Laboratorio de Farmacoquímica

 
 
  Publicaciones (2000-2015)
 
Publicaciones (2000-2015)
 
  a) Síntesis de Isoquinoleinas Dopaminergicas. Investigaciones relacionadas.
 
  - Párraga, J., Galán, A., Sanz, M. J., Cabedo, N. y Cortes, D
  Synthesis of hexahydrocyclopenta[ij]isoquinolines as a new class of dopaminergic agents
  European Journal of Medicinal Chemistry 2015, 90, 1001-106.
 
  - Angelina, E., Andujar, S., Moreno, L., Garibotto, F., Párraga, J., Peruchena, N., Cabedo, N., Villeco, M., Cortes, D., y Enriz, R. D.
  3-Chlorotyramine acting as ligand of the D2 dopamine receptor. Molecular modelling, synthesis and D2 receptor affinity.
  Molecular Informatics 2015, 34, 28-43.
 
  - Párraga, J., Moreno, L., Díaz, A., El Aouad, N., Galán, A., Sanz, M. J., Caignard, D. H., Figadère, B., Cabedo, N. y Cortes, D.
  Efficient synthesis of hexahydroindenopyridines and their potential asmelatoninergic ligands 
  European Journal of Medicinal Chemistry 2014, 86, 700-709.
 
  - Moreno, L., Berenguer, I., Díaz, A., Marín, P., Párraga, J., Caignard, D. H., Figadère, B., Cabedo, N. y Cortes, D.
  Synthesis of new melatoninergic hexahydroindenopyridines
  Bioorganic & Medicinal Chemistry Letters 2014, 24, 3534-3536
 
  - Galán, A., Moreno, L., Párraga, J., Serrano, A., Sanz, M. J., Cortes, D. y Cabedo, N.
  Novel isoquinoline derivatives as antimicrobial agents
  Bioorganic & Medicinal Chemistry 2013, 21, 3221-3230.
 
  - Moreno, L., Cabedo, N., Ivorra, M. D., Sanz, M. J., López Castel, A., Álvarez, M. C. y Cortes, D.
  3,4-Dihydroxy- and 3,4-methylenedioxy- phenanthrene-type alkaloids with high selectivity for D2 dopamine receptor
  Bioorganic & Medicinal Chemistry Letters 2013, 23, 4824-4827.
 
  - Párraga, J., Cabedo, N., Andújar, S., Piqueras, L., Moreno, L., Galán, A., Angelina, E., Enriz, D. R., Ivorra, M. D., Sanz, y Cortes, D.
  2,3,9- and 2,3,11-Trisubstituted tetrahydroprotoberberines as D2 dopaminergic ligands
  European Journal of Medicinal Chemistry 2013, 68, 150-166.
 
  - Moreno, L., Cabedo, N., Boulangé, A., Párraga, J., Galán, A., Leleu, S., Sanz, M. J., Cortes, D. y Franck, X.
  Synthesis of pyrido[2,1-a]isoquinolin-4-ones and oxazino[2,3-a]isoquinolin-4-ones: New inhibitors of mitochondrial respiratory chain
  European Journal of Medicinal Chemistry 2013, 69, 69-76.
 
  - Moreno, L., Párraga. J., Galán, A., Cabedo, C., Primo, J. y Cortes, D.
  “Synthesis of new antimicrobial pyrrolo[2,1-a]isoquinoline-3-ones
  Bioorganic & Medicinal Chemistry 2012 20, 6589-6597.
 
  - Andujar, S. A., Tosso, R. D., Suvire, F. D., Angelina, E., Peruchena, N., Cabedo, N.,
Cortes, D. y Enriz, R. D.
  “Searching the Biologically Relevant Conformation of Dopamine: A Computational Approach”
  Jounal of Chemical Information and Modeling 2012, 52, 99−112.
 
  - Andujar, S., Suvire, F., Berenguer, I., Cabedo, N., Marín, P., Moreno, L., Ivorra, M. D., Cortes, D. y Enriz, R. D.
  “Tetrahydroisoquinolines acting as dopaminergic ligands. A molecular modeling study using MD simulations   and QM calculations”
  Journal of Molecular Modeling 2012, 18, 419–431.
 
  - Rejón-Orantes, J. C., González-Esquinca, A. R., Pérez de la Mora, M., Roldan, G. y
Cortes D.
  “Annomontine, an alkaloid isolated from Annona purpurea has anxiolytic-like effects in the elevated plus-maze”
 Planta Medica 2011 77, 322-327.
 
