Publications

For reprints, please send an email to rguedes@ff.ul.pt

2016

Bonito, C. A., Leandro, P., Ventura F. V. & Guedes, R. C. (2016). Chemical Biology & Drug Design, 2(88), 281–292, doi:10.1111/cbdd.12755

Carrasco, M. P., Machado, M., Gonçalves, L., Sharma, M.,  Gut, V., Lukens, A. K., Wirth, D. F.,  André, V.,  Duarte, M. T. , dos Santos, D. J. V. A. , Guedes, R. C.,  Rosenthal, P. J., Mazitschek, R., Prudêncio, M., R. Moreira, R., Probing the azaaurone scaffold against the hepatic and erythrocytic stages of malaria parasites, ChemMedChem, 2016, in press. DOI: 10.1002/cmdc.201600327.

Carvalho, A. N., Marques, C., Guedes, R. C, Castro-Caldas, M., Rodrigues, E., Van Horssen, J., & Gama, M. J. (2016). S-Glutathionylation of Keap1: a new role for glutathione S-transferase pi in neuronal protection FEBS Lett., 590(10), 1455-1466, doi:10.1002/1873-3468.12177

Guedes, R.A., Serra, P., Salvador, J. A. R., & Guedes, R. C. (2016). Computational Approaches for the Discovery of Human Proteasome Inhibitors: An Overview. Molecules, 21, 927. doi:10.3390/molecules21070927

 Guerreiro, P. S., Estácio,S. G., Antunes, F., Fernandes, A. S., Pinheiro, P. F., Costa, J. G., Castro, M., Miranda, J. P., Guedes, R. C., & Oliveira, N. G. (2016). Structure-based virtual screening towards the discovery of novel inhibitors of the DNA repair activity of the human apurinic/apyrimidinic endonuclease 1 Chemical Biology & Drug Design; Accepted manuscript online: 23 JUL 2016, doi:10.1111/cbdd.12826

 Ruivo, E. F. P., Gonçalves, L. M., Carvalho, L. A. R., Guedes, R. C., Hofbauer, S., Brito, J. A., Archer, M., Moreira, R., & Lucas, S. D. (2016). Clickable 4-Oxo-b-lactam-Based Selective Probing for Human Neutrophil Elastase Related Proteomes ChemMedChem Accepted manuscript. doi:10.1002/cmdc.201600258

2015

Areias, L. R. P., Ruivo, E. F. P., Goncalves, L. M., Duarte, M. T., Andre, V., Moreira, R., Lucas, S. D., & Guedes, R. C., (2015). A unified approach toward the rational design of selective low nanomolar human neutrophil elastase inhibitors RSC Adv., 64 (5), 51717-51721. doi: 10.1039/C5RA07783D

Lucas, S. D., Carrasco, M. P., Goncalves, L. M., Moreira, R., & Guedes, R. C. (2015). Discovery of C-shaped aurone human neutrophil elastase inhibitors, MEDCHEMCOMM, 6, 1508-1512; doi: 10.1039/c5md00164a

Matos, A. C., Ribeiro, I. A. C.; Guedes, R. C., Pinto, R., Vaz, M. A., Goncalves, L. M., Almeida, A. J., Bettencourt, A. F.  2015 “Key-properties outlook of a levofloxacin-loaded acrylic bone cement with improved antibiotic delivery” International Journal of Pharmaceutics, 485, 317-328; doi: 10.1016/j.ijpharm.2015.03.035

2014

Carrasco, M. P., Newton, A. S., Gonçalves, L., Góis, A., Machado, M., Gut, J., … Moreira, R. (2014). Probing the aurone scaffold against Plasmodium falciparum: Design, synthesis and antimalarial activity. European Journal of Medicinal Chemistry, 80, 523–534. doi:10.1016/j.ejmech.2014.04.076

Madeira, P. J. A., Sitoe, A. R. F., Gonçalves, D., Rodrigues, T., Guedes, R. C., Lopes, F., … Bronze, M. R. (2014). Antiplasmodial Drugs in the Gas Phase: A CID and DFT Study of Quinolon-4(1H)-Imine Derivatives. Journal of The American Society for Mass Spectrometry, 25(9), 1650–1661. doi:10.1007/s13361-014-0940-x

Oliveira, R., Guedes, R., Meireles, P., Albuquerque, I., Gonçalves, L., Pires, E., et al. (2014). Tetraoxane-Pyrimidine Nitrile Hybrids as Dual Stage Antimalarials. J. Med. Chem., 57, 4916–4923

2013

Lucas, S. D., Gonçalves, L., Afonso, L., Correia, H., Da Costa, E., Guedes, R., Moreira, R., Guedes, R. C., "Optimization of O3-Acyl Kojic Acid Derivatives as Potent and Selective Human Neutrophil Elastase Inhibitors", Journal of Medicinal Chemistry, accepted.

