Synthesis and antibacterial studies of novel hydrazide based thorium(IV) and lanthanum(III) complexes (original) (raw)
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The synthesis, characterization and antibacterial evaluation of four new water soluble half-sandwich complexes of N 0-{di(pyridin-2-yl)methylene}picolinohydrazide (PHADPK-L1) and N 0-{di(pyridin-2-yl) methylene}nicotinohydrazide (NHADPK-L2) have been described with the general formula [Cp ⁄ MLCl] BF 4 where L = L1, M = Rh (1), Ir (2); L = L2, M = Rh (3), Ir (4) have been described. All the complexes have been characterized by elemental analysis and spectral studies. Crystal structures of all the complexes 1–4 have been determined by single crystal X-ray analyses. Preliminary in vitro antibacterial activity of the four complexes was investigated against Gram-positive bacterium Staphylococcus aureus, and Gram-negative bacteria viz., Escherichia coli, Klebsiella pneumonia and Pseuedomonas aeruginosa by agar well diffusion method. Spectral and structural studies revealed that the formation of mononuclear complexes takes place by dipyridyl mediated N–N binding. All the complexes exhibited a HOMO (highest occupied molecular orbital)–LUMO (lowest unoccupied molecular orbital) energy gap from 3.65 to 3.97 eV.
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).
A series of metal complexes of La(III) and Th(IV) have been synthesized with newly derived biologically active ligands. These ligands were synthesized by the condensation of 3-substituted-4-amino-5-hydrazino-1,2,4-triazole with 8-formyl-7-hydroxy-4-methylcoumarin. The structure of the complexes has been proposed by elemental analyses, spectroscopic data i.e. i.r., 1 H nmr, Uv-Vis, FAB-mass and thermal studies. The elemental analyses of the complexes conform to the stoichiometry of the type [La(L)·3H 2 O]·2H 2 O and [Th(L)(NO 3)·2H 2 O]·2H 2 O where (L ¼ L I-L IV). All the complexes are soluble in DMF and DMSO and are non-electrolytes in DMF and DMSO. All these ligands and their complexes have also been screened for their antibacterial (Escherichia coli, Staphylococcus aureus, Staphylococcus pyogenes and Pseudomonas aeruginosa) and antifungal activities (Aspergillus niger, Aspergillus flavus and cladosporium) by the MIC method. The brine shrimp bioassay was also carried out to study their invitro cytotoxic properties.
Journal of Molecular Structure, 2018
Reactions of Cp*Rh and Cp*Ir dimers with the dipyridyl hydrazones such as picolinic (L1), nicotinic (L2) and isonicotinic (L3) have been reported here with the formulations [Cp*MClL3](PF 6) {where M = Rh (5) and Ir (6)}, [(Cp*MCl) 2 L1](PF 6) {where M = Rh (7) and Ir (8)}, [(Cp*MCl) 2 L2Cl](PF 6) {where M = Rh(9) and Ir(10)}, and [(Cp*MCl) 2 L3Cl](PF 6) {where M = Rh (11) and Ir (12)} which resulted in a series of mono-and di-nuclear cationic complexes. The complexes have been characterized by various spectroscopic techniques. The solid-state structures of three complexes (5, 6 and 8) have been determined by single-crystal Xray diffraction studies. These cationic complexes have been evaluated for the preliminary antibacterial activity towards four bacterial strains viz., Staphylococcus aureus; Bacillus thuringiensis; Escherichia coli and Pseudomonas aeruginosa by agar well diffusion method. Complexes have exhibited zone of inhibition over Bacillus thuringiensis; Escherichia coli and Pseudomonas aeruginosa strains while S. aureus strain is resistant to the complexes 9-12. Surprisingly, these complexes are di-nuclear and trichloride complexes.
