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

Burboa-Schettino, P.; Bustos, C.; Molins, E.; Figueroa, X.; Llanquinao, J.; Zarate, X.; Vallejos, G.; Diaz-Uribe, C.; Vallejo, W.; Schott, E.

Abstract

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-bromophenyl)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 (i.e. 6, 8, 9 and 10), which successfully displayed [Ca2+] channel inhibition. Therefore, the obtained intracellular [Ca2+] signal results indicate that the pyrazole family characterized in this study, in particular compounds 6 and 10, are potent blockers of the PAF-initiated Ca2+ signaling that mediates the hyperpermeability typically observed during the development of inflammation.

Más información

Título de la Revista: ARABIAN JOURNAL OF CHEMISTRY
Fecha de publicación: 2020
Idioma: English
URL: https://doi.org/10.1016/j.arabjc.2020.05.042
DOI:

10.1016/j.arabjc.2020.05.042

Notas: WOS