  - Berenguer, I., El Aouad, N., Andujar, S., Romero, V., Suvire, F., Freret, T. Bermejo, A., Ivorra, M. D., Enriz, R. D., Boulouard, M., Cabedo N. y Cortes, D.
  "Tetrahydroisoquinolines as Dopaminergic Ligands: 1-Butyl-7-chloro-6-hydroxy-tetrahydro- isoquinoline, a New Compound with Antidepressant-like Activity in Mice”
  Bioorganic & Medicinal Chemistry 2009 17, 4968-4980.
 
  - El Aouad, N., Berenguer, I., Romero, V., Marín, P., Serrano, A., Andujar, S., Suvire, F., Bermejo, A., Ivorra, M. D., Enriz, R. D., Cabedo, N. y Cortes, D.
  "Structure-Activity Relationship of dopaminergic halogenated 1-benzyltetrahydroisoquinoline derivatives”
  European Journal Medicinal Chemistry 2009 44, 4616-4621.
 
  - Camps, P., Duque, M. D., Vázquez, S., Naesens, L., De Clercq, E., Sureda, F. X.,
López-Querol, M., Camins, A., Pallàs, M., Prathalingam, S. R., Kelly, J. M., Romero, V.,
Ivorra, M. D. y Cortes, D.
  "Synthesis and pharmacological evaluation of several ring-contracted amantadine analogs"
  Bioorganic & Medicinal Chemistry 2008 16, 9925-9936.
 
  - Sáez, A., Ramírez de Arellano, C., El Aouad, N., Rodríguez, S., Otalvaro, F., Cortes, D. y Sáez, J.
  “Semisynthetic roxburghin tetramethyl ether”
  Acta Crystallographica Section E 2008 64, 1305.
 
  - Cabedo, N., El Aouad, N., Berenguer, I., Zamora, M., Ramírez de Arellano, M. C.,
Suvire, F., Bermejo, A., Enriz, R. D. y Cortes, D.
  “Efficient synthesis and structural analysis of new dioxopiperazine isoquinolines”
  Tetrahedron 2006 61, 4408-4418.
 
  - Voisin, A. S., Bouillon, A., Berenguer, I., Lancelot, J.-C., Lesnard, A. y Rault, S.
  “Novel oxybispyridylboronic acids: synthesis and study of their reactivity in Suzuki-type cross-coupling reactions”
  Tetrahedron 2006 62, 11734-11739.
 
  - Andreu, I., Cabedo, N., Fabio, F., Cortes, D. y Rault, S.
  “Synthesis of new 8-arylisoquinoline derivatives by application of palladium-catalyzed Suzuki cross-coupling reactions”.
  Tetrahedron 2005 61, 8282-8287.
 
  - Granell, S., Andreu, I., Martí, D., Cavé, A., Aragón, R., Estornell, E., Cortes, D. y Zafra-Polo, M. C.
  “Bisbenzyltetrahydroisoquinolines, a new class of inhibitors of the mitochondrial respiratory chain complex I”
  Planta Medica 2004, 70, 266-268.
 
  - Suvire, F. D., Andreu, I., Bermejo, A., Zamora, M. A., Cortes, D. y Enriz, R. D.
  “Conformational study of N-alkyl-benzyltetrahydroisoquinolines alkaloid”.
  Journal of Molecular Structure (Teochem) 2003, 666-667, 196-204.
 
  - Suvire, F. D., Cabedo, N., Chagraoui, A., Zamora, M. A., Cortes, D. y Enriz, R. D.
  “Molecular recognition and binding mechanism of N-alkyl-benzyltetrahydroisoquinolines to the D1 dopamine receptor. A computational approach”.
  Journal of Molecular Structure (Teochem) 2003, 666-667, 446-454.
 
  - Andreu, I., Cabedo, N., Atassi, G., Pierré, A., Caignard, D. H., Renard, P., Cortes, D. y Bermejo, A.
  “An efficient method for the preparation of antitumoral a-keto-imines benzyldihydroisoquinolines by selective benzylic oxidation with C/Pd in acetonitrile”
  Tetrahedron Letters 2002, 43, 757-759.
 
  - Bermejo, A., Andreu, I., Suvire, F., Léonce, S., Caignard, D. H., Renard, P., Pierré, A., Enriz, R. D., Cortes, D. y Cabedo, N.
  “Syntheses and Antitumor Targeting G1 Phase of the Cell Cycle of Benzoyldihydroisoquinoline and Related 1-Substituted Isoquinolines”
  Journal of Medicinal Chemistry 2002, 45, 5058-5068.
 
