One Pot Syntheses and Biological Screening of New Vanillic Acid Esters

Abstract

High yielding syntheses of new esters (1a-1l) have been developed by way of facile one-pot reaction of vanillic acid (1) with a variety of 2-bromoacetophenone derivatives. Their structures were elucidated through spectroscopic data. Vanillic acid and its newly synthesized esters have been screened for antioxidant activity along with inhibition studies against the enzymes lipoxygenase and urease, respectively. The compound 1c exhibited potent antioxidant activity with an IC50 value of 44.5and#177;0.72 μ M, while 1e showed significant inhibitory potential against lipoxygenase with an IC50 value of 11.4and#177;0.22 μM. On the other hand, 1a, 1d, 1e, 1f and 1k revealed promising inhibitory activity against urease with IC50 values being 23.4and#177;0.22, 22.2and#177;0.42, 29.8and#177;0.06, 24.6and#177; 0.17 and 26.7and#177;0.13μM, respectively.