Abstract

Due to their importance as catalysts in many reactions and their biological activities, an interest in the synthesis and characterization of transition metal complexes containing Schiff bases is increasing. Schiff base ligands have achieved considerable attention by the scientist over the decades as potential drug agent, Azomethine linkage (-CH=N-) of Schiff base play a significant role in medical chemistry. Derivatives of Schiff bases of 4-aminoantipyrine viz, 4-(2-hydroxy-3-methoxy benzylid ene amino)-1,2-dihydro-2,3-dimethyl-1-phenylpyrazol-5-one (4) and 4-((5-methylfuran-2-yl) methylene amino)-1,2-dihydro-2,3-dimethyl-1-phenylpyrazol-5-one (5) and their Co (II), Ni (II), Cu (II) complexes were successfully synthesized, the Schiff bases ligand (4) and (5) were synthesized by condensation reaction. The structures of all the synthesized ligands were confirmed by using IR, UV-Visible, <sup>1</sup>H NMR, and <sup>13</sup>C NMR. The Cu (II), Ni (II) and Co (II) complexes were confirmed by using IR and VU-Visible. The complexes are electrolytic in nature as indicated by molar conductance measurements. The data have shown that all complexes possess octahedral geometry. In-vitro antibacterial activity of all the synthesized ligands and their metal complexes were carried out by using disc diffusion method against Staphylococcus<i> aureus, Escherichia coli </i>and <i>Pseudomonas aeruginosa</i> bacterial strain. Compound Co (4) has exhibited better antibacterial activity than the standard drug against S. aureus (25 mm zone of inhibition compared to the standard antibiotic Oxacillin (23 mm zone of inhibition).

Highlights

  • Heterocyclic compounds are important class of organic compounds due to their chemical, biological, and technical significance, [1] these compounds are widely distributed in nature and essential to many biochemical processes [2].Antipyrine (1,5-dimethyl-2-phenylpyrazole-3-one) is a compound that possesses a pyrazolone moiety with a fivemembered lactam ring containing two nitrogens and a ketone in the same molecule [3, 4]

  • Schiff base compounds containing an azomethine group (CH=N-) have received considerable attention in the field of chemistry and biology due to their chemotherapeutic value. [14, 15] Biological activity evaluation of transition metal complexes derived from Schiff base ligands were widely investigated and have attracted more attention by various researchers, schiff base ligands can coordinate to metal ions via azomethine nitrogen and have been studied extensively

  • We present the synthesis and anti bacterial activity investigations of Schiff bases of antipyrine and their metal complex against Escherichia. coli, Pseudomonas aeruginosa and Staphylococcus aureus bacterial strain

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Summary

Introduction

Heterocyclic compounds are important class of organic compounds due to their chemical, biological, and technical significance, [1] these compounds are widely distributed in nature and essential to many biochemical processes [2].Antipyrine (1,5-dimethyl-2-phenylpyrazole-3-one) is a compound that possesses a pyrazolone moiety with a fivemembered lactam ring containing two nitrogens and a ketone in the same molecule [3, 4]. 4-Aminoantipyrine and its derivatives have been synthesized and investigated for its biological activities such as anti-inflammatory [7, 8], antibacterial, [9, 10] anthelmintic [11], anticancer [12, 13] etc. [14, 15] Biological activity evaluation of transition metal complexes derived from Schiff base ligands were widely investigated and have attracted more attention by various researchers, schiff base ligands can coordinate to metal ions via azomethine nitrogen and have been studied extensively. The C=N linkage is essential for biological activity, several azomethine have been reported to possess remarkable antibacterial, antifungal, anticancer and antimalarial activities [16]. We present the synthesis and anti bacterial activity investigations of Schiff bases of antipyrine and their metal complex against Escherichia. The major aim of this study was to compare the activity of the ligands with their metal complexes.

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