Complexes of some lanthanide picrates (Ln 3+ = Pr 3+ , Nd 3+ and Dy 3+) with benzo-18-crown-6 and 221-cryptand were synthesized and characterized by elemental analysis, FTIR, and UV-Visible. Spectrophotometric methods, thermal analysis (TGA & DTG), melting point, magnetic susceptibility and molar conductance. Also an in-vitro study on gram positive (Staphylococcus aureus) and gram negative bacteria (Escherichia coli, Salmonella and pseudomonas aeruginosa) was performed and the results were compared to those of the broad spectrum antibiotic Chloramphinicol. The benzo-18-crown-6 complexes have the general formula of [Ln.L.(Pic) 2 ]Pic.nH 2 O , where; (Ln 3+ = Pr 3+ , Nd 3+ , and Dy 3+) , (L = Benzo-18-crown-6) , (Pic = Picrate anion) , (n = 1-2). In these complexes two picrate anions are coordinated to the metal ion through the phenolic oxygen and oxygen of the ortho nitro group, thus, the metal ions in these complexes have a coordination number of (10). The complexes of 221-cryptand have the general formula of [Ln.L.(Pic)]Pic 2 .nH 2 O where; (Ln 3+ = Pr 3+ , Nd 3+ , and Dy 3+), (L = 221-cryptand), (Pic = Picrate anion), (n = 1,2 or 7). In these complexes one picrate anion is coordinated to the metal ion, also through the phenolic oxygen and the oxygen from the ortho nitro group, thus the metal ions in the cryptand complexes have a coordination number of (9).
Russian Journal of Coordination Chemistry, 2006
A series of nonelectrolytic lanthanide(III) complexes, [ ML 2 Cl 3 ] • 2 H 2 O, where M is lanthanum(III), praseodymium(III), neodymium(III), samarium(III), gadolinium(III), terbium(III), dysprosium(III), and yttrium(III), containing sulfamethoxazole ligand (L) are prepared. The structure and bonding of the ligand are studied by elemental analysis, magnetic susceptibility measurements, IR, 1 H NMR, TG / DTA , X-ray diffraction studies, and electronic spectra of the complexes. The stereochemistry around the metal ions is a monocapped trigonal prism in which four of the coordination sites are occupied by two each from two chelating ligands, sulfonyl oxygen, and nitrogen of the amide group and the remaining three positions are occupied by three chlorines. The ligand and the new complexes were tested in vitro to evaluate their activity against the bacteria Escherichia coli and Staphylococcus aureus .
Half-sandwich organometallic rhodium and iridium complexes [1–6] have been synthe-sized with ligands L1 (L1 = Pyridin-2-ylmethylene picolinichydrazine) and L2 (L2 = Pyridin-3- ylmethylene picolinichydrazine). Treatment of [{Cp * MCl 2 } 2 ] (M = Rh/Ir) with L1 in methanol has yielded mononuclear cationic complexes such as [{Cp * M(L1 N \ N )Cl}]PF 6 where {M = Rh (1) and Ir (2)} and dinuclear complexes such as [{(Cp * MCl) 2 (L1 N \ N , N \ N )}]PF 6 where {M = Rh (3) and Ir (4)} in 1:2 and 1:1 metal dimer to ligand ratios respectively. Reactions of [{Cp * MCl 2 } 2 ] with L2 in both 1:2 and 1:1 metal dimer to ligand ratios have yielded two metalla-macrocyclic dinuclear and dicationic complexes such as [{Cp * M(L2 N \ NlN )} 2 ](PF 6 ) 2 where {M = Rh (5) and Ir (6)}. Spectroscopic and crystallographic data were used to elucidate the structures of the synthesized complexes. The in vitro antitumor evaluation of the complexes 1 and 2 by fluorescence based apoptosis study revealed their antitumor activity against Dalton’s ascites lymphoma (DL) cells. The antibacterial evaluation of complexes 1, 2, 5 and 6 by agar well-diffusion method revealed their sig- nificant activity against the two species considered viz., Proteus vulgaris (MTCC 426) and Vibrio parahaemolyticus (MTCC 451) with zone of inhibition up to 43 mm. The docking study with few key enzymes associated with cancer viz., ribonucleotide reductase, thymidylate synthase, thymidy-late phosphorylase and topoisomerase II revealed their strong interactions with complexes under study. Complexes 1–6 exhibited a HOMO (highest occupied molecular orbital) – LUMO (lowest unoccupied molecular orbital) energy gap from 2.95 eV to 3.59 eV. TDDFT calculations explain the nature of electronic transitions and found well agreement with the experiments.