  - Andreu, I., Cabedo, N., Torres, G., Chagraoui, A., Ramírez de Arellano, M. C., Gil, S., Bermejo, A., Valpuesta, M., Protais, P. y Cortes, D.
  “Syntheses of Dopaminergic 1-Cyclohexylmethyl-7,8-Dioxygenated Tetrahydro-isoquinolines by Selective Heterogeneous Tandem Hydrogenation”
  Tetrahedron 2002, 58, 10173-10179.
 
  - Cabedo, N., Andreu, I., Ramírez de Arellano, M. C., Chagraoui, A., Serrano, A.,
Bermejo, A., Protais, P. y Cortes, D.
  “Enantioselective Syntheses of Dopaminergic (R)- and (S) Benzyltetrahydr-oisoquinolines”
  Journal of Medicinal Chemistry 2001, 44, 1794-1801.
 
  - Andreu, I., Cortes, D., Protais, P., Cassels, B. K., Chagraoui, A. y Cabedo, N.
  “Preparation of Dopaminergic N-Alkyl-benzyltetrahydroisoquinolines using a ‘One-Pot’ Procedure in Acid Medium”
  Bioorganic & Medicinal Chemistry 2000, 8, 889-895. 
 
  - Tur, R., Magraner, J., Catret, M., Elorriaga, M., Ivorra, M. D., D’Ocón, P., Bermejo, A., 
Cabedo, N., Cortes, D. y Anselmi, E.
  “Mechanism of vascular relaxation by thaligrisine: functional and binding assay”
  Life Sciences 2000, 67, 1535-1548.
 
  - Andreu, I, Cabedo, N., Tormo, J. R., Bermejo, A., Mello, R. y Cortes, D.
  “Synthesis of N-Diisopropyl Phosphoryl Benzyltetrahydroisoquinoline, a New Class of Mitochondrial Complex I and III Inhibitors”
  Bioorganic & Medicinal Chemistry Letters 2000, 10, 1491-1494.
 
 
  b) Acetogeninas Antitumorales e Insecticidas. Investigaciones relacionadas.
 
  - De Pedro, N., Cautain, B., Melguizo, A., Cortes, D., Vicente, F., Genilloud, O., Tormo, J. R. y Peláez, F.
  Analysis of cytotoxic activity at short incubation times reveals profound differences among Annonaceus acetogenins, inhibitors of mitochondrial Complex I
  Journal of Bioenergetics and Biomembranes 2013, 45, 145-152.
 
  - Sebastianes, F. L. S., Cabedo, N., El Aouad, N., Valente, A. M. M. P., Lacava, P. T., Azevedo, J. L., Pizzirani-Kleiner, A. A. y Cortes, D.
  3-Hydroxypropinoic Acid as an Antibacterial Agent from Endophytic Fungi Diaporthe phaseolorum
  Current Microbiology 2012, 65, 622-632.
 
  - Barrachina, I., Royo, I., Baldón. H. A., Chahboune, N., Suvire, F., DePedro,N.,
Zafra-Polo, M. C., Bermejo, A., El Aouad, N., Cabedo, N., Sáez, J., Tormo, J. R.,
Enriz, R. D. y Cortes, D.
  “New Antitumoral Acetogenin “Guanacone type” Derivatives: Isolation and BioactivityMolecular Dynamics Simulation of Diacetyl-guanacone”
  Bioorganic & Medicinal Chemistry 2007 15, 4369-4381.
 
  - Ciavatta, M. L., López Gresa, M. P., Gavagnin, M., Romero, V., Melck, D., Manzo, E.,
Guo, Y.-W., Van Soest, R. y Cimino, G. 
  “Studies on puupehenone-metabolites of a Dysidea sp.: structure and biological activity”
  Tetrahedron 2007, 63, 1380-1384.
 
  - Chahboune, N., Barrachina, I., Royo, I., Romero, V., Sáez, J., Tormo, J. R., DePedro, N., Estornell., E., Zafra-Polo, M. C., Peláez, D. y Cortes, D.
Guanaconetins, New Antitumoral Acetogenins, Mitochondrial Complex I and Tumor Cell Growth Inhibitors
Bioorganic & Medicinal Chemistry 2006 14, 1089-1094.
 
