Research Group on Stereoselective Synthesis of Bioactive Natural Product Analogues

Description

The fundamental objective of the group is to produce new types of molecules with pharmacological activity and whose structure is based on that of known natural products, which are also bioactive. Of the many types of pharmacological activities described, the group's main focus is on cytotoxic, anti-angiogenic and telomerase inhibitory activities, because of the strong influence these activities exhibit on cell proliferation processes. This gives them potential interest in anti-cancer therapeutics. Another type of pharmacological action that will also be investigated is antimalarial activity.

The group was formed some years ago on the general line of synthesis of bioactive natural products. One of its members has been collaborating for years with another group at the Universitat Jaume I in Castellón, with which it has joint research projects. At the same time, the group collaborates with external groups to carry out and determine the biological activities of the aforementioned types.

One of these groups, led by Doctors Isabel Fernández and Fernando Díaz, carries out its scientific activity in Madrid at the Centro de Investigaciones Biológicas (CIB), an entity included within the CSIC. The topics currently being addressed concern the stereoselective synthesis and biological evaluation of non-natural analogues of two bioactive natural products, combretastatin A4 and colchicine. Both show a strong inhibitory effect on cell proliferation, which makes them products of application in anticancer therapy. The aim is to create non-natural analogues of these compounds with improved pharmacological properties.

The other group is a unit within the multinational pharmaceutical company GlaxoSmithKlyne and is involved in malaria research. Our group has signed an agreement with this company that allows for the evaluation, both in vitro and in vivo, of the antimalarial properties of synthesised compounds. This is of particular importance as the evaluation of bioactive products on live animals is particularly costly and not normally possible in academic facilities.

Goals CT

Synthesis of analogues of biologically active compounds. Evaluation of antiangiogenic, antimitotic and telomerase inhibitory properties.

Research lines

Stereoselective synthesis of bioactive natural product analogues

El objetivo del grupo es fabricar nuevas moléculas con actividad farmacológica y con estructura basada en la de productos naturales bioactivos. Interesan principalmente las actividades citotóxicas, antiangiogénicas y de inhibición de la telomerasa, que confieren interés en la terapéutica anticáncer.

Management

VENTURA MARCO, MANUEL
PDI Jubil./Sit.Especiales-Titular d'Universitat

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Members

CUÑAT ROMERO, ANA CARMEN
PDI-Catedratic/a d'Universitat

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SANZ CERVERA, JUAN FRANCISCO
PDI-Catedratic/a d'Universitat

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Work team

BLASCO CABAÑAS, VICTOR
Alumn.-Servei de Formacio Permanent

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Non-UV research staff

Partner

Fernando Díaz Pereira - Consejo Superior de Investigaciones Científicas (Madrid)

