Ligational behavior of thiosemicarbazone, semicarbazone and thiocarbohydrazone ligands towards VO(IV), Ce(III), Th(IV) and UO2(VI) ions: Synthesis, structural characterization and biological studies

Shebl, Magdy; Seleem, H.S.; El‐Shetary, B. A.

doi:10.1016/j.saa.2009.10.053

Cited by 70 publications

(33 citation statements)

References 50 publications

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“…The electronic spectra of the Ce(III) complexes 2 and 10 and Th(IV) complexes 3 and 11 showed new absorption bands in the ranges 502-521 and 452-460 nm, respectively, which may be caused by charge transfer [52,[65][66][67]. The magnetic moment values of the Ce(III) complexes 2 and 10 are in the range 2.00-2.06 BM, which are close to the normal experimental range of 2.14-2.46 BM [68,69].…”

Section: Electronic Spectra and Magnetic Moment Measurementsmentioning

confidence: 99%

“…The electronic spectra of the dioxouranium(VI) complexes 4-8 and 12-16 showed new absorption bands in the range 436-510 nm, which may be attributed to an electronic transition from the apical oxygen atoms to f-orbitals of the uranium(VI) ion or due to a charge transfer transition from the ligand to uranium(VI) ion [41,52,65,70].…”

Section: Electronic Spectra and Magnetic Moment Measurementsmentioning

confidence: 99%

“…(1) The disappearance of signals assigned to OH groups in complexes 3-5, 11-13, and 15 referring to their involvement in coordinating with metal ion after deprotonation [50]. However, in case of complexes 14 and 16, the signal appeared but with reduced integration (1H), indicating that the ligand acts as a monobasic ligand [65]. (2) The signals observed in the ranges 9.20-13.65, 7.09-10.46, and 7.08-9.97 ppm may be assigned to NH, HC=N, and aromatic protons, respectively.…”

Section: H and 13 C Nmr Spectramentioning

confidence: 99%

“…In case of complexes 5, 13, 14, and 15 new signals observed in the range 10.75-11.08 ppm (complexes 5 and 13), at 10.04 (complex 14), and 11.0 ppm (complex 15) that may be assigned to the coordinated OH groups of the 8-hydroxyquinoline [71] and salicylaldehyde and NH 2 group of glycine moieties [15] supporting the formation of ternary complexes. Finally, the absence of OH protons (hydrated H 2 O) may be due to their replacement by DMSO-d 6 molecules [50,65].…”

Section: H and 13 C Nmr Spectramentioning

confidence: 99%

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Synthesis, spectral, X-ray diffraction, antimicrobial studies, and DNA binding properties of binary and ternary complexes of pentadentate N2O3 carbohydrazone ligands

Shebl

Khalil

2014

Monatsh Chem

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Two pentadentate carbohydrazone ligands, H 2 L 1 and H 2 L 2 , were prepared by the reaction of the bifunctional compound carbohydrazide with 2-hydroxy-5-nitrobenzaldehyde and 2-hydroxy-1-naphthaldehyde, respectively. Reactions of the ligands with oxovanadium(IV), cerium(III), thorium(IV), and dioxouranium(VI) ions yielded binary complexes. Reactions of the ligands with the dioxouranium(VI) ion in the presence of secondary ligands (8-hydroxyquinoline, glycine, salicylaldehyde, or benzoylacetone) yielded ternary complexes. The ligands and metal complexes were characterized by different techniques such as elemental and thermal analyses, IR, 1 H and 13 C NMR, electronic, ESR, mass spectra, and powder XRD as well as magnetic susceptibility and conductivity measurements. The coordinating sites are phenolic oxygen, azomethine nitrogen, and carbonyl oxygen. In complexes, the ligands act as dibasic pentadentate except ternary dioxouranium(VI) complexes, obtained using glycine or benzoylacetone, in which the ligands act as monobasic pentadentate. The XRD patterns for the H 2 L 1 ligand, its binary dioxouranium(VI) complex, and its 8-hydroxyquinoline ternary complex indicate crystalline nature and the grain size was estimated. The H 2 L 1 ligand and its binary complex have triclinic systems while the ternary complex has a monoclinic system with different unit-cell parameters. The ligands and some of their metal complexes showed antimicrobial activity toward some Gram-positive and Gram-negative bacteria, yeast (Candida albicans), and fungus (Aspergillus fumigatus), and MIC values were determined. The DNA binding properties of the oxovanadium(IV) complexes of H 2 L 1 and H 2 L 2 ligands were investigated by electronic absorption spectroscopy and viscosity measurements. The results indicated that these complexes bind to DNA via an intercalation binding mode with an intrinsic binding constant K b of 2.55 9 10 4 and 3 9 10 4 M -1 , respectively.

