Synthesis of some new antibacterial active cadmium and mercury complexes of 4-(3-(2-(4-(dimethyl aminophenyl allylidene aminopropyl-imino)prop-1-ethyl)-<i>N</i>,<i>N</i>-dimethyl benzene amine

Montazerozohori, Morteza; Nasr‐Esfahani, Masoud; Hoseinpour, Maryam; Naghiha, Asghar; Zahedi, Saeedeh

doi:10.3184/095422914x14145135824213

Cited by 20 publications

(11 citation statements)

References 36 publications

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“…Comparison between IR spectra of primary amine and aldehyde with the ligand represents that some characteristic wave numbers of parental aldehyde and amine are eliminated and instead of them, a new strong wave number at 1599 cm ¡1 is appeared, which was assigned to the formation of the iminic CHN groups. [28,34,35] After coordination, vibration of iminic bound were shifted to lower wave numbers 1583-1588 cm ¡1 (e.g., up to 16 cm ¡1 ) and therefore coordination of ligand to zinc ion via iminic nitrogens is confirmed perfectly. This lowering of vibrational frequency is due to (a) coordination of azomethine nitrogen inducing positive formal charge on nitrogen that lead to decrease of bonding electron density of imine bond and (b) p-back bonding from metal to iminic anti-bonding orbital leading to less bond order of imine bond that causes vibration of imine bound at lower wave numbers.…”

Section: Physical and Analytical Datamentioning

confidence: 90%

“…The 1 H NMR spectrum of the ligand possesses some signals with different coupling constants. [28] Suggestible assignments of these signals are explained briefly as it follows. Two doublet (d) signals at 8.01 ppm and 7.95 ppm with coupling constants of 8.80 Hz are related to iminic protons (H ee ').…”

Section: H and 13 C Nmr Spectramentioning

confidence: 99%

“…This lowering of vibrational frequency is due to (a) coordination of azomethine nitrogen inducing positive formal charge on nitrogen that lead to decrease of bonding electron density of imine bond and (b) p-back bonding from metal to iminic anti-bonding orbital leading to less bond order of imine bond that causes vibration of imine bound at lower wave numbers. [25][26][27][28] In IR spectrum of ZnL(NCS) 2, a new strong vibration has been observed at 2081 cm ¡1 that is assigned to coordinated NCS ¡ via N-linkage. [36] The second spectroscopic investigation is that utilized for proving the coordination of ligand to zinc ion is electronic spectra.…”

Section: Physical and Analytical Datamentioning

confidence: 99%

“…According to our previous synthetic methods, [12,[27][28][29] yellow and orange zinc(II) complexes were obtained ready by stepwise addition of ligand (1 mmol, 0.389 g) to zinc salts (1 mmol, ZnCl 2 (0.136g), ZnBr 2 (0.225 g), ZnI 2 (0.319 g), and fresh prepared solution containing 1mmol Zn(NCS) 2 in ethanol under continuing stirring of reaction mixture up to 2-3 h at room temperature. Recrystallization of zinc complexes were performed in dichloromethane/ ethanol mixture (1:1).…”

Section: Synthesis Of Zinc Coordination Compoundsmentioning

confidence: 99%

“…[23] For as much as in many metalloproteins, metals exist in asymmetrical environments [24][25][26] and zinc ions have suitable compatibility with most of biological organs. In continuation of our previous reports, [27][28][29] in this research, synthesis and spectroscopic characterization of a new series of zinc complexes containing an asymmetric Schiff base ligand will be interpreted and ultimately their antibacterial activities of them against two Gram-negative bacteria, Escherichia coli (ATCC 25922) and Pseudomonas aeroginosa (ATCC 9027), and two Grampositive bacteria, Staphylococcus aureus (ATCC 6538) and Bacillus subtilis, were evaluated.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization, and Antibacterial Activities of Some New Zinc Coordination Compounds of an Asymmetric Bidentate Schiff Base

Montazerozohori

Hoseinpour

Naghiha

et al. 2015

Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-

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An asymmetrical Schiff base ligand with two position for coordination to metal was obtained by condensation reaction between propane-1,2-diamine and (E)-3-(4-(dimethylamino)phenyl)acrylaldehyde. Characterization of the ligand and its Zn(II) complexes were performed suitably by means of the elemental analysis, FTIR, 1 H, 13 C NMR, UV-visible, melting points, and molar conductance. Lowering of the iminic bond energy, red shifts of electronic transition bands, and down fielded azomethine proton signals well confirm coordination of ligand to zinc center. All compounds were stable at room temperature for the many long times. All complexes were suggested to be nonelectrolytes due to low molar conductivities. After characterization, antibacterial properties of all compounds have been studied against two Gram-negative bacteria, Escherichia coli (ATCC 25922) and Pseudomonas aeroginosa (ATCC 9027), and two Gram-positive bacteria, Staphylococcus aureus (ATCC 6538) and Bacillus subtilis. The ligand and Zn(II) coordination compounds demonstrated acceptable antibacterial activities. Zinc complexes showed higher activity than the parental ligand. The compounds inhibited the growth of Gram-negative more efficiently than Gram-positive bacterial strains. MIC and MBC of all compounds as alternative data for antibacterial activity were reported in mg/mL.

