Abstract

The microbial resistance to current antibiotics is increasing day by day, which in turn accelerating the development of new effective drugs. Several studies have proved the high antimicrobial potential of the interaction of several organic ligands with a variety of metal ions. In the present study, a conventional method has been adopted in the synthesis of twelve new heteroleptic complexes of cobalt (II), nickel (II), copper (II) and zinc (II) using three aldimines, namely, (HL1 ((E)-2-((4-chloro-2-hydroxybenzylidene)amino)-3,4-dimethyl-5-phenylcyclopent-2-en-1-one), HL2 ((Z)-3-((4-chlorobenzylidene)amino)-4-hydroxy-5-nitrobenzenesulfonic acid) HL3 (2,2′-((1,2-phenylenebis(azaneylylidene))bis(methaneylylidene))diphenol)) as primary ligands, while phenyl glycine was the secondary ligand. The synthesized compounds were characterized by UV-vis, IR and multinuclear (1H and 13C) NMR spectroscopy, elemental analysis, and electrical conductance. The IR study revealed the coordination of the aldimine derivatives with the -OH and N atom of imine moiety. In contrary to this, the phenyl glycine coordinated to the metal ions via oxygen of carboxylate and nitrogen of the amino group. The spectroscopic analysis unveiled the tetrahedral geometry of the synthesized metal (II) complexes, except for ligand HL3 which exhibited octahedral geometry. The synthesized compounds generally showed antibacterial activity for all microbes, except Ni (II) complexes lacking sensitivity. Furthermore, to access the bioavailability, the synthesized complexes were screened for their solubilization in the micellar media of sodium lauryl sulphate. The metal complex–surfactant interaction was revealed by UV-vis spectroscopy and electrical conductivity measurements.

Highlights

  • Biomedical specialists aim to develop more potent and aggressive pharmacological alternatives due to the significant increase in drug-resistant microbial infections [1]

  • Three precipitates of the aldimines were obtained after cooling by filtration and used directly without further purification

  • All the synthesized heteroleptic complexes are colored amorphous, non-hygroscopic and airstable solids which were soluble in DMF, DMSO and partially soluble in methanol, ethanol, and chloroform

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Summary

Introduction

Biomedical specialists aim to develop more potent and aggressive pharmacological alternatives due to the significant increase in drug-resistant microbial infections [1]. The role of transition metal complexes formation is considerably acknowledged in biological systems due to their ability to construct mix ligand complexes and their role in complicated equilibrium processes, especially enzyme–substrate interactions [3]. The chelates are formed in biological fluids through one or more coordination sites of ligands having different functional groups, and they play a significant role in detoxification and remediation of metal pollutants [4]. Copper is an essential component of numerous endogenous antioxidant enzymes as well as oxidative processes [6]. Nickel is an essential metal that performs numerous roles in biochemistry of microorganisms, animals and plants [8]. Zinc is important for its catalytic role or exclusively structural role in maintaining the configuration of protein for most of its contribution [9]

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