New 4,6-diacetyl resorcinol Mannich bases: synthesis and biological evaluation.

Abstract

In the present study, a series of Mannich bases was synthesized by condensing 4,6-diacetylresorcinol with formaldehyde and some selected secondary amines following the Mannich reaction conditions. Findings revealed that Mannich reaction did not take place at the acetyl function but occurred on the aromatic ring position between the two hydroxyl groups. It was also observed that in one case instead of the desired base (3a), the dimer (4) of the starting material (4,6-diacetylresorcinol) having a methylene bridge could be isolated. The newly synthesized compounds were characterized on the basis of elemental analysis as well as 1H NMR and mass spectral data. The products have been evaluated for antiinflammatory, ulcerogenic and lipid peroxidation actions with some significant results.