Synthesis, Characterization and Biological Studies of New Mn(II), Ni(II), Co(II), Cu(II) and Zn(II) of 2-(benzothiazol-2-yl)-N'-(2,5-dihydroxybenzylidene)acetohydrazide

El‐Tabl, Abdou Saad; Shakdofa, Mohamad M.E.; El‐Seidy, Ahmed M. A.; Al‐Hakimi, Ahmed N.

doi:10.5012/jkcs.2011.55.1.019

Cited by 8 publications

(5 citation statements)

References 37 publications

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“…suggesting the quadri‐co‐ordinate distorted square planar geometry with a low spin type as shown previously in bis( N ‐n‐alkylsalicylideneiminato)cobalt (II) complex, with a magnetic moment corresponding to one unpaired electron. [ 66 ] Similarly, the μ eff of the binuclear Cu (II) complex is 2.13 B. M, indicative of tetrahedrally distorted square planar geometry around the central metal ions, corresponding to one unpaired electron [ 67,68 ] such in the case of previously reported series of Cu (X‐DPMP) 2 complexes where [DPMP = 2‐[(2,6‐diisopropylphenylimino)methyl]phenol, X = Br, Cl, I]. [ 69 ] The stability of the H 2 L free ligand and the newly synthesized complexes were monitored over 24 h and there was slight or no change in their absorption spectra.…”

Section: Resultsmentioning

confidence: 99%

Design, synthesis, spectral characterization, photo‐cleavage, and in vitro evaluation of anticancer activities of new transition metal complexes of piperazine based Schiff base‐oxime ligand

Ragab

Soliman

Shehata

et al. 2022

Applied Organom Chemis

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The newly synthesized Schiff base‐oxime ligand, namely, (2Z,3E)‐3‐((3‐(4‐(3‐(((2E,3E)‐3‐(hydroxyimino)butan‐2‐ylidene)amino)propyl)piperazin‐1‐yl)propyl)imino)butan‐2‐one oxime (H2L) and its Co (II), Cu (II), and Zn (II) complexes were reported. The characterization was accomplished with the aid of CHN‐EA, mass, fourier transform infrared spectroscopy (FT‐IR), electronic spectra, magnetic moment, molar conductance and TGA. According to the spectroscopic approaches, the synthesized ligand (H2L) may act as a tetradentate or hexadentate (bis‐tridentate) coordinating ligand through the azomethine nitrogen, piperazinyl nitrogens, and oximato‐nitrogens affording distorted square planar mononuclear Co (II) complex or tetrahedrally distorted square planar binuclear Cu (II) and Zn (II) complexes whereas the coordination mode varies according to the nature of the metal ion. The microbial resistance of all the synthesized compounds was evaluated and reported. Findings showed that the Cu (II) complex has mostly the highest inhibitory effects against all tested microbial strains. Besides, the anticancer nature of the studied compounds was also evaluated against a panel of three different human cancer cells, including (HCT‐116), (MDA‐MB‐231), (HepG2) in addition to the (WI‐38) used as a healthy cells. In general, the Cu (II) complex displayed the best cytotoxic profiles against the tested cells than the Co (II) and Zn (II) complexes with negligible toxicity towards the (WI‐38) normal cells. The DNA cleavage activities of all tested compounds were assayed against pBR322 plasmid DNA. Whereas, the Cu (II) complex showed the highest DNA cleavage propensity, which proceeds predominantly via the oxidative mechanism. Additionally, flow cytometric analysis dictates that the Cu (II) complex induces cell cycle arrest in S‐phase and apoptotic cell death on HCT‐116 cells. The morphological transformations distinguished in HCT‐116 cells treated with Cu (II) complex have been depicted with the aid of scanning electron microscopy (SEM). The docking results indicate that the Cu (II) complex strongly interacts with human colon cancer (6GUE), Escherichia coli (3T88), Klebsiella pneumoniae (4HL2), and Staphylococcus aureus (3WQU) proteins, through different modes of interactions that harmonize successfully with the experimental results.

