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Artificial Molecular Recognition

In this field of research, we are developing the following studies:
  • Direct HPLC enantioresolution of chiral xanthones on polysaccharide, xanthone and macrocyclic antibiotic-based chiral stationary phases (point out the understanding of chiral recognition mechanisms);
  • Development of new xanthones as chiral selectors for HPLC;

  • Use of computational chemistry to design small molecules based on target as well as to study the mechanism of actions of modulators of PKC, transthyretin and antitumor agents.

    Relevant publications:

    Synthesis of N-aryl-5-amino-4-cyanopyrazole derivatives as potent xanthine oxidase inhibitors
    Gupta S, Rodrigues LM, Oliveira-Campos AM, Esteves AP, Nascimento MSJ, Nazareth N, Cidade H, Neves MP, Pinto M, Fernandes E, Cerqueira NM, Brás N
    European Journal of Medicinal Chemistry, 43, 771-780. 2008

    Multimilligram enantioresolution of low-solubility xanthonolignoids on polysaccharide chiral stationary phases using a solid-phase injection system
    E Sousa, ME Tiritan, KRA Belaz, M Pedro, MSJ Nascimento, QB Cass, MMM Pinto
    J. Chromatography A, 1120, 75-81. 2006

    Psoralen analogues: Synthesis, Inhibitory Activity of Growth of Human Tumor Cell Lines and Computational Studies
    Oliveira AMAG, Raposo MMM, Oliveira-Campos AMF, Machado AEH, Puapairoj P, Pedro M, Nascimento MSJ, Portela C, Afonso C, Pinto M
    European Journal of Medicinal Chemistry, 41, 367-372. 2006

    The binding of xanthone derivatives to transthyretin
    Maia F, Almeida MR, Gales L, Kijjoa A, Pinto MMM, Saraiva MJ, Damas AM
    Biochemical Pharmacology, 70, 1861-1869. 2005


    Patent:

    Fases Estacionárias Quirais baseadas em Derivados Xantónicos
    Pinto M, Tiritan ME, Fernandes C, Cass Q
    Portuguese Patente nº 104679 (pending)


    Projects:

    Development of siRNA-loaded nanoparticles to circumvent chemoresistance in cancer stem cells
    Project I&D em todos os Domínios Científicos - 2008 PTDC/EBB-BIO/099672/2008, in collaboration with IPATIMUP, 3 years, 2009

    Chiral xanthones derivatives: synthesis, enantiomeric resolution, anti-inflammatory and antioxidant evaluations
    Project 10-GCQF-CICS-09, GCQF - CICS/CESPU, in collaboration with CESPU, 24 months, 2009

    Chiral Xanthones: Synthesis, Structure Elucidation, Enantiomeric Purity and Antioxidant and Anti-inflammatory Activities
    Multidisciplinary Project, University of Porto, in collaboration with undergraduate students, 15 mounths, 2009

    Searching for small-molecule modulators of caspase family members using yeast cell-based approaches
    Multidisciplinary Project, University of Porto, in collaboration with undergraduate students, 15 mounths, 2009

    Virtual screening and in vitro evaluation of antitumour xanthones for anti-EBV activity in a Burkitt lymphoma cell line
    Multidisciplinary Project, University of Porto, in collaboration with undergraduate students, 15 mounths, 2009

    Chiral Xanthones Derivatives: Synthesis, Structural Elucidation and Biological Activities
    Multidisciplinary Project, University of Porto, in collaboration with undergraduate students and Institute of Biomedical Sciences, (2007-2008)

    Chiral xanthonic derivatives: enantiomeric resolution, biological activities and application as new chiral selectors for HPLC
    Bilateral Cooperation between Research Center of Organic Chemistry, Phytochemistry and Pharmacology of the University of Porto Faculty of Pharmacy of the University of Porto and Department of Chemistry of University of São Carlos, Brazil, GRICES/CAPES, (2002-2006)
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