Mugumbate, G., Newton, A. S., Rosenthal, P. J., Gut, J., Moreira, R., Chibale, K. and Guedes, R. C. “Novel anti-Plasmodial leads identified by virtual screening of the ZINC database”, Journal of Computer-Aided Molecular Design, accepted.

Rodrigues, T., Ressurreição, A. S., da Cruz, F. P., Albuquerque, I. S., Gut, J., Carrasco, M. P., Gonçalves, D., Guedes, R. C., dos Santos, D. J. V. A., Mota, M. M., Rosenthal, P. J., Moreira, R., Prudêncio, M., Lopes, F., "Flavones as isosteres of 4(1H)-quinolones: discovery of ligand efficient and dual stage antimalarial lead compounds", in press, European Journal of Medicinal Chemistry, http://dx.doi.org/10.1016/j.ejmech.2013.09.008.

Oliveira, R., Newton, A. S., Guedes, R. C., Miranda, D., Amewu, R. K., Srivastava, A., Gut, J., Rosenthal, P. J., O’Neill, P. M., Ward, S. A., Lopes, F., Moreira, R. “An Endoperoxide-Based Hybrid Approach to Deliver Falcipain Inhibitors Inside Malaria Parasites”, ChemMedChem., 2013 Sep;8(9):1528-36.

Montalbano F., P.M.S.D. Cal, Alexandra M., Gonçalves L.M., Lucas S.D., Guedes, R.C., Veiros L. F., Moreira R,, Gois P.M. P. (2013) “Discovery of New Heterocycles with Activity against Human Neutrophile Elastase Based On A Boron Promoted One-Pot Assembly Reaction”, Org. Biomol. Chem., 2013, 11, 4465-4472.

Guerreiro, L. R., Carreiro,, E. P., Fernandes, L, Cardote, T. A. F., Moreira, R., Caldeira,,A. T., Guedes, R. C., Burke, A. J. “5-membered iminocyclitol alpha-glucosidase inhibitors: synthetic, biological screening and in silico studies”, Bioorg. Med Chem., 2013, 21, 1911-1917.

Lucas, S. D., Costa, E, Guedes, R. C., Moreira, R., “Targeting COPD: Advances on low-molecular-weight inhibitors of human neutrophil elastase.” Med Res Rev., 2013 Jun;33 Suppl 1:E73-101. doi: 10.1002/med.20247. Epub 2011 Jun 16. IF= 10.7;

2012

Lucas, S. D., Gonçalves, L. M., Cardote, T. A. F., Correia, H. F., Moreira, R., Guedes, R. C, "Structure Based Virtual Screening for Discovery of Novel Human Neutrophil Elastase Inhibitors", Med. Chem. Commun., 2012, 3, 1299-1304

Santana, A. B., Lucas, S. D., Gonçalves, L. M., Correia, H. F., Cardote, T. A. F., Guedes, R. C., Iley, J., Moreira, R. "N-Acyl and N-sulfonyloxazolidine-2,4-diones are pseudo-irreversible inhibitors of elastase", Bioorg. Med. Chem. Lett., 2012, 22, 3393-7.

2011

Rodrigues, T., Gut, J., Rosenthal, P. J., O’Neill, P. M., Biagini, G. A., Moreira, R., Lopes, F., dos Santos, D. J. V. A., Guedes, R. C., “Identification of new antimalarial leads by use of virtual screening against cytochrome bc1”, Bioorg. Med. Chem., 2011, 19, 6302-6308. IF= 3.0; C=1; DOI: 10.1016/j.bmc.2011.09.004.

Estácio, S. G., Moreira, R., Guedes, R. C., “Characterizing the dynamics and ligand-specific interactions in the human leukocyte elastase through molecular dynamics simulations”, J. Chem. Inf. Mod., 2011, 51, 1690-1702. IF= 3.8; C=0; DOI:10.1021/ci200076k.

Ferreira, R.J., dos Santos, D. J. V. A., Ferreira, M. J. U., Guedes, R., C., “Toward a Better Pharmacophore Description of P-Glycoprotein Modulators, Based on Macrocyclic Diterpenes from Euphorbia Species” J. Chem. Inf. Mod., 2011, 51, 1315-13124. IF= 3.8; C=0; DOI: 10.1021/ci200145p.

