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Universidade de Lisboa – FC

 

Departamento de Química e Bioquímica, Faculdade de Ciências
Universidade de Lisboa
1749-016 Lisboa
Portugal
Tel: +351 217 500 918
NMR Equipment
  • Bruker Avance 400
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ULisboa – FC

 

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Main Research Topics

Coordination and organometallic chemistry

Organometallic, materials chemistry, and catalysis

Organic and natural products chemistry

Supramolecular Chemistry

Forensic chemistry

 

Selected Publications

  1. João Lopes, David Alves, Tânia S. Morais, Paulo J. Costa, M. Fátima M. Piedade, Fernanda Marques, Maria J. Villa de Brito, M. Helena Garcia, New copper(I) and heteronuclear copper(I)‑ruthenium(II) complexes: synthesis, structural characterization and cytotoxicity, Inorg. Biochem. 2017, 168, 68-78. DOI: 10.1016/j.jinorgbio.2017.01.007
  2. Tânia S. Morais, Yann Jousseaume, M. Fátima M. Piedade, Catarina Roma-Rodrigues, Alexandra R. Fernandes, Fernanda Marques, Maria J. Villa de Brito, M. Helena Garcia, “Important cytotoxic and cytostatic effects of new copper(I)–phosphane compounds with N,N, N,O and N,S bidentate ligands, Dalton Trans. 2018, 47, 7819. DOI: 10.1039/c8dt01653d
  3. Moreira, R. Francisco, E. Comsa, S. Duban-Deweer, V. Labas, A. P. Teixeira-Gomes, L. Combes-Soia, F. Marques, A. Matos, A. Favrelle, C. Rousseau, P. Zinck, P. Falson, M. H. Garcia, A. Preto, A. Valente, Polymer “ruthenium-cyclopentadienyl” conjugates – New emerging anti-cancer drugs, Eur. J. Med. Chem. 2019, 168, 373–384. DOI: 10.1016/j.ejmech.2019.02.061
  4. F. Machado, D. Sequeira, F. Marques, M. F. M. Piedade, M. J. Villa de Brito, M. H. Garcia, A. R. Fernandes, T. S. Morais, New copper(i) complexes selective for prostate cancer cells, Dalton Trans. 2020, 49, 12273–12286. DOI: 10.1039/d0dt02157a
  5. F. Machado, M. Machuqueiro, F. Marques, M. P. Robalo, M. F. M. Piedade, M. H. Garcia, J. D. G. Correia, T. S. Morais, Novel “ruthenium cyclopentadienyl”–peptide conjugate complexes against human FGFR(+) breast cancer, Dalton Trans. 2020, 49, 5974–5987. DOI: 10.1039/d0dt00955e
  6. G. Teixeira, D. C. Belisario, X. Fontrodona, I. Romero, A. I. Tomaz, M. H. Garcia, C. Riganti, A. Valente, Unprecedented collateral sensitivity for cisplatin-resistant lung cancer cells presented by new ruthenium organometallic compounds, Inorg. Chem. Front. 2021,8,1983–1996. DOI: 10.1039/d0qi01344g
  7. Sequeira, P. V. Baptista, R. Valente, M. F. M. Piedade, M. H. Garcia, T. S. Morais, A. R. Fernandes, Cu(I) complexes as new antiproliferative agents against sensitive and doxorubicin resistant colorectal cancer cells: synthesis, characterization, and mechanisms of action, Dalton Trans. 2021, 50, 1845–1865. DOI: 10.1039/d0dt03566a
  8. Woods, R. D. M. Silva, C. Schmidt, D. Wragg, M. Cavaco, V. Neves, V. F. C. Ferreira, L. Gano, T. S. Morais, F. Mendes, J. D. G. Correia, A. Casini, Bioconjugate Supramolecular Pd2+ Metallacages Penetrate the Blood Brain Barrier in Vitro and in Vivo, Bioconjugate Chem. 2021, 32, 1399−1408. DOI: 10.1021/acs.bioconjchem.0c00659
  9. Gimenez, C. D. Nunes, P. D. Vaz, A. A. Valente, P. Ferreira, M. J. Calhorda, Heptacoordinate halocarbonyl molybdenum(II) and tungsten(II) complexes as heterogeneous polymerization catalysts, Journal of Molecular Catalysis A 2006, 256, 90-98. https://doi.org/10.1016/j.molcata.2006.04.023
