Abstract
Twelve new 4-(1H-indol-3-yl)-6-phenyl-1,2,3,4-tetrahydropyrimidin-2-ones/thiones (7-18) have been synthesized by reacting 1-aryl-3-(1H-indol-3-yl)-2-propen-1-one with urea and thiourea in ethanolic potassium hydroxide. Their structures have been confirmed by IR, 1H NMR and mass spectral data. The compounds were tested for their anti-inflammatory activity. Test results revealed that compounds showed 49.5 to 70.7% anti-inflammatory activity where-as the standard drug ibuprofen showed 86.4% activity at the same oral dose. Four compounds, 4-(1H-indol-3-yl)-6-(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-2-one (8), 4-(1H-indol-3-yl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-2-one (10), 4-(1H-indol-3-yl)-6-(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-2-thione (14), 4-(1H-indol-3-yl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-2-thione (16), that showed significant anti-inflammatory activity were selected to study their ulcerogenic and lipid peroxidation activities. All tested compounds showed significant reduction in the ulcerogenic potential and lipid peroxidation compared to the standard drug ibuprofen.
Dvanaest novih 4-(1H-indol-3-il)-6-fenil-1,2,3,4-tetrahidropirimidin-2-ona/tiona (7-18) sintetizirano je reakcijom 1-aril-3-(1H-indol-3-il)-2-propen-1-ona s ureom i tioureom u etanolnoj otopini kalijeva hidroksida. Njihove strukture potvrđene su IR, 1H NMR i masenom spektrometrijom. Farmakološko vrednovanje pokazalo je da ti spojevi imaju od 49,5 do 70,7% protuupalnog djelovanja, dok je standardni lijek ibuprofen pokazao 86,4% djelovanja uz istu peroralno uzetu dozu. Spojevi koji pokazuju značajno protuupalno djelovanje (8, 10, 14, 16) ispitani su na ulcerogenost i djelovanje na lipidnu peroksidaciju. Svi testirani spojevi su značajno manje ulcerogeni i manje djeluju na lipidnu peroksidaciju od ibuprofena.