Ascenso, A., Guedes, R., Bernardino, R., Diogo, H., Carvalho, F. A., Santos, N. C., Silva, A. M., Marques, H. C., “Complexation and Full Characterization of the Tretinoin and Dimethyl-beta eta-Cyclodextrin Complex”, AAPS PHARMSCITECH, 2011, 12, 553-563, DOI: 10.1208/s12249-011-9612-3.

Rodrigues, T., dos Santos, D. J. V. A., Moreira, R., Lopes, F., Guedes, R. C., “A quantum mechanical study of novel potential inhibitors of cytochrome bc1 as antimalarial compounds”, Int J Quantum Chem, 2011, 111, 1196-1207. IF= 1.3; C=1; DOI: 10.1002/qua.22741.

Kumar, S. P., Gut, J., Guedes, R. C., Rosenthal, P. J., Santos, M. M. M., Moreira, R., “Design, synthesis and evaluation of 3-methylene-substituted indolinones as antimalarials”, European Journal of Medicinal Chemistry, 2011, 46, 927-933. IF= 3.2; C=1; DOI: 10.1016/j.ejmech.2011.01.008.

Lavrado, J., Cabal, G. G., Prudêncio, M., Mota, M. M., Gut, J., Rosenthal, P. J., Diaz, C., Guedes, R. C., dos Santos, D. J. V. A., Bichenkova, E., Douglas, K. T., Moreira, R., Paulo, A., “Incorporation of Basic Side Chains into Cryptolepine Scaffold: Structure-Antimalarial Activity Relationships and Mechanistic Studies”, J. Med. Chem., 2011, 54, 734-750. IF= 5.2; C=0; DOI: 10.1021/jm101383f.

dos Santos, D. J. V. A., Saenz-Mendez, P., Eriksson, L. A., Guedes, R. C., “Properties and behaviour of tetracyclic allopsoralen derivatives inside a DPPC lipid bilayer model”, PhysChemChemPhys, 2011, 13, 10174-10182. IF= 3.5; C=0; DOI: 10.1039/c0cp02245d.

2010

Gibbons, P., Verissimo, E., Araujo, N., Barton, V., Nixon, G. L., Amewu, R. K., Chadwick, J., Stocks, P. A., Biagini, G. A., Srivastava, A., Rosenthal, P. J., Gut, J., Guedes, R. C., Moreira, R., Sharma, R., Berry, N., Cristiano, M. L. S., Shone, A. E., Ward, S. A., O’Neill, P. M., "Endoperoxide Carbonyl Falcipain 2/3 Inhibitor Hybrids: Toward Combination Chemotherapy of Malaria through a Single Chemical Entity", J. Med. Chem., 2010, 53, 8202-8206.

Mulchande, J., Oliveira, R., Carrasco, M., Gouveia, L., Guedes, R. C., Iley, J., Moreira, R., 4-Oxo-beta-lactams (Azetidine-2,4-diones) Are Potent and Selective Inhibitors of Human Leukocyte Elastase, J. Med. Chem., 2010, 53, 241-253

Newton, A. S., Gloria, P. M. C., Goncalves, L. M., dos Santos, D. J. V. A., Moreira, R., Guedes, R. C., Santos, M. M. M., Synthesis and evaluation of vinyl sulfones as caspase-3 inhibitors. A structure-activity study, Eur. J. Med. Chem., 45, 3858-3863.

2009

Eriksson, E., dos Santos, D., Guedes, R. C., Eriksson, L., "Properties and permeability of hypericin and brominated hypericin in lipid membranes.", J. Chem. Theor. Comp., 2009, 5, 3139-3149.

Rodrigues, T., Guedes, R. C., dos Santos, D. J. V. A., Carrasco, M., Gut, J., Rosenthal, P. J., Moreira R., Lopes, F., "Design, synthesis and structure–activity-relationships of (1H-pyridin-4-ylidene)amines as potential antimalarials", Bioorg. Med. Chem. Lett., 2009, 19, 3476-3480.

2008

Rodrigues, T., Moreira, R., Guedes, R. C., Iley, J., Lopes, F., “Unanticipated Acyloxymethylation of Sumatriptan Indole Nitrogen Atom and its Implications in Prodrug Design”, Archiv der Pharmazie, 2008, 341, 344-350). IF= ; C=0.

Mulchande, J., Guedes, R. C., Tsang, W.-Y., Page, M. I., Moreira, R., Iley, J., “Azetidine-2,4-diones (4-oxo-b-lactams) as scaffolds for designing elastase inhibitors”, J. Med. Chem., 2008, 51, 1783-1790. IF= 4.9; C=0.

