Synthesis, spectroscopic and DNA binding ability of Co II , Ni II , Cu II  and Zn II  complexes of Schiff base ligand (E)-1-(((1H-benzo[d]imidazol-2-yl)methylimino)methyl)naphthalen-2-ol. X-ray crystal structure determination of cobalt (II) complex

Yarkandi, Naeema H.; El‐Ghamry, Hoda A.; Gaber, Mohamed

doi:10.1016/j.msec.2017.02.171

Cited by 52 publications

(22 citation statements)

References 68 publications

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“…The K b values of Cu(II) complexes A–C are lower than that of the classical intercalater ethidium bromide (1.4 × 10 6 M −1 ) suggesting that the complexes bind to DNA more weakly. The binding abilities of the present Cu(II) complexes are comparable to those of Cu(II) azo complexes reported in the literature and greater than those of other reported Cu(II) complexes …”

Section: Resultssupporting

confidence: 82%

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2,4‐Dihydroxy‐5‐[(5‐mercapto‐1H‐1,2,4‐triazole‐3‐yl)diazenyl]benzaldehyde acetato, chloro and nitrato Cu(II) complexes: Synthesis, structural characterization, DNA binding and anticancer and antimicrobial activity

Gaber

Fathalla

El‐Ghamry

2019

Applied Organom Chemis

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Acetato, chloro and nitrato Cu(II) complexes of a novel azo compound, namely 2,4‐dihydroxy‐5‐[(5‐mercapto‐1H‐1,2,4‐triazole‐3‐yl)diazenyl]benzaldehyde, have been prepared. The stoichiometry, stereochemistry and bonding fashion of these copper chelates were deduced via elemental analyses, spectral methods and conductivity and magnetic measurements. Infrared spectral data confirmed the participation of azo N atom and the deprotonated OH group. UV–visible spectral data and magnetic measurements indicated octahedral stereo‐structure for the acetato and nitrato compounds and square planer for the chloro compound. Thermogravimetric analysis was applied to investigate the thermal degradation of the metal chelates. The thermo‐kinetic parameters were computed. The molecular modeling technique was used to support the predicted geometry of the prepared chelates. The interaction between the Cu(II) complexes and calf thymus DNA was studied using two techniques: absorption and viscosity measurements. The values of binding constant obtained from the absorption spectral method were calculated and found to be 4.23 × 104, 26.93 × 104, 13.01 × 104 and 5.36 × 104 M−1 for ligand and acetato, chloro and nitrato complexes, respectively. The antimicrobial activities were evaluated against various bacterial and fungi strains. The in vitro antitumor efficacy of the synthesized compounds was investigated against the HEPG2 cell line.

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Section: Resultssupporting

confidence: 82%

“…Transition metal complexes have been utilized in the area of drug design. Thus, special attention has been paid to the interaction between transition metal complexes and DNA …”

Section: Introductionmentioning

confidence: 99%

2,4‐Dihydroxy‐5‐[(5‐mercapto‐1H‐1,2,4‐triazole‐3‐yl)diazenyl]benzaldehyde acetato, chloro and nitrato Cu(II) complexes: Synthesis, structural characterization, DNA binding and anticancer and antimicrobial activity

Gaber

Fathalla

El‐Ghamry

2019

Applied Organom Chemis

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“…Using the intercept ratio (

\frac{ϵ_{f}}{{K_{b} (ϵ}_{b} - ϵ_{f})}

) obtained for the straight line to its respective slope (

\frac{ϵ_{f}}{ϵ_{b} - ϵ_{f}})

, the K b value was determined at 3.36×10 3 . The value was less than that of Cu(II) complexes incorporating the benzimidazole derivative Schiff base (4.29×10 4 M −1 ), the pyrimidine derivative Schiff base (5.61 × 10 5 M −1 ), the hydrazone derivative Schiff base (2.4×10 4 M −1 and 1.0×10 4 M −1 ), and the 4‐nitro‐o‐phenylenediamine derivative Schiff base (2.15 × 10 6 M −1 ) . The weaker [Cu(L)(2imi)] affinity to DNA could be resulted from the lower functional groups’ number on ligand (H 2 L), which may improve the interaction between the DNA and the complex.…”

