity, and Neuroprotective Activity of (¿)-Epigallocatechin Gallate, Frontiers in Nutrition, 2019, Vol. 6: 1-30, ARTÍCULO, Id:759240

    -M. Zuffo; A. Stucchi; J. Campos-Salinas; M. Cabello-Donayre; M. Martínez-García; E. Belmonte-Reche; J. M. Pérez-Victoria; J.L. Mergny; M. Freccero; J.C.Morales; F. Doria, Carbohydrate-naphthalene diimide conjugates as potential antiparasitic drugs: synthesis, evaluation and structure-activity studies, European Journal of Medicinal Chemistry, 2019, Vol. 163: 54-66, ARTÍCULO, Id:736123

    -José L. González-Alfonso; David Rodrigo-Frutos; Efres Belmonte-Reche; Pablo Peñalver; Ana Poveda; Jesús Jiménez-Barbero; Antonio O. Ballesteros; Yoshihiko Hirose; Julio Polaina; Juan C. Morales; María Fernández-Lobato; Francisco J. Plou, Enzymatic Synthesis of a Novel Pterostilbene ¿-Glucoside by the Combination of Cyclodextrin Glucanotransferase and Amyloglucosidase, Molecules, 2018, Vol. 23: 12716-1271, ARTÍCULO, Id:724574

    -Pablo Peñalver; Efres Belmonte-Reche; Norma Adán; Marta Caro; María Luisa Mateos-Martín; Mario Delgado; Elena González-Rey; Juan Carlos Morales, Alkylated resveratrol prodrugs and metabolites as potential therapeutics for neurodegenerative diseases, European Journal of Medicinal Chemistry, 2018, Vol. 146: 123-138, ARTÍCULO, Id:713336

    -Empar Vengut-Climent; Pablo Peñalver; Ricardo Lucas; Irene Gómez-Pinto; Anna Aviñó; Alicia M. Muro-Pastor; Elsa Galbis; Mª Violante de Paz; Célia Fonseca Guerra; F. Matthias Bickelhaupt; Ramón Eritja; Carlos González; Juan Carlos Morales, Glucose-Nucleobase Pairs within DNA: Impact of Hydrophobicity, Alternative Linking Unit and DNA Polymerase Nucleotide Insertion Studies, Chemical Science, 2018, Vol. 9: 3544-3554, ARTÍCULO, Id:713334

    -Efres Belmonte-Reche; Marta Martínez-García; Aurore Guédin; Michela Zuffo; Matilde Arévalo-Ruiz; Filippo Doria; Jenny Campos-Salinas; Marjorie Maynadier; José Juan López-Rubio; Mauro Freccero; Jean-Louis Mergny; José María Pérez-Victoria; Juan Carlos Morales, G-quadruplex identification in the genome of protozoan parasites points to naphthalene diimide ligands as new antiparasitic agents, Journal of Medicinal Chemistry, 2018, Vol. 61: 1231-1240, ARTÍCULO, Id:713333

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    DOCTORAL THESES LAST 5 YEARS

     

    2018

    Efres Belmonte Reche

    Glycosyl and alkyl modifications on potential therapeutic drugs targeting cancer, parasitic and neurodegenerative diseases

    IPBLN (CSIC)

     

     

     

     


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