Eriksson, E. S. E., Guedes, R. C., Eriksson, L. A., “Redox and debromination reactions of brominated hypericin”, International Journal of Quantum Chemistry, 2008, 108, 1921-1929. IF= 1.4; C=0.

dos Santos, D. J. V. A., Newton, A. S., Bernardino, R., Guedes, R. C., “Substituent effects on O-H and S-H bond dissociation enthalpies of disubstituted phenols and thiophenols”, International Journal of Quantum Chemistry, 2008, 108, 754-761. IF= 1.4; C=0.

2007

Saenz-Méndez, P., Guedes, R. C., dos Santos, D. J. V. A., Eriksson, L. A., “Theoretical Study of Sequence Selectivity and Preferred Binding Mode of Psoralen with DNA”, Research Letters in Physical Chemistry, Volume 2007, 2007, Article ID 60623, 5 pages. IF= NJ; C=0.

Guedes, R. C., Eriksson, L. A., “Photophysics, photochemistry, and reactivity:Molecular aspects of perylenequinone reactions”, Photochem Photobiol Sci., 2007, 10, 1089-1096. IF= 2.2 ; C=O.

Valente, C., Moreira, R., Guedes, R. C., Iley, J., Jaffar, M., Douglas, K. T., “The 1,4-Naphthoquinone Scaffold in the Design of Cysteine Protease Inhibitors”, Bioorg. Med. Chem., 2007, 15, 5340-5350. IF= 2.7 ; C=1.

Saenz-Mendez, P., Guedes, R. C., Santos, D. J. V., Eriksson, L. A., “Theoretical prediction of binding modes and hot sequences for allopsoralen-DNA interaction”, Chem. Phys. Lett., 2007, 450, 127-131. IF= 2.2 ; C=0.

Fernandes, A. S., Gaspar, J., Cabral, M. F., Caneiras, C., Guedes, R., Rueff, J., Castro, M., Costa, J., Oliveira, N. G., “Macrocyclic copper(II) complexes: Superoxide scavenging activity, structural studies and cytotoxicity
evaluation”, J. Inorg. Biochem., 2007, 101, 849-858. IF= 1.4; C=0.

2006

Iley, J., Moreira, R., Martins, L., Guedes, R. C., Soares, C., “The Bsmoc group as a novel scaffold for the design of irreversible inhibitors of cysteine proteases”, Bioorg. Med. Chem. Lett., 2006, 16, 2738-2741. IF= 2.5; C=3.

Valente, C., Moreira, R., Guedes, R. C., Iley, J., Jaffar, M., Douglas, K. T., “Dipeptide vinyl sultams: synthesis via the Wittig-Horner reaction and activity against papain, falcipain-2 and plasmodium falciparum”, Bioorg. Med. Chem.
Lett., 2006, 4115-4119. IF= 2.5; C=4.

Guedes, R. C., Eriksson, L. A., “Theoretical characterization of aflatoxins and their phototoxic reactions”, Chem. Phys. Lett., 2006, 422, 328-333. IF= 2.5;
C=3.

Guedes, R. C., Eriksson, L. A., “Effects of halogen substitution on the photochemical properties of hypericin”, J. Photochem. Photobiol. A Chemistry, 2006, 178, 41-49. IF= 2.1; C=1.

2005

Pinto, S. S., Diogo, H. P., Guedes, R. C., et al. “Energetics of hydroxybenzoic acids and of the corresponding carboxyphenoxyl radicals. Intramolecular
hydrogen bonding in 2-hydroxybenzoic acid´”, J. Phys. Chem. A, 2005, 109,9700-9708. IF= 2.9; C=1.

Guedes, R. C., Eriksson, L. A., “Theoretical study of hypericin”, J. Photochem. Photobiol. A- Chemistry, 2005, 172, 293-299. IF=.2.3; C=19.

2004

Correia, C. F., Guedes, R. C., Borges dos Santos, R. M., Costa Cabral, B. J., Martinho Simões, J.A., “O-H Bond Dissociation Enthalpies in Hydroxyphenols. A Time-Resolved Photoacoustic and Quantum Chemistry Study´”, Phys. Chem.
Chem. Phys., 2004, 6, 2109-2118. IF= 2.1; C=19.

Estácio, S. G., Couto, P. C., Guedes, R. C., Costa Cabral, B.J., “Homolytic dissociation in hydrogen bonding liquids: energetics of phenol O-H bond in methanol and water O-H bond in water”, Theor. Chem. Acc., 2004, 112, 282-
289. IF= 2.2; C=4.

