Browsing by Author "Jasinski, Gabriel"

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    NMR Study of the dynamic equilibria among isomeric species in quinoxalin-2-one derivatives
    (2024) Barrionuevo, Emiliano; Jasinski, Gabriel; Fabian, Lucas; Martini, M. Florencia; Moglioni, Albertina
    The understanding of the prototropic lactam/lactim/enol equilibrium and the E/Z isomerism around the N-C(O) bond in amides is important for the determination of different physicochemical properties in compounds, moreover in compounds with more than one equilibrium. In this work, these equilibria were studied for N-acyl and N-carbamoyl-3,4-dihydroxyquinoxalin-2(1H)-ones using mono- and bi-dimensional NMR experiments, at different temperatures. For both types of derivatives, the lactam form was the only tautomer detected. The results obtained from molecular modelling experiments agree with the experimental results. For the N-acyl derivative, the E isomer is the predominant, while for the N-carbamoyl derivative both geometric isomers are present in a similar ratio. The theoretical calculations allowed the signal assignment for each isomer from the chemical shift values estimated for both geometric isomers corresponding to the studied N-acyl and N-carbamoyl derivatives.
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    Thirty Years in the Design and Development of Cruzain Inhibitors
    (2024-05-03) Jasinski, Gabriel; Martini, M. Florencia; Moglioni, ALbertina
    Cruzipain is the principal protease of Trypanosoma cruzi, the etiological agent of Chagas disease. Since its discovery in the 1980s and the resolution of the crystal structure of cruzain (a truncated recombinant form of the enzyme) in 1995, this target has attracted the interest of many research groups for screening studies, structure-based and ligand-based drug design campaigns, which include peptide-like and non-peptide synthetic compounds. In this context, empirical and computational methods have proven to be valuable tools for the study of mechanisms of action, potential binding modes and structure-activity relationships for a diverse series of cruzain/cruzipain inhibitors. This paper, therefore, reviews some of the most relevant chemical groups reported as cruzain inhibitors over the last 30 years of research.