Section: Resultsmentioning

confidence: 94%

In‐silico and In‐vitro Studies on the DNA/BSA‐Binding Features of a Mixed Ligand Copper (II) Complex Containing 2‐Methyl Imidazole and a Schiff Base Ligand

et al. 2019

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The study aimed at investigating the binding features of the mixed ligand Copper (II) complex to BSA and DNA. Both in‐silico and in‐vitro analyses were made to fully assess the binding mechanism and mode of the Copper (II) complex to BSA and DNA. Spectroscopic tests demonstrated the Copper (II) complex reacted with DNA through binding to its minor grooves with the association constant 3.36×103 M−1. This type of interaction was confirmed by molecular docking simulations. Tryptophan quenching analyses at 298, 303 and 308 K showed that the Copper (II) complex reacted with the BSA's ground‐state fluorophore and created a non‐fluorescent adduct. In other words, a static quenching approach was offered with the quenching rate constants within the span of 3.4×1012‐1.28×1013 M−1s−1. Besides, the values of binding constants at various temperatures were achieved, implying the moderate similarity of the Copper (II) complex to the serum's albumin. Research on thermodynamic factors suggested the complex‐BSA bond was an enthalpy‐induced reaction where Van der Waals forces and the hydrogen bond performed the leading role. The simulations of molecular docking verified the test results and demonstrated the amino acids engaged in the bond between BSA and the Copper (II) complex.

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“…Optical photophysical tools provide significant, but not sufficient, evidences to support the intercalative binding mode. On the other hand, viscosity measurements, as one of the hydrodynamic methods, indicate with considerable accuracy any change in DNA length and so are considered an efficient tool to assess the binding mode of compounds with DNA . In the case of classical intercalative binding, a considerable increase in viscosity of DNA solution is observed as a result of increasing the overall DNA length that results from an increase in the distance separating the intercalating site base pairs in DNA.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, structural characterization and molecular modelling of bidentate azo dye metal complexes: DNA interaction to antimicrobial and anticancer activities

El‐Ghamry

Fathalla

Gaber

2017

Applied Organom Chemis

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A novel azo dye ligand, namely 1‐[(5‐mercapto‐1H‐1,2,4‐triazole‐3‐yl)diazenyl]naphthalen‐2‐ol (HL), was synthesized. Mn2+, Co2+, Ni2+, Cu2+ and UO22+ complexes were also prepared by the treatment of HL with Mn(CH3COO)2⋅4H2O, Co(CH3COO)2⋅4H2O, Ni(CH3COO)2⋅4H2O, Cu(CH3COO)2⋅H2O, CuCl2⋅2H2O, Cu(NO3)2⋅6H2O and UO2(NO3)2⋅6H2O. The structures of these metal chelates were confirmed using elemental, spectral, magnetic moment, molar conductance and thermal analyses. The analytical data confirmed the formation of the chelates in 1:1 (metal‐to‐ligand) ratio having the formula [ML(H2O)X]Y⋅H2O, where M is Mn2+, Co2+, Ni2+, Cu2+ or UO22+; X is Cl−, NO3− or CH3COO−; and Y is H2O. The azo compound acts in a monobasic bidentate manner via the nitrogen and oxygen atoms of azo and hydroxyl groups, respectively. All complexes were found to have tetrahedral structures, except the UO22+ complex that showed octahedral geometry. The mode of interaction between the synthesized complexes and calf thymus DNA was explored by the aid of absorption spectroscopy and viscosity measurements. The azo dye and its chelates were evaluated against the growth of various bacterial and fungal strains (Escherichia coli, Staphylococcus aureus, Aspergillus flavus and Candida albicans) with insight gained into the effect of type of metal centre, type of coordinated anion and position of the metal in the periodic table on the activity of the complexes. The geometric structure of the complexes was optimized using molecular modelling. The in vitro cytotoxicity of the synthesized compounds was tested against HEPG2 cell line.

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Synthesis, spectroscopic and DNA binding ability of Co II , Ni II , Cu II and Zn II complexes of Schiff base ligand (E)-1-(((1H-benzo[d]imidazol-2-yl)methylimino)methyl)naphthalen-2-ol. X-ray crystal structure determination of cobalt (II) complex

Cited by 52 publications

References 68 publications

2,4‐Dihydroxy‐5‐[(5‐mercapto‐1H‐1,2,4‐triazole‐3‐yl)diazenyl]benzaldehyde acetato, chloro and nitrato Cu(II) complexes: Synthesis, structural characterization, DNA binding and anticancer and antimicrobial activity

2,4‐Dihydroxy‐5‐[(5‐mercapto‐1H‐1,2,4‐triazole‐3‐yl)diazenyl]benzaldehyde acetato, chloro and nitrato Cu(II) complexes: Synthesis, structural characterization, DNA binding and anticancer and antimicrobial activity

In‐silico and In‐vitro Studies on the DNA/BSA‐Binding Features of a Mixed Ligand Copper (II) Complex Containing 2‐Methyl Imidazole and a Schiff Base Ligand

Synthesis, structural characterization and molecular modelling of bidentate azo dye metal complexes: DNA interaction to antimicrobial and anticancer activities

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