Synthesis, spectral characterization, in-vitro microbiological evaluation and cytotoxic activities of novel macrocyclic bis hydrazone


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Avaji, P.G. and Vinod Kumar, C.H. and Patil, S.A. and Shivananda, K.N. and Nagaraju, C. (2009) Synthesis, spectral characterization, in-vitro microbiological evaluation and cytotoxic activities of novel macrocyclic bis hydrazone. European Journal of Medicinal Chemistry, 44 (9). pp. 3552-3559. ISSN 0223-5234

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A macrocyclic hydrazone Schiff base was synthesized by reacting 1,4-dicarbonyl phenyl dihydrazide with 2,6-diformyl-4-methyl phenol and a series of metal complexes with this new Schiff base were synthesized by reaction with Co(II), Ni(II) and Cu(II) metal salts. The Schiff base and its complexes have been characterized by elemental analyses, IR, 1H NMR, UV-vis, FAB mass, ESR spectra, fluorescence, thermal, magnetic and molar conductance data. The analytical data reveal that the Co(II), Ni(II) and Cu(II) complexes possess 2:1 metal-ligand ratios. All the complexes are non-electrolytes in DMF and DMSO due to their low molar conductance values. Infrared spectral data suggest that the hydrazone Schiff base behaves as a hexadentate ligand with NON NON donor sequence towards the metal ions. The ESR spectral data shows that the metal-ligand bond has considerable covalent character. The electrochemical behavior of the copper(II) complex was investigated by cyclic voltammetry. The Schiff base and its complexes have also been screened for their antibacterial (Escherichia coli, Staphylococcus aureus, Shigella dysentery, Micrococcus, Bacillus subtilis, Bacillus cereus and Pseudomonas aeruginosa) and antifungal activities (Aspergillus niger, Penicillium and Candida albicans) by MIC method. The brine shrimp bioassay was also carried out to study their in-vitro cytotoxic properties. © 2009 Elsevier Masson SAS. All rights reserved.

Item Type: Article
Additional Information: cited By 69
Uncontrolled Keywords: benzene derivative; carbonyl derivative; cobalt complex; copper complex; dimethyl sulfoxide; fluconazole; gentamicin; hydrazide derivative; hydrazone derivative; ligand; macrocyclic compound; metal complex; n,n dimethylformamide; nickel complex; Schiff base, analytic method; antibacterial activity; antifungal activity; article; Aspergillus niger; Bacillus cereus; Bacillus subtilis; bioassay; Candida albicans; controlled study; cyclic potentiometry; differential scanning calorimetry; drug cytotoxicity; drug screening; drug synthesis; electrochemistry; electron spin resonance; Escherichia coli; fluorescence spectroscopy; in vitro study; infrared spectroscopy; magnetism; mass spectrometry; Micrococcus; minimum inhibitory concentration; nonhuman; Penicillium; proton nuclear magnetic resonance; Pseudomonas aeruginosa; reaction analysis; shigellosis; Staphylococcus aureus; thermal conductivity; thermogravimetry; ultraviolet spectroscopy, Animals; Anti-Bacterial Agents; Antifungal Agents; Artemia; Bacteria; Cobalt; Copper; Eggs; Fungi; Hydrazones; Macrocyclic Compounds; Microbial Sensitivity Tests; Nickel; Schiff Bases; Toxicity Tests
Subjects: Faculty of Science > Pure Sciences > Chemistry
Divisions: Jnana Bharathi / Central College Campus > Department of Chemistry
Depositing User: Mr. Kirana Kumar D
Date Deposited: 11 Mar 2016 11:18
Last Modified: 11 Mar 2016 11:18

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