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Section: Electronic Spectra and Magnetic Moment Measurementsmentioning

confidence: 99%

Section: Electronic Spectra and Magnetic Moment Measurementsmentioning

confidence: 99%

Section: H and 13 C Nmr Spectramentioning

confidence: 99%

Section: H and 13 C Nmr Spectramentioning

confidence: 99%

See 2 more Smart Citations

Synthesis, spectral, X-ray diffraction, antimicrobial studies, and DNA binding properties of binary and ternary complexes of pentadentate N2O3 carbohydrazone ligands

Shebl

Khalil

2014

Monatsh Chem

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“…Ar-CH 3 protons resonated around 2.33 ppm for all above compounds. The absence of OH protons (coordinated H 2 O) may be due to their replacement by DMSO-d 6 molecules [22].…”

Section: H Nmr Studiesmentioning

confidence: 99%

Phenoxide bridged tetranuclear Co(II), Ni(II), Cu(II) and Zn(II) complexes: Syntheses, characterization and fluorescence studies

Kamath

Netalkar

Kokare

et al. 2012

Journal of Luminescence

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New bioactive Pt(II) binary and ternary metal complexes with guaifenesin drug: Synthesis, geometrical structure, and spectroscopic and thermal characterization

Mahmoud

2016

Applied Organom Chemis

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Three new binary and ternary metal complexes of Pt(II) with guaifenesin (GFS) drug have been prepared by chelation to guaifenesin ligand (as primary ligand) and glycine amino acid (HGly) and 1,10‐phenanthroline (1,10‐Phen) (as secondary ligands). Characterization was conducted based on elemental analysis, molar conductance, infrared (IR) spectroscopy, thermogravimetric analysis and X‐ray diffraction. The complexes were found to have the formulae [Pt(GFS)2]⋅3H2O (1), [Pt(GFS)2(Gly)]Cl⋅H2O (2) and [Pt(GFS)2(Phen)]Cl2 (3). Magnetic and spectroscopic data revealed complexes 1–3 to have octahedral geometry. IR spectra suggested that GFS ligand coordinated in mononegative tridentate mode (OOO) for 1 but in neutral bidentate mode (OO) for 2 and 3. In addition, HGly behaves as mononegative bidentate coordinated to Pt(II) metal via deprotonated carboxylate O and amino group. IR data also evidenced the bidentate nature of 1,10‐Phen ligand. The molecular and electronic structure of Pt(II) complex 1 was optimized theoretically and the quantum chemical parameters were calculated. Complexes 1–3 were screened for their antibacterial activity on Gram‐positive bacteria (Bacillus subtilis and Staphylococcus aureus) and Gram‐negative bacteria (Escherichia coli and Neisseria gonorrhoeae) and for their in vitro antifungal activity against Candida albicans. The three Pt(II) complexes showed remarkable biological and cytotoxic activity. The chelates were also screened for their in vitro anticancer activity against the MFC7 breast cell line. Complex 3 showed the highest activity with a low IC50 value of 3.38 μg ml−1.

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Ligational behavior of thiosemicarbazone, semicarbazone and thiocarbohydrazone ligands towards VO(IV), Ce(III), Th(IV) and UO2(VI) ions: Synthesis, structural characterization and biological studies

Cited by 70 publications

References 50 publications

Synthesis, spectral, X-ray diffraction, antimicrobial studies, and DNA binding properties of binary and ternary complexes of pentadentate N2O3 carbohydrazone ligands

Synthesis, spectral, X-ray diffraction, antimicrobial studies, and DNA binding properties of binary and ternary complexes of pentadentate N2O3 carbohydrazone ligands

Phenoxide bridged tetranuclear Co(II), Ni(II), Cu(II) and Zn(II) complexes: Syntheses, characterization and fluorescence studies

New bioactive Pt(II) binary and ternary metal complexes with guaifenesin drug: Synthesis, geometrical structure, and spectroscopic and thermal characterization

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