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Section: Resultsmentioning

confidence: 99%

Design, synthesis, spectral characterization, photo‐cleavage, and in vitro evaluation of anticancer activities of new transition metal complexes of piperazine based Schiff base‐oxime ligand

Ragab

Soliman

Shehata

et al. 2022

Applied Organom Chemis

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“…The spectrum of Co(II) complex (8) had three bands at 640, 520 and 450 nm, which can be assigned to the 4 T lg (F) −→ 4 T 2g (F) (ν t ), 4 T lg (F) −→ 4 A 2g (F) (ν 2 ) and 4 T lg (F)−→ 4 T 2g (P) (ν 3 ) transitions respectively. The lower value of ν 2 /ν 1 (1.42), may be due to distortion of the octahedral structure [46,49]. The Ni(II) complex (9) had bands at 780, 650 and 490 nm, corresponding to 3 A 2g (F)−→ 3 T 2g (F) (ν 1 ), 3 A 2g (F) −→ 3 T 1g (v 2 ) and 3 A 2g (F) −→ 3 T 1g (P) (ν 3 ) transitions, indicating an octahedral geometry [46,50].…”

Section: Electronic Spectramentioning

confidence: 99%

“…The calculated values for (2) and (11) are 0.54 and 0.77 (Table 4) suggesting covalent bond character [49,58]. The g /A is taken as an indication for the stereochemistry of the Cu(II) complexes [59].…”

Section: Electron Spin Resonance (Esr)mentioning

confidence: 99%

“…The Table 2 IR frequencies of the bands (cm Table 4 ESR data for the copper(II) Complexe --------------4 2.27 2.05 2.12 -- g /A quotient in the 105-135 cm −1 range is expected for Cu(II) complexes with a perfectly square-based geometry and those higher than 150 cm −1 for tetragonally distorted complexes. The values for complexes (2) and (11) are associated with a tetragonally distorted field around the Cu(II) centers [49,57]. For Cu(II) complexes with 2 B 1 ground state the g-values can be related to the parallel (K ) and perpendicular (K ⊥ ) components of the orbital reduction factor (K ⊥ ) as shown in Equations 2-4 [47,58].…”

Section: Electron Spin Resonance (Esr)mentioning

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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“…The chelation goes about as all the more able and strong fungicidal and bactericidal agents, subsequently murdering more fungi and bacteria than the ligand. In the complex the positive charge of the metal is somewhat imparted to the donor atoms present in the ligands, and there may be π-electron delocalization over the all chelating system [54]. The variety in the activity of different complexes against various microorganisms depend either on cells impermeability of the microbes or contrasts in ribosomes in microbial cells [55].…”

Section: Dipole Moment and Other Molecular Propertiesmentioning

confidence: 99%

New Square-Pyramidal Oxovanadium (IV) Complexes Derived from Polydentate Ligand (L<sup>1</sup>)

Hassoon¹,

Al‐Radadi²,

Nawar³

et al. 2016

OJIC

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Synthesis, Characterization and Biological Studies of New Mn(II), Ni(II), Co(II), Cu(II) and Zn(II) of 2-(benzothiazol-2-yl)-N'-(2,5-dihydroxybenzylidene)acetohydrazide

Cited by 8 publications

References 37 publications

Design, synthesis, spectral characterization, photo‐cleavage, and in vitro evaluation of anticancer activities of new transition metal complexes of piperazine based Schiff base‐oxime ligand

Design, synthesis, spectral characterization, photo‐cleavage, and in vitro evaluation of anticancer activities of new transition metal complexes of piperazine based Schiff base‐oxime ligand

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

New Square-Pyramidal Oxovanadium (IV) Complexes Derived from Polydentate Ligand (L<sup>1</sup>)

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Synthesis, Characterization and Biological Studies of New Mn(II), Ni(II), Co(II), Cu(II) and Zn(II) of 2-(benzothiazol-2-yl)-N'-(2,5-dihydroxybenzylidene)acetohydrazide

Cited by 8 publications

References 37 publications

Design, synthesis, spectral characterization, photo‐cleavage, and in vitro evaluation of anticancer activities of new transition metal complexes of piperazine based Schiff base‐oxime ligand

Design, synthesis, spectral characterization, photo‐cleavage, and in vitro evaluation of anticancer activities of new transition metal complexes of piperazine based Schiff base‐oxime ligand

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

New Square-Pyramidal Oxovanadium (IV) Complexes Derived from Polydentate Ligand (L&lt;sup&gt;1&lt;/sup&gt;)

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New Square-Pyramidal Oxovanadium (IV) Complexes Derived from Polydentate Ligand (L<sup>1</sup>)