Couto, P. C., Guedes, R. C., Costa Cabral, B. J., “The Density of States and Band Gap of Liquid Water by Sequential Monte Carlo/Quantum Mechanics Calculations”, Braz. J. Phys., 2004, 34, 42-47. IF= 0.4; C=4.

2003

Couto, P. C., Guedes, R. C., Costa Cabral, B. J., “The hydration of the OH radical: Microsolvation modeling and statistical mechanics simulation”, J. Chem. Phys., 2003, 119, 7344-7355. IF= 3.0; C=28.

Guedes, R. C., Coutinho, K., Costa Cabral, B. J. and Canuto, S., Correia, C. F., Borges dos Santos, R. M., and Martinho Simões, J. A., “Solvent Effects on the Energetics of the Phenol O-H bond: Differential Solvation of Phenol and
Phenoxy Radical in Benzene and Acetonitrile”, J. Phys. Chem. A, 2003, 107, 9197-9207. IF= 2.8; C=20.

Guedes, R. C., Coutinho, K., Costa Cabral, B. J. and Canuto, S., “Differential Hydration of Phenol and Phenoxy Radical and the Energetics of the Phenol O-H bond in solution”, J. Phys. Chem. B, 2003, 107, 4304-4310. IF= 3.7; C=14.

Coutinho, K., Guedes, R. C., Costa Cabral, B. J. and Canuto, S., “Electronic polarization of liquid water: converged Monte Carlo-quantum mechanics results for the multipole moments”, Chem. Phys. Lett., 2003, 369, 345-353.
IF= 2.4; C=21.

Guedes, R. C., Couto, P. C. and Costa Cabral, B. J., “Binding Energy, Structure and Vibracional Spectra of (HCl)2-6 and (HF)2-10 Clusters by Density Functional Theory”, J. Chem. Phys., 2003, 118, 1272-1281. IF= 3.0; C=18.

2002

Borges dos Santos, R. M., Muralha, V. S. F., Correia, C. F., Guedes, R. C., Costa Cabral, B. J., Martinho Simões, J. A., “S-H Bond Dissociation Enthalpies in Thiophenols: A Time-Resolved Photoacustic Calorimetric and Quantum
Chemistry Study”, J. Phys. Chem. A, 2002, 106, 9883-9889. IF= 2.8; C=32.

Lagoa, A. L. C., Diogo, H. P., da Piedade, M. E. M., Amaral, L. M. P. F., Guedes, R. C., Cabral, B. J. C., Kulikov, D. V., Verevkin, S. P., Siedler, M., Epple, M., “Energetics of the C-Cl Bond in CH3CH(Cl)COOH. Enthalpy of Formation of (S)-(-)-2-Chloropropionic Acid and of the 1-Carboxyethyl Radical”, J. Phys. Chem. A, 2002, 106, 9855-9861. IF= 2.8; C=3.

Couto, P. C., Guedes, R. C., Costa Cabral, B. J., Martinho Simões, J. A., “Phenol O-H Bond Dissociation Energies in Water Clusters”, International Journal of Quantum Chemistry, 2002, 86, 297-304. IF= 1.2; C=18.

2001

Costa Cabral, B. J., Guedes, R. C., Pai-Panandiker, R. S. and Nieto Castro, C. A. “Hydrogen bonding and the dipole moment of hydrofluorocarbons by density functional theory”, Phys. Chem. Chem. Phys., 2001, 3, 4200-4207. IF=2.0; C=14.

Lagoa, A. L. C., Diogo, H. P., Pilar Dias, M., Minas da Piedade, M. E., Amaral, L. M. F., Ribeiro da Silva, M. A. V., Martinho Simões, J. A., Guedes, R. C., Costa Cabral, B. J., Schwarz, K., and Epple, M., “Energetics of C-Cl, C-Br, C-I Bonds in Haloacetic Acids. Enthalpies of Formation of XCH2COOH (X=Cl, Br, I) Compounds and of the Carboxymethyl Radical”, Chem. Eur. J., 2001, 7, 483-489. IF= 4.4; C=13.

2000

Guedes, R. C., Costa Cabral, B. J., Martinho Simões, J. A., Diogo, H. P, “Thermochemical Properties and Structure of Phenol(H2O)1-6 and Phenoxy(H2O)1-4 by Density Functional Theory”, J. Phys. Chem. A, 2000, 104,
6062-6068. IF= 2.8; C=25.