Design, characterization and quantum chemical computations of a novel series of pyrazoles derivatives with potential anti-proinflammatory response

Burboa-Schettino, Pía; Bustos, Carlos; Molins, Elies; Figueroa, Xavier F; Llanquinao, Jesus; Zarate, Ximena; Vallejos, Gabriel; Diaz-Uribe, Carlos; Vallejo, William; Schott, Eduardo

Keywords: platelet-activating factor, pyrazoles, dft, Anti-proinflammatory, NCI-60


The synthesis and characterization of the full family of 11 pyrazoles were performed by means of UV–Vis, FTIR, 1H NMR, 13C NMR, two-dimensional NMR experiments and DFT simulations. As pyrazoles are known for showing diverse biological actions, they were also tested in the NCI-60 cancer cell line panel, showing moderate to good activity against different cell lines. Furthermore, the anti-proinflammatory activity test of a set of pyrazoles of the form (E)-4-((4-bromo phenyl)diazenyl)-3,5-dimethyl-1-R-phenyl-1H-pyrazole was performed, this is based on the study of the intracellular [Ca2+] blockage after platelet activating factor (PAF) treatment of four pyrazoles 34 (i.e. 6, 8, 9 and 10), which successfully displayed [Ca2+] channel inhibition. Therefore, the obtained 35 intracellular [Ca2+] signal results indicate that the pyrazole family characterized in this study, in 36 particular compounds 6 and 10, are potent blockers of the PAF-initiated Ca2+ signaling that medi- 37 ates the hyperpermeability typically observed during the development of inflammation.

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Editorial: Elsevier
Fecha de publicación: 2020
Idioma: Inglés
Notas: WOS Core Collection ISI