ABSTRACT:Two biologically active Schiff bases, C 13 H 10 BrON (4), C 13 H 9 Br 2 O 2 N (5), were synthesized by the reaction of 2-aminophenol (1) with 3-bromobenzaldehyde (2) or 3,5-dibromo-4-hydroxybenzaldehyde (3) in the presence of conc. H 2 SO 4 . The characterization of Schiff bases were carried out by using spectroscopic techniques including IR, 1 H-NMR, FAB-MS along with elemental analyses. The Schiff bases were checked for biological screening and Schiff base (4) was found to be potent antioxidant agent while Schiff base (5) showed non-significant antioxidant activity. In enzyme inhibition, the lipoxygenase inhibition activity was found to be moderate for Schiff base (4) and significant for Schiff base (5). The Schiff bases (4-5) also have excellent antibacterial activity for strains; Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Salmonella typhi and Pseudomonas aeruginosa, using gentamicin as standard drug. Keyword: Schiff base, lipoxygenase inhibition activity, urease inhibition activity
IntroductionThe Schiff bases are the compounds having azomethine linkage (Figure 1) and can be synthesized from an amino and a carbonyl compound. These are significant chelating ligands in co-ordination chemistry to co-ordinate metals ions through azomethine nitrogen and have been considered broadly 1 . The imine or azomethine moieties are present in a range of natural, natural-derived, and non-natural compounds 2 . The biological activities of Schiff bases have been revealed due to the imine moiety present in these compounds [3][4][5][6] . The Schiff bases have broad applications in food and dye industries, and in analytical chemistry, catalysis and also in the field of agrochemical 7 . These have played an influential part in the improvement of modern coordination chemistry, but also they can also be found at key points in the development of inorganic biochemistry, catalysis and also in optical materials 8 . Keeping the above facts in mind and as part of ongoing efforts on Schiff bases 9 , in the present paper the synthesis, characterization and biological activities of the Schiff bases (4-5) were investigated and reported.