  - Duval, R. A., Lewin, G., Peris, E., Chahboune, N., Garofano, A., Dröse, S., Cortes, D., Brandt, U. y Hocquemiller, R.
  “Heterocyclic Analogues of Squamocin as Inhibitors of mitochondrial Complex I. On the Role of the Terminal   Lactone of Annonaceous Acetogenins”
  Biochemistry 2006 45, 2721-2728.
 
  - Duval, R. A., Poupon, E., Romero, V., Peris, E., Lewin, G., Cortes, D., Brandt, U. y Hocquemiller, R.
  “Analogues of cytotoxic squamocin using reliable reactions: new insights into the reactivity and role of the α,β-unsaturated lactone of the annonaceous acetogenins”
  Tetrahedron 2006 62, 6248-6257.
 
  - Tormo, J. R., DePedro, N., Royo, I., Barrachina, I., Zafra-Polo, M. C., Cuadrillero, C., Hernández, P., Cortes, D. y F. Peláez.
  “In vitro Antitumor structure activity relationships of threo/trans/threo/trans/erythro bis- tetrahydrofuranic acetogenins: Correlations with their inhibition of mitochondrial complex I”.
  Oncology Research 2005, 15, 129-138.
 
  - Defretin, J., Gleye, C., Cortes, D. Franck, X., Hocquemiller, R. y Figadère, B.
  “Synthesis and Mitochondrial Complex I Activity of Annonaceous Trans and Cis Solamins Precursors”
  Letters in Organic Chemistry 2004, 1, 316-322.
 
  - Barrachina, I., Neske, A., Granell, S., Bermejo, A., Chahboune, N., El Aouad, N.,
Alvarez, O., Bardon, A. y Zafra-Polo, M. C.
  “Tucumanin, a β-hydroxy-γ-lactone bistetrahydrofuranic acetogenin from Annona cherimolia, is a potent inhibitor of mitochondrial complex I”
  Planta Medica 2004, 70, 866-868.
 
  - Tormo, J. R., Royo, I., Gallardo, T., Zafra-Polo, M. C., Hernández, P., Cortes, D.
y Peláez, F. 
  “In Vitro Antitumor SAR of threo/trans//threo mono-Tetrahydrofuranic Acetogenins: Correlations With Their Inhibition of Mitochondrial Complex I”.
  Oncology Research 2003, 14, 147-154.
 
  - Royo, I., DePedro, N., Estornell, E., Cortes, D., Peláez, F. y Tormo, J. R.
  “In Vitro Antitumor SAR of threo/cis/threo/cis/erythro bis-THF Acetogenins: Correlations With Their Inhibition of Mitochondrial Complex I”
  Oncology Research 2003, 13, 521-528.
 
  - Tormo, J. R., Gallardo, T., Peris, E., Bermejo, A., Cabedo, N., Estornell., E.,
Zafra-Polo, M. C. y Cortes, D.
  “Inhibitory Effects on Mitochondrial Complex I of Semisynthetic Mono-Tetrahydrofuran Acetogenin Derivatives”.
  Bioorganic & Medicinal Chemistry Letters 2003, 13, 4101-4105.
 
  - Peris, E., Cavé, A., Estornell, E., Zafra-Polo, M. C., Figadère, B., Cortes, D. y Bermejo, A.
  “Semisynthesis of New Tetrahydrofuranic alkyl ester and furano-pyrone derivatives as Inhibitors of the Mitochondrial Complex I”
  Tetrahedron 2002, 58, 1335-1342.
 
  - González-Coloma, A., Guadaño, A., De Inés, C., Martínez-Díaz, R. y Cortes, D.
  “Selective Action of Acetogenin Mitochondrial Complex I Inhibitors”
  Z. Naturforsch. 2002, 57c, 1028-1034.
 
  - Tormo, J. R., Estornell, E., Gallardo, T., González, M. C., Cavé, Ad., Granell, S.,
  “γ-Lactone-Functionalized Antitumoral Acetogenins are the Most Potent Inhibitors of Mitochondrial Complex I”
  Bioorganic & Medicinal Chemistry Letters 2001, 11, 681-684.
 
  - Granados, H., Sáez, J., Saldarriaga, N., Moreno, M. E., Peláez, C., Brun, N., Arbeláez, C. y Cortes, D.
  “In Vitro Insecticidal Activity of the Annona aff. spraguei Seeds (Annonaceae) on two Biological Model of Diptera order: Drosophila melanogaster and Aedes aegypti
  Afinidad 2001, 58, 44-48.
 
