Characterization of Copper(II), nickel(II), cobalt(II) and palladium(II) complexes of vicinal oxime-imine ligands; induced chelate isomerism in the same molecule of the nickel(II) complex

Aly, Mohamed; Imam, Sana M.

doi:10.1007/bf00812246

Cited by 18 publications

(19 citation statements)

References 19 publications

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“…N-coordination of the oximato group is indicated by υ(C = N) oxime which appears in the 1603-1550 cm −1 range, whereas, the υ(C = O) of acetyl group appeared at higher frequency (1726-1678 cm −1 ). These assignments are consistent with those reported for the Cu(II) complexes of the dioximato ligands [21,34,38]. Complexes show bands in the 1419-1416cm −1 range, assigned to pyridine ring [31].…”

Section: Ir Spectrasupporting

confidence: 90%

“…The medium band at 3194 cm −1 ) is assigned to υ(NH) group [32]. The υ(C = O) band at 1717 cm −1 is identical to the stretching frequency of the non-coordinated carbonyl group in metal complexes of isonitroso-acetylacetone and its derivatives [34,35] and more significantly to the related Schiff base, N,N-diisonitrosoacetylacetoneimine 1,2-ethylenediamine and its metal complexes [36]. However, the υ(C = O) of amide group appears at 1672 cm −1 [32].…”

Section: Ir Spectramentioning

confidence: 94%

“…However, the υ(C = O) of amide group appears at 1672 cm −1 [32]. The stretching vibration of the υ(C = N) imine and υ(C = N) oxime were observed at 1603 and 1551 cm −1 , respectively [15,32,34]. The pyridine ring appeared at 1416 cm −1 [19].…”

Section: Ir Spectramentioning

confidence: 99%

“…A set of peaks as multiples at 6.61-7.40 ppm range correspond to pyridine protons [19]. The signals at 2.19 and 1.98 ppm are due to protons of acetyl and methyl groups, respectively [19,34].…”

Section: H-nmr Spectramentioning

confidence: 99%

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Synthesis, spectroscopic characterization and antitumor activity of new metal complexes of isonicotinoylhydrazide oxime

El‐Tabl

El-Waheed

Shakdofa

et al. 2013

Main Group Chemistry

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A new series of manganese(II), cobalt(II), nickel(II), copper(II), zinc(II) cadmium(II) and mercury(II) complexes of N -(3-(hydroxyimino)-4-oxopentan-2-ylidene) isonicotinoylhydrazide (H 2 L) have been prepared and characterized by elemental and thermal (DTA and TGA) analyses, IR, UV-VIS, 1 H-NMR, ESR, mass spectroscopy, magnetic susceptibility, and conductivity. Molar conductance in DMF solution indicated that the complexes are nonelectrolytes. IR spectral data showed that the ligand is either neutral bidentate, (4), neutral tridentate, (3) and (12) or monobasic tridentate (2), (5)-(11). The ESR spectra of solid copper(II) complexes (2), (4), (11) and (12) showed g > g ⊥ > g e , indicating a distorted octahedral structure and the presence of the unpaired electron in a d (x2-y2) orbital. However, copper(II), manganese(II) and cobalt(II) complexes (3), (6) and (8), respectively, had isotropic spectra. Complexes (2), (3), (4), (5), (7), (11) and (12) demonstrated potential antiproliferative activity against the growth of human breast cancer tumor cell line MCF-7. A.S. El-Tabl et al. / Antitumor activity of isonicotinoylhydrazide oxime ligand and its metal complexesHydrazones and their coordination compounds are well known to be biologically important and have antibacterial, antitumor and antitubercular activity [11,12]. Also, these compounds have been used as an analytical reagent [13], polymer-coating, ink pigment [14] and fluorescent material [15]. Metal complexes of a bis-hydrazone derived from isatin monohydrazone and 2-hydroxy-l-naphthaldhyde possess interesting biological properties [16,17]. Oximes and hydrazones are important classes of compounds owing to their wide applications in industry, medicine, and detection of various metal ions [18,19]. Oxime hydrazones can react with metal(II) salts to produce either mono-or bi-nuclear complexes. The keto hydrazone moiety may coordinate to metals in the keto hydrazone or deprotonated enolimine form. Such compounds containing both oxime and hydrazone groups are typically act as tridentate, mono-or biprotic ligands coordinating through the amide oxygen, imine and oxime nitrogen atom depending on the reaction conditions [20]. Metal complexes are now routinely studied as potential chemotherapeutic and diagnostic agents because they offer structural, electronic and optical versatility, which cannot be attained by organic molecules. Coordination compounds have been investigated as potential antiproliferative agents only in the last few decades. Copper is an essential cofactor in a number of enzymes and physiological processes and may be less toxic than non-essential metals. Up to now, a great variety of copper complexes have been tested as cytotoxic agents and found to have antitumor activity in several in vitro tests and a few in vivo experiments [21,22]. It should be of interest to design, synthesize, and use a new type of coordination compounds containing oxime and hydrazine functional groups. This paper describes the synthesis, spectral characterization and antitumor...

