ANTIMICROBIAL ACTIVITY of (E)-3-(4-SULFAMOYLPHENYLCARBAMOYL) ACRYLIC ACID DERIVATIVES

Abstract

In this study, proton transfer salts {(Hap)+(samal)- (4) and (HBI)+(samal)- (5)} were synthesized from the reaction of (E)-3-(4-sulfamoylphenylcarbamoyl)acrylic acid (Hsamal, 1) with 1H-benzimidazole (BI, 3) or 2-aminopyridine (ap, 2), metal complexes of 1 {Fe(II) {[Fe(samal)(H2O)2][Fe(OH)3(H2O)] (6) and [(H2O)(OH)2Fe(samal)Fe(H2O)2] (7)}, Co(II) {[(H2O)(OH)2Co(samal)Co(H2O)2] (8)}, Ni(II) {[Ni(samal)2(H2O)2] (9)} and Cu(II) {[Cu(samal)2(H2O)2] (10)}}, of 4 {Ni(II) {[(H2O)(OH)Ni(samal)Ni(OH)2(ap)(H2O)2] (11)}, Cu(II) {[Cu(samal)(OH)(ap)2] (12)} and of 5 {Co(II) {[(HO)2Co(samal)Co(BI)2] (13)}, Ni(II) {[(H2O)2(HO)3Ni(samal)Ni(BI)2] (14)} and Cu(II) {[(H2O)2(HO)3Cu(samal)Cu(BI)2(OH)] (15)}} by the methods found in the literature. Antimicrobial activities of 1-15 and metal salts {iron(II) sulfate heptahydrate (16), cobalt(II) acetate tetrahydrate (17), nickel(II) acetate tetrahydrate (18) and copper(II) acetate dihydrate (19)} against Enterococcus faecalis (ATCC 29212) (Gram positive), Pseudomonas aeruginosa (ATCC 27853), Bacillus subtilis (wild type), Staphylococcus aureus (NRRL B-767), Listeria monocytogenes (ATCC 7644), Escherichia coli (ATCC 25922) (Gram negative) and Candida albicans (ATCC 14053) (yeast) microorganisms has been tested. The MIC (Minimum Inhibitory Concentration) values of 1-19 were compared with those of reference antimicrobial compounds Vancomycin, Cefepime, Levofloxacin and Fluconazole. Compounds with the best activity are 12 (15.60 µg/mL) for C. albicans, 1 and 2 (31.25 µg/mL) for B. subtilis, 13 (31.25 µg/mL) for E. faecalis, 13 (15.60 µg/mL) for S. aureus, 4 and 12 (15.60 µg/mL) for E. Coli, 3 and 8-12 (31.25 µg/mL) for L. monocytogens, and 8 (31.25 µg/mL) for P. aeruginoa.