Synthesis and antibacterial property studies of the N'-(4- substituted) isonicotinohydrazides and their copper (II) complexes (original) (raw)
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Asian Journal of Chemical Sciences, 2019
Two complexes of Cu(II) and Ni(II) with the ligand N- (4-methoxybenzylidene) isonicotinohydrazide, having the formula [M(La)2]2+ (M = Cu(II) and Ni(II)) were synthesized. The ligand was synthesized by the condensation of isonicotinic acid hydrazide (isoniazid) with 4- methoxybenzaldehyde (p- anisaldehyde). The complexes were characterized by FTIR, UV-Vis spectroscopy, molar conductivity, magnetic susceptibility and evaluated for their in vitro antibacterial activity against human pathogens like gram negative Escherichia coli (E. coli) and gram positive Bacillus cereus (B. cereus)strains. The results indicate that all complexes consist of N and O coordination with metals has better antimicrobial activity.
Journal of Applied Sciences and Environmental Management, 2017
The objective of this study is to investigate the antimicrobial activity of novel Schiff base metal complexes. The resistance of micro-organisms to classical antimicrobial compounds poses a challenge to effective management and treatment of some diseases. In line with this, copper (II), nickel (II) and cobalt (II) complexes of the Schiff base ligand ( E )-N’-(2- hydroxy-5-nitrobenzylidene) isonicotinohydrazide) were synthesized and characterized based on elemental analysis, conductivity measurements, infrared and electronic absorption spectroscopy. The results suggest a 1:2 [M:L] stoichiometry for the copper and cobalt complexes and a 1:1 [M:L] ratio for the nickel complex. The electronic absorption spectral data support octahedral geometry for cobalt(II) and copper(II) complexes and square planar for nickel (II). In-vitro antimicrobial properties of the compounds evaluated against five pathogenic bacteria using the agar-well diffusion method revealed that the activity was in the or...
Molecules, 2016
In order to evaluate the influence of substitution on biological properties of Schiff bases and their metal complexes, a series of differently substituted fluorine-containing Schiff bases starting from the drug isoniazid (isonicotinylhydrazide) were prepared and their structures were established by single-crystal X-ray diffraction. Also, four copper(II) complexes of these Schiff bases were synthesized. The prepared compounds were evaluated for their antimicrobial activity and urease inhibition. Two of the Schiff bases exerted activity against C. albicans. All copper(II) complexes showed excellent inhibitory properties against jack bean urease, considerably better than that of the standard inhibitor acetohydroxamic acid.
Two new Schiff base tridentate ligands (E)-2-(3-hydroxy-4methoxybenzalidene)-N 4 -methylhydrazinecarbothioamide (L 4 ) and (E)-2-(3,4-dihydroxybenzalidene)-hydrazinecarboamide (L 5 ) derived from simple condensation of 3-hydroxy-4-methoxybenzaldehyde and 3,4-dihydroxybenzaldehyde with N 4 -methylthiosemicarbazide and semicarbazide hydrochloride respectively. Schiff base Copper (II) complexes (4a-b, 5a-b) derived from Schiff base bidentate ligand L 4 and L 5 with CuCl 2 .2H 2 O (4a and 5a) and CuBr 2 (4b and 5b) respectively. The synthesized Schiff bases have been characterized by microanalysis, FT-IR, 1 H NMR and 13 C NMR. The copper (II) complexes have been characterized by microanalysis and FT-IR. All Schiff bases and copper (II) complexes showed good activity against the Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacteria (Escherichia coli and Salmonella paratyphi) and fungi (Aspergillus niger and Candida albicans). The antimicrobial results also indicate that the copper (II) complexes are better antimicrobial agents as compared to the Schiff bases.
Novel potential monovalent tridentate ligands such as 4-hydroxy-3-methoxybenzylidene-2-aminoethanoicacid (HMBAEA) and 4-hydroxy-3-methoxybenzylidene-2-amino-5-bromobenzoic acid (HMBABrBA) were prepared and their structures were derived on the basis of various techniques like infrared, electronic, 1 HNMR and 13 CNMR spectroscopy. The chelating ability of these ligands towards Cu(II) ion was explored by synthesizing and characterizing the metal complexes. Geometries of the complexes were established by magnetic moment studies. The antibacterial and antifungal activity of the ligands and complexes were studied using different bacterial and fungal growth by well cut method. Key words: 4-hydroxy-3-methoxy benzaldehyde, 2-amino-5-bromobenzoic acid, transition metal complexes.