Scientific production by UV researcher

CUÑAT ROMERO, ANA CARMEN
PDI-Catedratic/a d'Universitat
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- Abad, A; Agullo, C; Castelblanque, L; Cuñat, AC; Navarro, I; de Arellano, MCR.2000Synthesis of Terpenoid Unsaturated 1,4-Dialdehydes. π-Facial Selectivity in the Diels-Alder Reaction of the 1-Vinyl-2-methylcyclohexene Moiety of Polycyclic Systems with DMADJournal of Organic ChemistryVolume 65.
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- Abad, A.; Agulló, C.; Cuñat, A.C.; Jiménez,; D. Perni, R. H.2001New route to herbertanes via Suzuki cross-coupling reaction: synthesis of herbertenodiolTetrahedronVolume 57.
- Abad, A; Agullo, C; Cunat, AC; Navarro, I; de Arellano, CR.2001A Simple Synthetic Approach to Trachylobane, Beyerane and Atisane Diterpenoids from CarvoneSynlett
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- Abad, A.;Agulló, C.; Cuñat, A.C.; García, A.B.; Giménez-Sáiz, C.2003Synthetic studies on the preparation of oxigenated spongiane diterpenes from carvoneTetrahedronVolume 59.
- Abad, A. ;Agulló, C. ;Cuñat, A.C. ;Pardo. D.2003Synthesis of fluorinated drimanes. Preparation of 9&aF-drimeninTetrahedron LettersVolume 44.
- A. Abad, C. Agulló, Ana C. Cuñat, R. Jiménez, C. Vilanova.2004Preparation and Promoting Fruit Growth in Kiwifruit of Fluorinated N-Phenyl-N'-1,2,3-thiadiazol-5-ylureasJournal of Agricultural and Food ChemistryVolume 52.
- A. Abad, C. Agulló, Ana C. Cuñat, I. de Alfonso, I. Navarro and N.Vera.2004Synthesis of highly functionalised enantiopure bicyclo[3.2.1] octane systems from carvoneMoleculesVolume 9.
- A. Abad, C. Agulló, A. C. Cuñat, I. Navarro.2005Conversion of alkyl halides into alcohols via formyloxylation reaction catalyzed by silver saltsSynthesis-StuttgartVolume 00. Number 19.
- A. Abad, C. Agulló, Ana C. Cuñat, C. Vilanova.2005Regioselective Preparation of Pyridin-2-yl Ureas from 2-Chloropyridines Catalyzed by Pd(0)Synthesis-StuttgartVolume 00. Number 6.
- A. Abad, C. Agulló, Ana C. Cuñat, C. Vilanova.20051H, 13C and 19F NMR spectroscopy of polyfluorinated diarylureas. Some correlations involving NMR data and electronic substituent parametersMagnetic Resonance in ChemistryVolume 43. Number 5.
- A. Abad, C. Agulló, A. C. Cuñat, A. B. Garcia-Segovia.2005Synthesis of Oxygenated Spongiane Diterpenes from Carvone. Synthesis of Dorisenone-CTetrahedronVolume 61. Number 00.
- A. Abad, C. Agulló, A. C. Cuñat, C. Vilanova, M.C. Ramírez de Arellano.2006X-Ray structure of fluorinated N-(2-chloro-pyridin-4-yl)-N´-phenylureas. The role of F-substitution in the crystal packingCrystal Growth & DesignVolume 6.
- A. Abad, C. Agulló, A. C. Cuñat, A. Gris, I. Navarro, I. de Alfonso.2006AA unified synthetic approach to trachylobane-, beyerane-, atisane-, and kaurane-type diterpenesTetrahedronVolume 62. Number 00.
- A. Abad, C. Agulló, A. C. Cuñat, I.A. Marzal, A. Gris, I. Navarro, C. Ramírez de Arellano.2007Diastereoselective Synthesis of Antoquorin and Related Polyoxigenated Atisane-type DiterpenesTetrahedronVolume 63. Number 00.
- Santos Fustero, Sonia Flores, Ana C. Cuñat, Diego Jiménez, Carlos del Pozo, Jorge Bueno, Juan F. Sanz-Cervera.2007Synthesis of fluorinated allylic amines: reaction of 2-(trimethylsilyl) sulfones and sulfoxides with fluorinated iminesJournal of Fluorine ChemistryVolume 128.
- Santos Fustero, Raquel Román, Juan F. Sanz-Cervera, Antonio Simón Fuentes, Ana C. Cuñat, Salvador Villanova, Marcelo Murguia.2008Improved regioselectivity in pirazol formation through the use of fluorinated alcohols as solvents: synthesis and biological activity of fluorinated terbufenpyrad analogsJournal of Organic ChemistryVolume 73.
- Abad, A. ;Agulló, C. ;Cuñat, A.C. ;Gonzale-Coloma, A. Pardo. D.2010Preparation of 9a-Fluorinated Sesquiterpenic Drimanes and Evaluation of Their Antifeedant ActivitiesEuropean Journal of Organic Chemistry
- Ana C. Cuñat, Sonia Flores, Judit Oliver, Santos Fustero.2011Synthesis of Fluorinated and Non-Fluorinated Bicyclic Amidines through Ring-Closing MetathesisEuropean Journal of Organic Chemistry
- Santos Fustero, Ana C. Cuñat, Sonia Flores, Claribel Báez, Judit Oliver, Michael Cynamon,Michael Gütschow,Matthias D. Mertens,Oscar Delgado, Gary Tresadern and Andrés A. Trabanco.2011Design, Synthesis, and Biological Evaluation of Novel Fluorinated EthanolaminesChemistry-A European JournalVolume 17.
- J. M. Bueno; M. Carda; A. C. Cuñat; M. L. León; J. A. Marco; N. Roda; J. F. Sanz-Cervera.2016Research Group on Stereoselective Synthesis of Bioactive Natural Product AnaloguesBioorganic & Medicinal Chemistry LettersVolume 26.
- Víctor Blasco, Ana C. Cuñat,* Juan F. Sanz-Cervera, J. Alberto Marco, Eva Falomir,* Juan Murga, and Miguel Carda.2018Research Group on Stereoselective Synthesis of Bioactive Natural Product AnaloguesEuropean Journal of Medicinal ChemistryVolume 150.
- Víctor Blasco; Juan Murga; Eva Falomir;* Miguel Carda; Santiago Royo; Ana C. Cuñat;* Juan F. Sanz-Cervera; J. Alberto Marco.2018Research Group on Stereoselective Synthesis of Bioactive Natural Product AnaloguesOrganic & Biomolecular ChemistryVolume 16.
- Amelia Bou-Puerto; Delia Bellezza; Carlota Martinez-Morro; NereaGonzalez-Sanchis Rafael Ballesteros; Ana C.Cuñat; Rafael Ballesteros-Garrido.2021Research Group on Stereoselective Synthesis of Bioactive Natural Product AnaloguesTetrahedron LettersVolume 84.