Styrylquinazolines: A New Class of Inhibitors on Prostaglandin E 2 Production in Lipopolysaccharide-activated Macrophage Cells

Abstract

A series of styrylquinazoline derivatives (2 a-k) were prepared and evaluated for their inhibiton of prostaglandin E2 (PGE2) production by cyclooxygenase-2 (COX-2). The latter was induced by lipopolysaccharide-stimulated macrophage cells RAW264.7. 3′,4′ -Dihydroxylated styrylquinazolines (2 a-c), 3′-hydroxylated styrylquineizolines (2h, 2i), and 3′-acetoxy-styrylquinazolines (2j, 2k) exhibited good inhibitory effects of PGE2 production by COX-2 with a range of IC50 values of 1.19 ∼ 3.56 μM. The potencies were comparable or better than that of the representative stilbene resveratrol (IC50 = 3.07 μM). These results indicate that styrylquinazolines can be considered as potential resveratrol analogues in the modulation of prostaglandin production by COX-2.