Spectroscopic and biological approach of Ni(II), Cu(II) and Co(II) complexes of 4-methoxy/ethoxybenzaldehyde thiosemicarbazone glyoxime

Babahan, İlknur; Eyduran, Fatih; Çoban, Esin Poyrazoğlu; Orhan, Nil; Kazar, Didem; Bıyık, Halil

doi:10.1016/j.saa.2013.10.040

Cited by 31 publications

(15 citation statements)

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“…The 13 C NMR spectrum of LH 2 showed oxime carbon (HNC=NOH) and (HC=NOH) peaks at 137.06 and 137.06 ppm, whereas hydrazone imine (MeC=NNH) was seen at 165.45 ppm, as shown in our previous studies [30–32] . Aromatic carbons were between 126.34 and 107.05 ppm, whereas the carbons of methyl groups for indole were observed at 51.27 ppm.…”

Section: Resultssupporting

confidence: 78%

“…3‐Methoxy‐indole‐hydrazone glyoxime (LH 2 ) was synthesized from the starting materials (antiglyoximehydrazine [GH 2 ] and 3‐methoxy indole) using glacial acetic acid as the catalyst. The starting material antichloroglyoxime was explained in our previous work [30–32] . A cooled (5 °C) solution of 3‐methoxy indole (1 mmol) in ethanol was added dropwise into a cooled solution containing (1 mmol) GH 2 and 3–5 drops of CH 3 COOH with constant stirring.…”

Section: Methodsmentioning

confidence: 99%

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A novel bidentate ligand containing oxime, hydrazone and indole moieties and its BF₂⁺ bridged transition metal complexes and their efficiency against prostate and breast cancer cells

Babahan

Özmen

Aksel

et al. 2020

Applied Organom Chemis

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In this study, a novel bidentate ligand containing oxime, hydrazone, and indole moieties and its BF2+‐bridged transition metal complexes [Ni(II), Cu(II), and Co(II)] were synthesized and their cytotoxic activities against prostate and breast cancer cells were investigated. The vic‐dioxime ligand bearing indole–hydrazone side groups was synthesized by reacting antiglyoximehydrazine (GH2) with 3‐methoxy indole. The ligand forms mononuclear complexes with a metal‐to‐ligand ratio of 1:2 with M = Co(II)(H2O)2, Ni(II), and Cu(II). These metal complexes were then reacted with BF3(C2H5)2O to obtain BF2+‐bridged transition metal complexes. The Co(II) complex of the ligand is proposed to be octahedral with water molecules as axial ligands, whereas the Ni(II) and Cu(II) complexes are proposed to be square planar. Spectral studies showed that the ligand bonded to the metal ion in a neutral bidentate fashion through the azomethine nitrogen atom and the imine oxime group. Structural assignments are supported by a combination of 1H nuclear magnetic resonance (NMR), 13C NMR, Fourier‐transform infrared, LC/MS, elemental analyses, and magnetic susceptibility testing. For determining the cytotoxic effects of the novel anticancer products, cancer cells were cultured. The antiproliferative effects were determined using the MCF‐7 breast cancer and PC‐3 prostate cancer cell lines. The antiproliferative effects of the products were analyzed and their apoptotic or necrotic effects were determined with the Hoechst/propidium iodide double staining method in both cancer cell lines. Paclitaxel was used as the positive control (1 μm). The results indicated that the newly synthesized compounds are effective on both cell lines between concentrations of 5 and 40 μm and show their effects by apoptotic mechanisms. Besides, these products were found to be more effective on the MCF‐7 cell line. The cytotoxic efficiency of the newly synthesized products was more than that of paclitaxel (depending on concentration), which is a chemotherapeutic agent used in cancer therapy.

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Section: Resultssupporting

confidence: 78%

Section: Methodsmentioning

confidence: 99%

A novel bidentate ligand containing oxime, hydrazone and indole moieties and its BF₂⁺ bridged transition metal complexes and their efficiency against prostate and breast cancer cells

Babahan

Özmen

Aksel

et al. 2020

Applied Organom Chemis

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“…A second band at ca. 3000 cm , such a feature is expected for a square planar chromophore in accordance with earlier reports [30,32]. For the square planar complexes with d x 2-y 2 ground state, three spin allowed transitions are possible.…”

Section: Electronic Absorption Spectrasupporting

confidence: 90%

Synthesis, Magnetic, Spectral and Biological Studies of Copper(II) Complexes of 4-Benzoyl-3-Methyl-1-Phenyl-2-Pyrazolin-5-One N(4)-Substituted Thiosemicarbazones