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Section: Ir Spectrasupporting

confidence: 90%

Section: Ir Spectramentioning

confidence: 94%

Section: Ir Spectramentioning

confidence: 99%

Section: H-nmr Spectramentioning

confidence: 99%

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Synthesis, spectroscopic characterization and antitumor activity of new metal complexes of isonicotinoylhydrazide oxime

El‐Tabl

El-Waheed

Shakdofa

et al. 2013

Main Group Chemistry

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“…The magnetic moment recorded by these metal complexes were 3.11, 2.89, and 5.98 BM respectively, suggesting a tetrahedral environment around the Ni(II) ion and high spin tetrahedral environments around the Co(II) and Mn(II) ions [66,70]. The lower magnetic moment of the Co(II) complex than that reported for cobalt tetrahedral complexes could be assigned to spin-spin interactions between the Co(II) ions and clearly, support the bimetal nuclear nature of the complex [71,72].…”

Section: Ni(ii) Co(ii) and Mn(ii) Complexesmentioning

confidence: 56%

Preparation, characterization and Microbicide activities of N'-((3-(hydroxyimino)butan-2-ylidene)-2-(phenylamino)acetohydrazide and its complexes

et al. 2017

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, UO 2 2+ and VO 3 -). The ligand, N'-((3-(hydroxyimino) butan-2-ylidene)-2-(phenylamino)acetohydrazide was prepared by refluxing an equimolar amount of phenyl amino acetohydrazide with 2,3-butanedione monoxime. The synthesized compounds were characterized using elemental and thermal analyses, NMR, IR, U.V spectroscopy, magnetic and conductance measurements. The results demonstrated that complexes (2), (3), (5-7), (10) and (12) were formed in 1L:1M molar ratio. Complexes (4), (8), (9), (13) and (14) were found to afford M 2 L formulae while complex (11) adopted ML 2 formulae. The ligand acted as a neutral (bidentate [11], tridentate [6,7], monobasic (tridentate [2,3,5,12]), dibasic (tridentate [10], tetradentate [4,8,9,13,14]) chelating to the metal ions via nitrogen atoms of aceto-amino and azomethine groups, carbonyl oxygen atom in its enolic or ketonic form and/or protonated or deprotonated oximino nitrogen atom, adopting an octahedral, tetrahedral or square planar geometry around metal ions. The antimicrobial activity of the ligand, as well as the metal complexes, was examined using Amphotericin B and Amoxicillin as drugstandards against Aspergillus niger (A.niger) and Escherichia coli (E. coli) ,respectively. The ligand demonstrates a high cytotoxicity against A.niger whereas it recorded a moderate activity against E. coli. It is interestingly found that zinc(II) complex (6), copper(II) complexes (8) and (10) recorded higher activities than the Amphotericin B drug with 122%, 116% and 111.1% percentages respectively against A.niger. Zinc(II) complex (6) was also the most sensitive complex against E. coli with (94.1 %) comparable to Amoxicillin.

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Anti‐hepatocellular carcinoma, antioxidant, anti‐inflammation and antimicrobial investigation of some novel first and second transition metal complexes

Hassan

Khalf‐Alla

2020

Applied Organom Chemis

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New coordination compounds of some selected metal ions from the first and second transition metals series with a Schiff base were synthesized and characterized. The Schiff base is derived from 4‐Aminoantipyrine and 3‐(hydroxyimino) butan‐2‐one. The compounds were characterized by different analysis tools like; elemental analysis, mass spectra, Fourier transform infrared (FTIR) as well as electronic spectra, magnetic measurements, molar conductance and thermal analysis technique. All complexes were formed with 1:1 (metal: ligand) stoichiometry except Mn (II) where 1:2 (Mn: ligand) is formed. Schiff base ligand interacted as a tridentate ligand by using the nitrogen atoms of the imine and the oximato groups and the carbonyl oxygen atom as donor groups with all studied metal ions except copper (II) and manganese (II) where the carbonyl oxygen is not shared in the coordination. These complexes show various physicochemical properties. X‐ray powder diffraction shows different crystal systems; Cd (II) complex: hexagonal, Cu (II) complex: orthorhombic; and [Ni (II), Mn (II), Rh (III) & Pd (II)] complexes: monoclinic. All compounds showed potent cytotoxicity against the growth of human liver cancer cell lines. The square planar Pd (II) complex was more active than those of octahedral geometries of all other synthesized complexes. Cd (II) complex has the highest microbial growth inhibition than the rest of the prepared complexes. The docking active sites interactions were evaluated using the selected proteins EGFR tyrosine kinase and protein crystal structure of GlcN‐O‐P synthase. in vitro antioxidant assay revealed potent free radical scavenging activity of the three synthesized Cu (II), Pd (II) and Rh (III) complexes that exceeded the standard ascorbic acid. Pd (II) complex shows the most significant inhibition denaturation percent.

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Characterization of Copper(II), nickel(II), cobalt(II) and palladium(II) complexes of vicinal oxime-imine ligands; induced chelate isomerism in the same molecule of the nickel(II) complex

Cited by 18 publications

References 19 publications

Synthesis, spectroscopic characterization and antitumor activity of new metal complexes of isonicotinoylhydrazide oxime

Synthesis, spectroscopic characterization and antitumor activity of new metal complexes of isonicotinoylhydrazide oxime

Preparation, characterization and Microbicide activities of N'-((3-(hydroxyimino)butan-2-ylidene)-2-(phenylamino)acetohydrazide and its complexes

Anti‐hepatocellular carcinoma, antioxidant, anti‐inflammation and antimicrobial investigation of some novel first and second transition metal complexes

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