  10. Newton L. Dias Filho, Fátima C. M. Portugal, J. M. F. Nogueira, P. Brandão, V. Félix, P. D. Vaz, C. D. Nunes, L. F. Veiros, M. J. Villa de Brito, M. J. Calhorda, An Oligosilsesquioxane Cage Functionalized with Molybdenum(II) Organometallic Fragments, Organometallics 2012, 4495–4503. DOI: 10.1021/om3003043
  11. I. Fernandes, M. S. Saraiva, T. G. Nunes, P. D. Vaz, C. D. Nunes, Highly enantioselective olefin epoxidation controlled by helical confined environments, J. Catal. 2014, 309, 21-32. DOI: 10.1016/j.jcat.2013.08.032
  12. Vasconcellos-Dias, J. Marreiros, R. Sales, V. Félix, P. Brandão, C. D. Nunes, M. J. Calhorda, New molybdenum(II) complexes with a-diimine ligands: synthesis, structure, and catalytic activity in olefin epoxidation, Molecules 2019, 24, 578.
  13. I. Vicente, X. Wu, Y. Ortin, L. P. Ferreira, M. D. Carvalho, S. Realista, A. Barker, G. G. Morgan, N. Galamba, P. J. Costa, M. J. Calhorda, P. N. Martinho, “Directing self-assembly in solution towards improved cooperativity in Fe(III) complexes with amphiphilic tridentate ligands”, Dalton Trans. 2019, 48, 4239-4247. DOI: 10.1039/C9DT00032A.
  14. N. Martinho, Ana I. Vicente, Sara Realista, Marta S. Saraiva, Ana Melato, Liliana P. Ferreira, Maria de Deus Carvalho, “Solution and solid state properties of Fe(III) complexes bearing N-ethyl-N-(2-aminoethyl)salicylaldiminate ligands”, J. Organomet. Chem. 2014, 760, 48-54. DOI: 10.1016/j.jorganchem.2013.12.028.
  15. Realista, J. C. Almeida, S. A. Milheiro, N. A. G. Bandeira, L. G. Alves, F. Madeira, M. J. Calhorda, P. N. Martinho, “Co(II) cryptates convert CO2 into CO and CH4 under visible light”, Chem. Eur. J. 2019, 25,11670–11679 (hot paper). DOI: 10.1002/chem.201901806.
  16. Fortuna, P. J. Costa, M. F. M. Piedade, M. C. Oliveira, N. M. Xavier “Synthesis of triazole‐containing furanosyl nucleoside analogs and their phosphate, phosphoramidate or phoshonate derivatives as potential sugar diphosphate or nucleotide mimetics”, ChemPlusChem 2020, 85, 1676‑1691. DOI: 10.1002/cplu.202000424.
  17. M. Xavier, E. C. de Sousa, M. P. Pereira, A. Loesche, I. Serbian, R. Csuk, M. C. Oliveira, “Synthesis and biological evaluation of structurally varied 5ʹ-/6ʹ-isonucleosides and theobromine-containing N-isonucleosidyl derivatives”, Pharmaceuticals 2019, 12(3), 103. DOI: 10.3390/ph12030103.
  18. M. Xavier, A. Porcheron, D. Batista, R. Jorda, E. Řezníčková, V. Kryštof, M. C. Oliveira, “Exploitation of new structurally diverse D-glucuronamide-containing N-glycosyl compounds: synthesis and anticancer potential, Org. Biomol. Chem. 2017, 15, 4667-4680. DOI: 10.1039/C7OB00472A.
  19. M. de Matos, M. T. Blázquez-Sánchez, C. Sousa, M. C. Oliveira, R. F. M. de Almeida, A. P. Rauter, Almeida, A. P. Rauter, C-Glucosylation as a tool for the prevention of PAINS-induced membrane dipole potential alterations. Sci. Rep. 2021, 11, 4443.
  20. D. Grayson, M. P. Baumgartner, C. S. Souza, S. J. Dawes, I. G. El Idrissi, J. C. Louth, S. Stimpson, E. Mead, C. Dunbar, J. Wolak, G. Sharman, D. Evans, A. Zhuravleva, M. S. Roldan, N. A. Colabufo, K. Ning, C. Garwood, J. A. Thomas, B. M. Partridge, A. V. Leon, V. J. Gillet, A. P. Rauter, B. Chen, Amyloid binding and beyond: a new approach for Alzheimer’s disease drug discovery targeting Abo–PrPC binding and downstream pathways, Chem. Sci. 2021, 12, 3768-2785 (Edge Article).
  21. M. Matos, M. T. Blázquez-Sánchez, A. Bento-Oliveira, R. F. M. de Almeida, R. Nunes, P. E. M. Lopes, M. Machuqueiro, J. S. Cristóvão, C. M. Gomes, C. S. Souza, I. G. El Idrissi, N. A. Colabufo, A. Diniz, F. Marcelo, M. C. Oliveira, O. López, J. G. Fernandez-Bolaños, P. Dätwyler, B. Ernst, K. Ning, C. Garewood, B. Chen, A. P. Rauter, Glucosylpolyphenols as Inhibitors of Aβ-Induced Fyn Kinase Activation and Tau Phosphorylation: Synthesis, Membrane Permeability, and Exploratory Target Assessment within the Scope of Type 2 Diabetes and Alzheimer’s Disease, J. Med. Chem. 2020, 63 (20) 11663–11690.