Journal Of Chemical Society Of Nigeria, 2018
Complexes of Cu(II) and Co(II) with (E)-NI((1H- pyrrol -2- yl )methylene) isonicotinohydrazide (HL1), (E)-NI((furan-2- yl )methylene) isonicotinohydrazide (HL2) and (E)-NI((thiophene-2- yl )methylene) isonicotino hydrazide (HL3) have been synthesized and characterized by melting point, elemental analysis, infrared (IR), 1H and 13C nuclear magnetic resonance (NMR), electronic absorption spectroscopy, atomic absorption spectroscopy and molar conductivity. The results suggest that the ligands coordinated in the enol-form. All the complexes are non-electrolytes with a square planar geometry. The in-vitro antituberculosis (anti-TB) screening against Mycobacterium tuberculosis (M.TB) H37RV using the proportion method indicate that some of the metal complexes were more active against the tested organism compared to the corresponding ligands and reference compound (INH). The metal complexes of the pyrrole containing compound exhibited significant activity when compared with the reference co...
Polyhedron, 2015
In order to search for new bioactive molecules with significant antimicrobial action, a series of 1,2,4-triazole and naphthalene analogs bearing structurally diverse substituents, N-(3-mercapto-5-(naphthalen-1-yl)-4H-1,2,4triazol-4-yl)(aryl)amides 3a-l were synthesized in good yield by a multi-step synthetic procedure. Their antimicrobial activity was screened against various Gram-positive and Gram-negative bacteria and fungi. Compounds 3a, 3f, 3g, 3j, and 3k exerted strong inhibition of the investigated bacterial and fungal strains compared to control antibiotic ampicillin and antifungal griseofulvin. On the basis of statistical analysis, it is observed that the compounds give significant co-relation. All the synthesized compounds have been characterized by IR, 1 H NMR, 13 C NMR, and mass spectral data.
Synthesis of novel metal complexes with isonicotinoyl hydrazide and their antibacterial activity
Journal of Chemical Research, 2010
A new series of Mn(II), Co(II), Ni(II), Cu(II), Fe(III), Zn(II), Cd(II), Zr(IV) and Ag(I) complexes of 1-(2-phenylhydrazone propane-2-ylidene) isonicotinoylhydrazide (1) have been prepared and characterised. The complexes are non electrolytes and the ESR spectra of the solid complexes [Cu(1)2(OAc)2].3H2O, (3), [CuCl2(1)].0.5H2O, (8), [Mn(1)2(OAc)2].H2O, (5) and [MnCl2(1)2].2H2O, (11) are isotropic, whereas those of [Co(1)2(OAc)2].3H2O, (4) and [Co(1)(NO3)2]. 1.5H2O, (20) are non-axial and axial in type. Antibacterial studies show that the metal complexes exhibit a greater inhibitory effect than (1).
Journal of Molecular Structure, 2014
h i g h l i g h t s Crystal structure of a new mixed ligand Cu(II) complex has been determined by single crystal X-ray diffraction analysis. The electronic nature of the compounds have been investigated via DFT calculations. NBO, vibrational and UV-Vis spectral analysis were carried out. The antimicrobial activities of compounds were evaluated against microorganisms. g r a p h i c a l a b s t r a c t A tridentate hydrazone Schiff base ligand, (E)-N 0-(2-hydroxybenzylidene)acetohydrazide [HL], and its mixed-ligand Cu(II) complex [CuL(phen)], have been synthesized and characterized by elemental analyses, FT-IR, molar conductivity, UV-Vis spectroscopy. The structure of the complex has been determined by X-ray diffraction. This complex has square pyramidal geometry and the positions around central atom are occupied with donor atoms of Schiff base ligand and two nitrogens of 1,10-phenanthroline. Computational studies of compounds were performed by using DFT calculations. The linear polarizabilities and first hyperpolarizabilities of the studied molecules indicate that these compounds can be good candidates of nonlinear optical materials. It is in accordance with experimental data. In addition, invitro antimicrobial results show that these compounds specially [CuL(phen)] have great potential of antibacterial activity against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa, Listeria monocytogenes bacteria and antifungal activity against Candida Albicans in comparison to some standard drugs.
Polyhedron, 2011
Four complexes of Cu(II) ions containing Schiff base ligands, L 1 (C 20 H 14 O 4 N 4) [N,N`-Bis-(2-nitro-benzylidene)benzene-1,2-diamine] derived from condensation reaction of o-phenylenediamine and 2-nitrobenzaldehyde, L 2 (C 8 H 8 N 3 SCl)[2-(2-chlorobenzylidene) hydrazinecarbothioamide] derived from condensation reaction of thiosemicarbazide and ochlorobenzaldehyde and L 3 (C 9 H 11 N 3 OS) [2-(4-methoxybenzylidene)-hydrazinecarbothioamide, derived from the condensation reaction of anisaldehyde and thiosemicarbazide respectively. The synthesized ligands and their metal complexes were isolated in solid state from the reaction medium and characterized by molar conductivity measurement, magnetic susceptibility, infrared, electronic spectral, thermal analysis and some physical measurements. The overall reactions were monitored by TLC analysis.