Abstract

The aim of this work is to synthesize, characterize and evaluate the biological activity of 1,4-naphthoquinone derivatives ligands and their metal—Co(II), Ni(II) and Cu(II) chelates. Continuing our work with another derivatives of 1,4-naphthoquinone ligands, this work had been constructed for synthesis of new ligands derived from 1,4-naphthoquinone such as 3-thioacetyl-2-amino-1,4-naphthoquinone and 2-benzoyl-3-amino-1,4-naphthoquinone (L1-L2) which characterized on the basis of elemental analysis, electronic, IR, mass, 1H-NMR spectral data. The synthesized ligands have been carried out to achieve the coordination behavior towards bi-valent metal ions like cobalt, nickel and copper. The solid chelates of the different ligands were prepared and subjected to analytical techniques such as elemental analyses, spectroscopic techniques including mass, 1H-NMR, and IR spectroscopy, and thermal analyses techniques. The chelates were found to have octahedral geometry. The biological activity of the prepared ligands and their binary metals complexes were also screened against different antifungal and antibacterial organisms.

Highlights

  • Naphthoquinones are widely distributed in plants, fungi, and some animals

  • Continuing our work with another derivatives of 1,4-naphthoquinone ligands, this work had been constructed for synthesis of new ligands derived from 1,4-naphthoquinone such as 3-thioacetyl-2-amino1,4-naphthoquinone and 2-benzoyl-3-amino-1,4-naphthoquinone (L1-L2) which characterized on the basis of elemental analysis, electronic, IR, mass, 1H-NMR spectral data

  • The antimicrobial activity of the natural naphthoquinone products alkannin and their derivatives has been investigated, in general, they are active against Gram-positive bacteria such as Staphylococcus aureus, Enterococcus faecium, and Baciilus subtilis, but they are inactive against Gram-negative bacteria [4]

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Summary

Introduction

Naphthoquinones are widely distributed in plants, fungi, and some animals. Their biological activities have been studied including their effects on prokaryotic and eukaryotic cells, [1]. Naphthoquinones are naturally occurring in plant origin that has antibacterial effects on several species of both aerobic and anaerobic organisms, and toxins derived from naphthazarin [2]. Antibacterial activity has been described for isoxazolylnaphtho-quinones and some hydroxyquinones and their metal complexes [5] [6]. The increased prevalence of antibiotic-resistant bacteria emerging from the extensive use of antibiotics may render the current antimicrobial agents insufficient to control at least some bacterial infections. Metal chelates may be useful tools for the understanding of the antimicrobial mechanism of 1,4-naphthoquinones on these bacteria [12]

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