El‐Sawaf¹,

Nassar²,

El-Samanody³

2014

SJC

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Abstract:The synthesis and characterization of copper(II) complexes with 4-benzoyl-3-methyl-1-phenyl-2-pyrazolin-5-one thiosemicarbazone and N(4)-substituted thiosemicarbazones are reported. Elemental analysis, molar conductivities, magnetic measurements and spectral (i.r., electronic, e.s.r., and n.m.r.) studies have been used to characterize the complexes. The i.r. spectra show that the thiosemicarbazones behave as bidentate ligands, either in the thione or thiolato form. Stereochemistries are proposed for the complexes on the basis of spectral and magnetic studies. Both the thiosemicarbazones and their complexes show either modest or no growth inhibitory activity against Aspergillus niger and Paecilomyces variotii.

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“…Depending on the position of the bands an octahedral geometry was suggested for Co(II) complexes [28]. Electronic spectral bands for Mn(II) and Co(II) complexes shown in Table-2.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antibacterial Investigation of Mn(II) and Co(II) Complexes of Schiffs Base Ligand

Tyagi

Chandra

2019

Asian J. Chem.

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The metal complexes of transition element derived from Schiffs base ligand widely studied as they are easily prepared, available, low cost materials, have tendency of complexation [1]. The Schiffs base compounds contains the >C=N-linkage which is generally formed by condensation reaction between amine and ketone or aldehyde [2]. From last decades, various applications like antifungal, anticancer, antioxidant, antiviral, antimalarial, anti-inflammotry and antibacterial activities were reported [3]. Schiffs bases generally used as the ligands, have strong tendency to coordinate with the main group metals and transition metals [4]. Metal complexes of Schiffs base stimulated a vigorous interest for the contributions as material [5-9], as they have various applications in the fundamental and the applied sciences [10-12] widely in coordination chemistry [13,14]. Synthesis of new ligand which have different properties and the novel reactivity was perhaps the most important step as the ligands have electron donor and electron acceptor properties, different structural functional groups [15]. Position of ligand in coordination sphere is a major factor of the different studies [16]. Complexes of the multi-donor ligands widely used as they are biological active substances [17]. Thiadiazole derivatives

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Spectroscopic and biological approach of Ni(II), Cu(II) and Co(II) complexes of 4-methoxy/ethoxybenzaldehyde thiosemicarbazone glyoxime

Cited by 31 publications

References 50 publications

A novel bidentate ligand containing oxime, hydrazone and indole moieties and its BF₂⁺ bridged transition metal complexes and their efficiency against prostate and breast cancer cells

A novel bidentate ligand containing oxime, hydrazone and indole moieties and its BF₂⁺ bridged transition metal complexes and their efficiency against prostate and breast cancer cells

Synthesis, Magnetic, Spectral and Biological Studies of Copper(II) Complexes of 4-Benzoyl-3-Methyl-1-Phenyl-2-Pyrazolin-5-One N(4)-Substituted Thiosemicarbazones

Synthesis and Antibacterial Investigation of Mn(II) and Co(II) Complexes of Schiffs Base Ligand

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Spectroscopic and biological approach of Ni(II), Cu(II) and Co(II) complexes of 4-methoxy/ethoxybenzaldehyde thiosemicarbazone glyoxime

Cited by 31 publications

References 50 publications

A novel bidentate ligand containing oxime, hydrazone and indole moieties and its BF2+ bridged transition metal complexes and their efficiency against prostate and breast cancer cells

A novel bidentate ligand containing oxime, hydrazone and indole moieties and its BF2+ bridged transition metal complexes and their efficiency against prostate and breast cancer cells

Synthesis, Magnetic, Spectral and Biological Studies of Copper(II) Complexes of 4-Benzoyl-3-Methyl-1-Phenyl-2-Pyrazolin-5-One N(4)-Substituted Thiosemicarbazones

Synthesis and Antibacterial Investigation of Mn(II) and Co(II) Complexes of Schiffs Base Ligand

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A novel bidentate ligand containing oxime, hydrazone and indole moieties and its BF₂⁺ bridged transition metal complexes and their efficiency against prostate and breast cancer cells

A novel bidentate ligand containing oxime, hydrazone and indole moieties and its BF₂⁺ bridged transition metal complexes and their efficiency against prostate and breast cancer cells