6-Bromo-quinazolinone derivs. were prepd. and evaluated for the ability to inhibit cyclooxygenase-2 (COX-2). An extensive structure-activity relationship work was carried out, thus some potent and selective COX-2 inhibitors were identified. The key compd. isothiocyanate was prepd. through a simple and ecol. method using di-2-pyridyl thionocarbonate in substitution of the thiophosgene, a potential air pollutant. The cyclization reaction of intermediate derivs. was developed through the methods reporting by Wamhoff. The anti-inflammatory activity of the derivs. was evaluated by detg. (by Western blot) the expression of cyclooxygenase (COX)-2, of inducible NO synthase (iNOS) and of intercellular adhesion mol.-1 (ICAM-1). The biol. assays showed that some of the derivs. act as potent inhibitors of COX-2, iNOS, and ICAM-1 expression in human keratinocytes NCTC-2544 cells. This work showed that the new derivs. could be used as a novel class of anti-inflammatory agents.
|Titolo:||Synthesis, structure-activity relationships, and bioactivity evaluation of 6-bromo-quinazolinone derivatives|
|Data di pubblicazione:||2015|
|Citazione:||Synthesis, structure-activity relationships, and bioactivity evaluation of 6-bromo-quinazolinone derivatives / Barone, Mariarita; Pistarà, Venerando; Frasca, Giuseppina; Noto, Clio; Scribano, Maria; Catalfo, Alfio; Santagati, Andrea. - In: MEDICINAL CHEMISTRY RESEARCH. - ISSN 1054-2523. - 24:6(2015), pp. 2461-2475.|
|Appare nelle tipologie:||1.1 Articolo in rivista|