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Section: Physical and Analytical Datamentioning

confidence: 90%

Section: H and 13 C Nmr Spectramentioning

confidence: 99%

Section: Physical and Analytical Datamentioning

confidence: 99%

Section: Synthesis Of Zinc Coordination Compoundsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization, and Antibacterial Activities of Some New Zinc Coordination Compounds of an Asymmetric Bidentate Schiff Base

Montazerozohori

Hoseinpour

Naghiha

et al. 2015

Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-

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Iron(III), copper(II), cadmium(II), and mercury(II) complexes of isatin carbohydrazone Schiff base ligand (H₃L): Synthesis, characterization, X‐ray diffraction, cyclic voltammetry, fluorescence, density functional theory, biological activity, and molecular docking studies

Younis

El‐Gamil²,

Rakha

et al. 2021

Applied Organom Chemis

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A series of some transition metal, Fe(III), Cu(II), Cd(II), and Hg(II), complexes with N′,2‐bis((Z)‐2‐oxoindolin‐3‐ylidene)hydrazine‐1 carbohydrazide (H3L) ligand have been synthesized, and their structures were elucidated based on their spectral analyses (Fourier transform infrared [FT‐IR], 1H nuclear magnetic resonance (NMR) and 13C NMR, UV‐visible (UV‐Vis), electron spin resonance (ESR), powder X‐ray diffraction [XRD], and mass spectroscopy), elemental analyses, conductance, and magnetic susceptibility measurements. The structures of the H3L ligand and its metal complexes were optimized using the DMol3 tool in the material studio package. The ligand behaves as binegative N2O3 pentadentate in [Fe(HL)(Cl)]·2H2O complex, mononegative N2O3 pentadentate in [Cu(H2L)(OAc)]·2H2O complex, mononegative N2O tridentate in [Cd(H2L)2]·H2O complex, and finally, neutral N2 bidentate in [Hg(H3L)(Cl)2]·2H2O complex. Coats–Redfern and Horowitz–Metzger methods were used to estimate the various thermodynamic and kinetic parameters. Cyclic voltammetry of the ligand in the absence and presence of Cd(II) and Hg(II) ions was studied. Fluorescence studies were performed in DMSO and showed that Cu(II) ions quench the fluorescence spectrum of the free ligand, whereas Cd(II) ions enhance it. The in vitro antimicrobial activities of the free ligand and its complexes against different bacterial strains and fungi Candida albicans were screened using agar‐disc diffusion techniques. The antioxidant potentials of the isolated compounds were also screened by employing SOD and ABTS free radical scavenging methods. Molecular docking studies were performed using Auto‐Dock tools to predict the best binding mode and predominant binding interactions.

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Synthesis and preliminary biological evaluation of antibacterial and antifungal 5‐arylidene tetramic acid‐cadmium(II) complexes

Matiadis

Stefanou

Tsironis

et al. 2021

Archiv der Pharmazie

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The synthesis and biological evaluation of 5-arylidene-N-acetyl-tetramic acids cadmium(II) complexes are reported. Eleven novel compounds were prepared, characterized by nuclear magnetic resonance experiments and screened for their antimicrobial activity against five bacterial species (Escherichia coli, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa, and methicillin-resistant Staphylococcus aureus [MRSA]) and two fungi (Candida albicans and Cryptococcus neoformans). The complexes showed similar or enhanced activities against MRSA in comparison to the corresponding ligands and, additionally, promising antifungal activities against C. neoformans. The most active compounds 3c and 3h showed remarkable activities against MRSA (minimum inhibitory activity [MIC] values of 32 and 4 μg/ml, respectively) and C. neoformans (MIC values of 8 and 16 μg/ml, respectively), accompanied by no human cell toxicity and hemolytic activity within the tested concentration range. The results demonstrate that appropriately functionalized tetramic acids attached with lipophilic alkanoyl chain and after complexation with cadmium(II) ions may act as valuable lead compounds for further investigations toward the development of novel antibacterial and/or antifungal agents.

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Synthesis of some new antibacterial active cadmium and mercury complexes of 4-(3-(2-(4-(dimethyl aminophenyl allylidene aminopropyl-imino)prop-1-ethyl)-N,N-dimethyl benzene amine

Cited by 20 publications

References 36 publications

Synthesis, Characterization, and Antibacterial Activities of Some New Zinc Coordination Compounds of an Asymmetric Bidentate Schiff Base

Synthesis, Characterization, and Antibacterial Activities of Some New Zinc Coordination Compounds of an Asymmetric Bidentate Schiff Base

Iron(III), copper(II), cadmium(II), and mercury(II) complexes of isatin carbohydrazone Schiff base ligand (H₃L): Synthesis, characterization, X‐ray diffraction, cyclic voltammetry, fluorescence, density functional theory, biological activity, and molecular docking studies

Synthesis and preliminary biological evaluation of antibacterial and antifungal 5‐arylidene tetramic acid‐cadmium(II) complexes

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Synthesis of some new antibacterial active cadmium and mercury complexes of 4-(3-(2-(4-(dimethyl aminophenyl allylidene aminopropyl-imino)prop-1-ethyl)-N,N-dimethyl benzene amine

Cited by 20 publications

References 36 publications

Synthesis, Characterization, and Antibacterial Activities of Some New Zinc Coordination Compounds of an Asymmetric Bidentate Schiff Base

Synthesis, Characterization, and Antibacterial Activities of Some New Zinc Coordination Compounds of an Asymmetric Bidentate Schiff Base

Iron(III), copper(II), cadmium(II), and mercury(II) complexes of isatin carbohydrazone Schiff base ligand (H3L): Synthesis, characterization, X‐ray diffraction, cyclic voltammetry, fluorescence, density functional theory, biological activity, and molecular docking studies

Synthesis and preliminary biological evaluation of antibacterial and antifungal 5‐arylidene tetramic acid‐cadmium(II) complexes

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Iron(III), copper(II), cadmium(II), and mercury(II) complexes of isatin carbohydrazone Schiff base ligand (H₃L): Synthesis, characterization, X‐ray diffraction, cyclic voltammetry, fluorescence, density functional theory, biological activity, and molecular docking studies