  - López-Lázaro, M., Martín-Cordero, C., Bermejo, A., Cortes, D. y Ayuso, M. J.
  “Cytotoxic Compounds from Annonaceus Species as DNA Topoisomerase I Poisons”
  Anticancer Research 2001, 21, 3493-3498.
 
  - Tormo, J. R., Zafra-Polo, M. C., Serrano, A., Estornell, E. y Cortes, D.
  “Epoxy-acetogenins and other polyketide epoxy derivatives as inhibitors of the mitochondrial respiratory chain complex I”
  Planta Medica 2000, 66, 318-323.
 
  - Tormo, J. R. y Estornell, E.
  “New Evidence for the Multiplicity of Ubiquinone- and Inhibitor-Binding Sites in the Mitochondrial Complex I”
  Archives of Biochemistry and Biophysics 2000, 381, 241-246.
 
  - Guadaño, A., Gutiérrez, C., de la Peña, E., Cortes, D. y González-Coloma, A.
  “Insecticidal and mutagenic evaluation of two Annonaceous acetogenins”
  Journal of Natural Products 2000, 63, 773-776.
 
  - Peris, E., Estornell, E., Cabedo, N., Cortes, D. y Bermejo, A.
  “3-Acetylaltholactone and related styryl-lactones, mitochondrial respiratory chain inhibitors”
  Phytochemistry 2000, 54, 311-315.
 
  - Gallardo, T., Zafra-Polo, M. C., Tormo, J. R., González, M. C., Franck, X., Estornell, E. y Cortes, D.    
  “Semisynthesis of Antitumoral Acetogenins: SAR of Functionalized Alkyl-Chain Bis-Tetrahydrofuranic Acetogenins, Specific Inhibitors of Mitochondrial Complex I”
  Journal of Medicinal Chemistry 2000, 43, 4793-4800.
 
 
  c) Libros y revisiones. Metabolitos Secundarios Activos.
 
  - Cortes, D., Moreno, L., Párraga, J., Galán, A. y Cabedo, N.
  New Medicines inspirated in Annonaceae
  Revista Brasileira de Fruticultura 2014, 36, 22-31.
 
  - Cabedo, N., Moreno, L., López, S., Marín, P., Párraga, J. y Cortes, D.
  Las Annonáceas: Fuente de inspiración para la obtención de nuevos medicamentos en Anonáceas, Plantas antiguas, estudios recientes.
  González-Esquinca, A. R., Luna-Cazáres, L. M., Gutiérrez-Jiménez, J., Schlie-Guzmán, M. A. y Vidal-López, D. G. Eds., Universidad de Ciencias y Artes de Chiapas, México, 2010 ISBN: 978-607-7510-91-8
 
  - Sáez, A., Robledo, S., Rojano, B., Cortes, D. y Sáez, J.
  Actividad leishmanicida y antioxidante de compuestos hemisintéticosde Duguetia colombiana Maas (Annonaceae) en Anonáceas, Plantas antiguas, estudios recientes.
  González-Esquinca, A. R., Luna-Cazáres, L. M., Gutiérrez-Jiménez, J., Schlie-Guzmán, M. A. y Vidal-López, D. G. Eds., Universidad de Ciencias y Artes de Chiapas, México, 2010 ISBN: 978-607-7510-91-8
 
  - Cabedo, N., Berenguer, I., Figadère, B. y Cortes, D.
  "An overview on benzylisoquinoline derivatives with dopaminergic and serotonergic activities"
  Current Medicinal Chemistry 2009 16, 2441-2467.
 
  - Cortes, D.
  "Farmacoquímica Natural"
  Ed. Moliner 40, Burjassot 2007. ISBN: 978-84-934871-4-0
 
  - Bermejo, A., Figadère, B., Zafra-Polo, M. C., Barrachina, I., Estornell, E. y Cortes, D.  
  "Acetogenins from Annonaceae: Recent Progress in Isolation, Synthesis and Mechanisms of Action”.
  Natural Product Reports 2005, 22, 269-303.
 
  - Cortes, D., Andreu, I., Bermejo, A. y Zafra-Polo, M. C. 
  "Los Principios Activos de las Plantas", en "Fitoterapia. Vademécum de Prescripción", 4ª ed., Vanaclocha, B. y Cañigueral, S. Eds., Masson, Barcelona 2003, pags 29-48.
 
 
 
 
 

  Cortes, D.

  Farmacoquímica Natural
  Ed. Moliner 40, Burjassot 2007. ISBN: 978-84-934871-4-0