Bioinorganic Chemistry and Applications, 2011
A series of β-diketone hydrazone derivatives have been synthesized through condensation of β-diketone with aromatic aldehydes followed by reaction with phenylhydrazine. The structure of the ligands and intermediates are well defined through elemental and spectroscopic analyses. These hydrazones are potential ligands toward lanthanide metal ions. New complexes of trivalent Scandium, Yttrium, Lanthanum, and Cerium have been synthesized. The composition of these complexes is discussed on the basis of elemental analyses, IR, magnetic moments, and thermal analyses. The prepared complexes were screened for antibacterial and antifungal properties and have exhibited potential activity.
Journal of the Serbian Chemical Society, 2009
Complexes of Cu(II), Ni(II), Co(II) with the 9-anthraldehyde isonicotinoyl hydrazone ligand (HL 1 ) and the 3,5-di-tert-butyl-4-hydroxybenzaldehyde isonicotinoyl hydrazone ligand (H 2 L 2 ) were synthesized by the template method. The complexes were characterized by analytical analysis, IR, UV-Vis and ESR spectroscopy, magnetic measurements, conductometry and thermal analysis and the two ligands by 1 H-NMR spectroscopy. From the elemental analysis, 1:2 (metal:ligand) stoichiometry for the complexes of Cu(II), Ni(II) with the ligands HL 1 and H 2 L 2 and 1:1 (metal:ligand) stoichiometry for the complex of Co(II) with the ligand HL 1 are proposed. The molar conductance data showed that the complexes are non-electrolytes. The magnetic susceptibility results coupled with the electronic and ESR spectra suggested a distorted octahedral geometry for the complexes Ni(II)/HL 1 , Ni(II)/H 2 L 2 and Cu(II)/H 2 L 2 , a tetrahedral stereochemistry for the complex Cu/HL 1 and a square-planar geometry for the complex Co/HL 1 . The IR spectra demonstrated the bidentate coordination of the ligands HL 1 and H 2 L 2 by the O=C amide oxygen and the azomethine nitrogen, as well as monodentate coordination of the ligand HL 1 by the azomethine nitrogen in the Cu(II)complex. The antibacterial activity of the ligands and their metallic complexes were tested against Staphylococcus aureus, Escherichia coli and Klebsiella pneumoniae.
Chemistry and Materials Research, 2015
The synthesis, structure, spectral and biological studies of Cu(II), Mn(II), and Zn(II) complexes of two kind of hydrazides ligand are described. The ligands was derived by the condensation of oxalaetic acid with hydrazine hydrate later substituted with two kind of benzaldehyde. These metal complexes were characterized by elemental analysis, molar conductance, magnetic moment measurements, IR, and spectral data. An octahedral geometry was proposed for all the metal complexes. It is evident from the IR data that in all the complexes, only two part of the ligands is coordinated to the metal ion resulting in binuclear kind of complexes. The ligand coordinates through the nitrogen atoms (C=N) of the azomethine and oxygen atom of the carbonyl compound (C=O) of the hydrazide moiety. The formulations,-[Cu(HL 1)], [Mn(HL 1)], [Zn(HL 1)], and [Cu(HL 2)], [Mn(HL 2)], [Zn(HL 2)], are in accordance with elemental analyses, physical and spectroscopic measurements. The complexes are soluble in organic solvents dimethylsulphoxide (DMSO). Molar conductance values in DMSO indicate the non electrolytic nature of the complexes. The ligands and metal complexes show a good activity against the bacteria; B. Subtilis, E.coli and S.aureus and fungi A.niger, A.flavus and C.albicans. The antimicrobial results also indicate that the metal complexes are better antimicrobial agents as compared to the ligands.