  22. M. Matos, A. Martins, T. Man, D. Evans, M. Walter, M. C. Oliveira, O. Lopez, J. G. Fernandez-Bolaños, P. Datwyler, B. Ernst, M. P. Macedo, M. Contino, N. A. Colabufo, A. P. Rauter, Design and Synthesis of CNS-targeted Flavones and Analogues with Neuroprotective Potential Against H2O2- and Abeta(1-42)-Induced Toxicity in SH-SY5Y Human Neuroblastoma Cells, Pharmaceuticals 2019, 12(2), 98.
  23. Dias, A. Martins, A. Pelerito, M. C. Oliveira, M. Contino, N. A. Colabufo, A. P. Rauter, Assessing the Optimal Deoxygenation Pattern of Dodecyl Glycosides for Antimicrobial Activity Against Bacillus anthracis, Eur. J. Org. Chem. 2019, 12, 2224 – 2233.
  24. M. Matos, T. Man, I. Idrissi, C. C. Souza, E. Mead, C. Dunbar, J. Wolak, M. C. Oliveira, D. Evans, J. Grayson, B. Partridge, C. Garwood, K. Ning, G. Sharman, B. Chen, A. P. Rauter, Discovery of N-methylpiperazinyl flavones as a novel class of compounds with therapeutic potential against Alzheimer’s disease: synthesis, binding affinity towards amyloid β oligomers (Aβo) and ability to disrupt Aβo-PrPC interactions, Pure Appl. Chem. 2019, 91(7), 1107-1136.
  25. Dias, A. M. Matos, M. T. Blásquez-Sánchez, P. Calado, A. Martins, P. Dätwyler, B. Ernst, M. Paula Macedo, N. Colabufo, A. P. Rauter, 2-Deoxyglycosylation towards more effective and bioavailable neuroprotective molecules inspired by nature, Pure Appl. Chem. 2019, 91(7), 1209‑1221.
  26. Dias, J. Pais, R. Nunes, M.T. Blázquez-Sánchez, J. T. Marquês, A. F. Almeida, P. Serra, N. M. Xavier, D. Vila-Viçosa, M. Machuqueiro, A. S. Viana, A. Martins, M. S. Santos, A. Pelerito, R. Dias, R. Tenreiro, M. C. Oliveira, M. Contino, N. A. Colabufo, R . F. M. de Almeida, A. P. Rauter, Sugar-based bactericides targeting phosphatidylethanolamine-enriched membranes, Nat Commun 2018, 9, 4857. DOI: 10.1038/s41467-018-06488-4
  27. R. Jesus, D. Vila-Viçosa, M. Machuqueiro, A. P. Marques, T. M. Dore, A. P. Rauter, Targeting Type 2 Diabetes with C-Glucosyl Dihydrochalcones as Selective Sodium Glucose Co‑Transporter 2 (SGLT2) Inhibitors: Synthesis and Biological Evaluation, J. Med. Chem. 2017, 60, 568−579.
  28. M. Matos, J. S. Cristóvão, D. V. Yashunsky, N. E. Nifantiev, A. S. Viana, C. M. Gomes, A. P. Rauter, Synthesis and effects of flavonoid structure variation on amyloid-beta aggregation, Pure Appl. Chem. 2017, 89(9), 1305-1320.
  29. Cachatra, A. Almeida, J. Sardinha, S. D. Lucas, A. Gomes, P. D. Vaz, M. H. Florencio, R. Nunes, D. Vila-Viçosa, M. J. Calhorda, A. P. Rauter, Wittig Reaction: Domino Olefination and Stereoselectivity DFT Study. Synthesis of the Miharamycins’ Bicyclic Sugar Moiety, Org. Lett. 2015, 17(22), 5622-5625.
  30. Rafael F. A. Gomes, João M. J. M. Ravasco, Késsia H. S. Andrade, Jaime A. S. Coelho, Rui Moreira, Rafael Oliveira, Fátima Nogueira, Carlos A. M. Afonso, Tandem Thio-Michael Addition/Remote Lactone Activation of 5-Hydroxymethylfurfural-Derived δ-Lactone-Fused Cyclopentnones, ChemSusChem 2022, e202102204. DOI: 1002/cssc.202102204
  31. Rafael F. A. Gomes, Jaime A. S. Coelho, Carlos A. M. Afonso; Direct Conversion of Activated 5-Hydroxymethylfurfural into δ-Lactone-fused Cyclopentenones, ChemSusChem 2019, 12, 420‑425. DOI: 10.1002/cssc.201802537
