Synergism antibacterial activity for novel synthesized Schiff base ligands and semi-thiosemicarbazones with ß-diketones and 4-aminoantipyrine

Abstract

Schiff base ligands were synthesised in this work, the first is (Z)-2-((Z)-3-((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)-1,3-diphenylpropylidene) hydrazine-1-carboxamide, the second is (Z)-2-((1E,5Z,6E)-5-((1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)imino)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-dien-3-ylidene)hydrazine-1-carbothioamide. The Schiff base ligands both were synthesised using the same method (the single pot reaction), using EtOH as the reaction medium and GAA as the catalyst in fixed temperature at 70 0C and reflux for 6 hrs. The starting materials of HL1 were semicarbazide,4-aminoantipyrine and dibenzoyl methane, while the starting materials of HL2 were TSC, 4-AAP and Curcumin. The ligands proved to be bi-dentate ligands that coordinate from the azomethane groups. FT-IR, U.V-Visible, 1H and 13C- NMR, molar conductivity, and magnetic susceptibility were used to identify all the compounds produced. The metal ions used in preparing the complexes in this work were Co(II), Cu(II) and Cr(III). Schiff base and its complexes were evaluated for antibacterial activity against four bacterial strains of Gram-negative (Escherichia coli and Pseudomonas aeruginosa), Gram-positive (Staphylococcus aureus and Bacillus Subtilis) and two types of fungi (Candida albicans and Rhizopus Sporium), the results were positive for all compounds tested. Keywords: Schiff base, Curcumin, 4-aminoantipyrine