Synthesis and applications of cyclometallated compounds
Department of Inorganic and Organic Chemistry
Faculty of Chemistry, UB
Jaume Granell Sanvicente
ORCID ID: 0000-0001-6360-7043
Tel +34 934039139
http://www.qi.ub.es/ciclomet/
Principal investigator: • Jaume Granell Sanvicente Researchers: • Joan Albert Mach • Ramon Bosque Pueyo • Margarita Crespo Vicente
Current
Research
Our group is interested in the synthesis of new organometallic compounds, the kinetico-mechanistic studies on carbon-hydrogen activation processes and the applications of the complexes obtained as a new metallodrugs.
Cisplatin is an efficient anticancer drug, and in fact it is the leading compound used against several types of cancer including ovarian, testicular, bladder, head and neck, and small cell lung cancer. Furthermore, due to the affinity of platinum for some of the coordinating atoms present in biomolecules, cisplatin can interact and disrupt the functions of different proteins and enzymes, thus producing a variety of important side effects. In fact, it has been estimated that only 1% of the intravenously administered drug actually reaches DNA. For these reasons it is important to develop more selective anticancer agents with different properties and in this regard organometallic complexes have shown to be active anticancer agents with several mechanisms of action.
We are exploring the biological activity of series of metallacycles with the aim of establishing structure-activity relationships. We are looking for new cyclometallated compounds, which can be active anticancer agents by other mechanisms than the classical covalent binding of the metal to DNA, and showing fewer side effects.
Selected
Publications
Solé, M., Balcells, C., Martínez, M., Quirante, J., Badia, J., Baldomà, L., Font-Bardia, M., & Cascante, M. Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand. Dalton Transactions. 47(27), 8956-8971, 2018. doi.org/10.1039/c8dt01124a
Albert, J.; Granell, J.; Durán, J. A.; Lozano, A.; Luque, A.; Mate, A.; Quirante, J.; Khosa, M. K.; Calvis, C.; Messeguer, R.; Baldomà, L.; Badia, J. Endo and Exo Cyclopalladated (E)-N-([1,1’-biphenyl]-2-yl)-1-mesitylmethanimines: anticancer, antibacterial and antioxidant activities. Journal of Organometallic Chemistry. 839, 116-125, 2017. doi.org/10.1016/j.jorganchem.2017.04.002
Albert, J.; Bosque, R.; Martínez, M.; Granell, J.; López, C.; Palomera, R.; González, A.; Jayaraman, A.; Quirante, J.; Calvis, C.; Badia, J.; Baldomà, L.; Font-Bardia, M.; Cascante, M.; Messeguer, R. Neutral and ionic platinum compounds containing a cyclometallated chiral primary amine: synthesis, antitumor activity, DNA interaction and topoisomerase I–cathepsin B inhibition. Dalton Transactions. 44(30), 13602-13614, 2015. doi.org/10.1039/c5dt01713k
Albert, J.; Granell, J.; Qadir, R.; Quirante, J.; Calvis, C.; Messeguer, R.; Badia, J.; Baldomà, L.; Font-Bardia, M.; Calvet, T. Cyclopalladated Benzophenone Imines: Synthesis, Antitumor Activity, Cell Accumulation, DNA Interaction, and Cathepsin B Inhibition. Organometallics. 33, 7284-7292, 2014. doi.org/10.1021/om501060f
Albert, J.; Bosque, R.; Martínez, M.; García, G.; Granell, J.; López, C.; Lovelle, M. V.; Qadir, R.; González, A.; Jayaraman, A.; Mila, E.; Cortés, R.; Quirante, J.; Calvis, C.; Messeguer, R.; Badia, J.; Baldomà, L.; Cascante, M. Cyclopalladated primary amines: A preliminary study of antiproliferative activity through apoptosis induction. European Journal of Medicinal Chemistry. 84, 530-536, 2014. doi.org/10.1016/j.ejmech.2014.07.046
Selected
Publications
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Author
Identification
Solé, C. Balcells, M. Crespo, J. Quirante, J. Badia, L. Baldomà, M. Font-Bardia M. Cascante. Synthesis, characterization and biological activity of new cyclometallated platinum(IV) complexes containing a para-tolyl ligand. Dalton Trans., 2018, 47, 8956-8971. Doi: 10.1039/C8DT01124A.
[/su_spoiler] [su_spoiler title="" open="no" style="default" icon="plus" anchor="" class="selected-publications-toggle"]
Author
Identification
Albert, J. Granell, J. A. Duran, A. Lozano, A. Luque, A. Mate, J. Quirante, M. K. Khosa, C. Calvis, R. Messeguer, L. Baldoma, J. Badia. Endo and exo cyclopalladated (E)-N-([1,1′-biphenyl]-2-yl)-1-mesitylmethanimines: Anticancer, antibacterial and antioxidant activities. Journal of Organomet. Chem. 2017, 839, 116-125. Doi: 10.1016/j.jorganchem.2017.04.002.
[/su_spoiler] [su_spoiler title="" open="no" style="default" icon="plus" anchor="" class="selected-publications-toggle"]Author
Identification
Albert, R. Bosque, M. Crespo, J. Granell, C. López, R. Martín, A. González, A. Jayaraman, J. Quirante, C. Calvis, J. Badía, L. Baldomà, M. Font-Bardia, M. Cascante, R. Messeguer. Neutral and ionic platinum compounds containing a cyclometalated chiral primary amine: Synthesis, antitumor activity, DNA interaction and topoisomerase I – cathepsin B inhibition. Dalton Trans. 2015, 44, 13602-13614. Doi: 10.1039/C5DT01713K
[/su_spoiler] [su_spoiler title="" open="no" style="default" icon="plus" anchor="" class="selected-publications-toggle"]Author
Identification
Albert, J. Granell, R. Qadir, J. Quirante, C. Calvis, R. Messeguer, J. Badía, L. Baldomà, M. Font-Bardia, and T. Calvet. Cyclopalladated Benzophenone Imines: Synthesis, Antitumor Activity, Cell Accumulation, DNA Interaction, and Cathepsin B Inhibition. Organometallics, 2014, 33, 7284-7292. Doi: 10.1021/om501060f
[/su_spoiler] [su_spoiler title="" open="no" style="default" icon="plus" anchor="" class="selected-publications-toggle"]Author
Identification
Albert, R. Bosque, M. Crespo, G. García, J. Granell, C. López, M. V. Lovelle, R. Qadir, A. González, A. Jayaraman, E. Mila, R. Cortés, J. Quirante, C. Calvis, R. Messeguer, J. Badía, L. Baldom, M. Cascante. Cyclopalladated primary amines: A preliminary study of antiproliferative activity through apoptosis induction. European Journal of Medicinal Chemistry, 2014, 84, 530-536. Doi: 10.1016/j.ejmech.2014.07.046.
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