  32. Rafael F. A. Gomes, Nuno R. Esteves, Jaime A. S. Coelho, Carlos A. M. Afonso, Copper(II) triflates as reusable catalyst for the synthesis of trans-4,5-diamino-cyclopent-2-enones in water, Org. Chem. 2018, 83, 7509-7513
  33. Cristina Moiteiro, Igor Marques, William G. Ryder, Vasco Cachatra, Sílvia Carvalho, Li-Jun Chen, Brian J. Goodfellow, Philip Gale, Vítor Félix, Binding and transport properties of a benzo[b]thiophene-based mono-(thio)urea library, J. Org. Chem. 2021, e202101484. DOI: 10.1002/ejoc.202101484
  34. Paulo Vieira, Margarida Q. Miranda, Igor Marques, Sílvia Carvalho, Li-Jun Chen, Ethan Howe, Carl Zhen, Claudia Y. Leung, Michael J Spooner, Bárbara Morgado, Odete A. B. Cruz e Silva, Cristina Moiteiro, Philip Gale, Vítor Félix, Development of a library of thiophene-based drug‑like LEGO molecules: evaluation of their anion binding, transport properties and cytotoxicity, Eur. J. 2020, 26; 889-899.
  35. Miguel M. Santos, Igor Marques, Sílvia Carvalho, Cristina Moiteiro, Vítor Félix, Recognition of bio-relevant dicarboxylate anions by an azacalix[2]arene[2]triazine derivative decorated with urea moieties, Biomol. Chem. 2015, 13, 3070–3085. DOI: 10.1039/C4OB02283A
  36. João M. Caio, Teresa Esteves, Sílvia Carvalho, Cristina Moiteiro, Vitor Félix, Azacalix[2]arene[2]triazine-based receptors bearing carboxymethyl pendant arms on nitrogen bridges: synthesis and evaluation of their coordination ability towards copper(II), Biomol. Chem. 2014, 12, 589-599. DOI: 10.1039/c3ob42047g
  37. Ana I. Vicente, João M. Caio, João Sardinha, Cristina Moiteiro, Rita Delgado, Vítor Félix, Evaluation of the binding ability of tetraaza[2]arene[2]triazine receptors anchoring L‑alanine units for aromatic carboxylate anions, Tetrahedron, 2012, 68, (2), 670-680. DOI: 10.1016/j.tet.2011.10.090
  38. Ana Cristina Figueiredo, Cristina Moiteiro, Maria da Conceição Rodrigues, António de Almeida, Essential oil composition from Cryptomeria japonica D. Don grown in Azores. Biomass valorization from forest management, Prod. Commun. 2021, 16(8), 1-10. https://doi.org/10.1177/1934578×211038431
  39. Cristina Moiteiro, Teresa Esteves, Luís Ramalho, Rosario Rojas, Sandra Alvarez, Susana Zacchino, Helena Bragança, Essential Oil Characterization of Two Azorean Cryptomeria japonica Populations and Their Biological Evaluations, Prod. Commun 2013, 8 (12), 1785‑1790. https://doi.org/10.1177/1934578X1300801233
  40. Silva, C. Alves, S. Pinteus, P. Susano, M. Simões, M. Guedes, A. Martins, S. Rehfeldt, H. Gaspar, M. Goetter, A. Alfonso, R. Pedrosa, Disclosing the potential of Eleganolone for Parkinson’s Disease therapeutics: Neuroprotective and anti-inflammatory activities, Pharmacol. Res. 2021, 168, 105589. doi.org/10.1016/j.phrs.2021.105589
  41. Gaspar, S. Bronze, C. Oliveira, B.L. Victor, M. Machuqueiro, R. Pacheco, M. J. Caldeira, S. Santos, Proactive response to tackle the threat of emerging drugs: Synthesis and toxicity evaluation of new cathinones, Forensic Sci. Int. 2018, 290, 146-56. doi.org/10.1016/j.forsciint.2018.07.001
  42. Gaspar, S. Bronze, S. Ciríaco, C. Leal, A. Matias, J. Rodrigues, C. Oliveira, C. Cordeiro, S. Santos, 4F-PBP (4’-fluoro-a-pyrrolidinobutyrophenone), a new substance of abuse: structural characterization and purity NMR profiling, Forensic Sci. Int. 2015, 252, 168‑176. doi.org/10.1016/j.forsciint.2015.05.003
  43. E. S. Bernardes, M. L. S. Matos Lopes, J. R. Ascenso, M. E. Minas da Piedade, From Molecules to Crystals: The Solvent Plays an Active Role Throughout the Nucleation Pathway of Molecular Organic Crystals, Cryst. Growth Des. 2014, 14, 5436‑5441. DOI: 10.1021/cg500609g