Synthesis, structural studies and antimicrobial activity of N'-((2Z, 3E)-3-(hydroxyimino)butan-2-ylidene)-2-phenylacetohydrazide and its Co(II), Ni(II) complexes

Self Cite

A Zn(II) complex with 2-pyridinecarboxylic acid was prepared, and its crystal structure characterization was carried out using X-ray diffraction analysis.The spectroscopic properties of the Zn(II) complex were determined by means of Fourier transform infrared, Raman and UV-visible spectroscopic techniques. The coordination sphere for the central Zn(II) ion was found to be a distorted octahedron. The C═O, C═C and C═N stretching vibrations were found highly active and strong, leading to intramolecular charge transfer within the Zn(II) complex. Density functional theory calculations were carried out to provide further understanding of structural, spectroscopic and nonlinear optical properties of the complex. The occurrence of hydrogen bonding interactions in the Zn(II) complex was explained by natural bond orbital analysis. According to obtained hyperconjugative interaction energies, metal-ligand charge transfer interactions occur in the Zn(II) complex. The antimicrobial activities were determined against standard Gram-positive and Gram-negative bacterial strains and yeasts using the minimum inhibitory concentration method. Having a significant effect against Candida albicans and Saccharomyces cerevisiae is important in that the complex can be used as a new antifungal agent. The calculated free binding energy of the interaction of the Zn(II) complex with DNA was found to be 6.72 kcal mol −1 , indicating a high binding affinity between the complex and DNA.

Section: Resultssupporting

confidence: 85%

Crystal growth, structural and spectroscopic characterization, antimicrobial activity, DNA cleavage, molecular docking and density functional theory calculations of Zn(II) complex with 2‐pyridinecarboxylic acid

Tamer

Avcı

Çelikoğlu

et al. 2018

Self Cite

“…The conductivity test of complexes (2-13) revealed that these complexes are nonelectrolytes with molar conductance ranging from 3.9-to 28.1 Ω −1 cm 2 mol −1 . [39] The analytical and spectral analyses data were provided in Section 2.3, showed that the complexes (2-4), (7)(8)(9)(10)(11) and (12)(13) were composed in molar ratio (1 L:1 M) while the complexes (5)(6) and (11) were composed in molar ratio (2 L:1 M), which is consistent with the proposed structures (Figures 2 and 3).…”

Section: Biological Activitysupporting

confidence: 82%

“…[78,79] The observed order for complex (10) g jj > g ⊥ confirmed that the unpaired electron is centralized in d x2 − y2 orbital and the geometry of this complex is SP and ruling out the probability of a TBP geometry that could be predicted to have g jj < g ⊥ . [78,80] The g values for Cu 2+ complexes (7)(8) and (10)(11) supported that they have one of the following geometries: an octahedral, square planar, or SP while the trend g jj > g ┴ > 2.0023 suggests that these geometries could be deformed. [81,82] The g value can be correlated to the parameter term of exchange interaction G by equation, G = (g jj − 2)/(g ┴ − 2).…”

Section: Esr Of Vo 2+ Complexmentioning

confidence: 88%

“…These atoms have more electronegative charge assuring active sites for chelation. (iii) The estimated dipole moment value of the ligand (H 2 L) is 0.9668 while the calculated dipole moment values for complexes (2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12) are in the 6.03-21.97 Debye range: the comparison of the estimated values of the dipole moments for the ligand and complexes (2-12) indicating that dipole moment for these complexes are higher than the dipole moment for the free ligand. This may be due the chelation of metal ions with the ligand took place via nitrogen atoms of azomethine and oximato groups.…”

Section: Molecular Parametersmentioning

confidence: 91%

“…Recently, compounds containing hydrazone and/or oxime linkage attracted the attention of many scholars because of their ability to form stable complexes with various transition metals, in addition to the presence of N-OH moiety, which could be enhance their chelation ability and make it more flexible in the reduction, oxidation, and conjugation with organic and inorganic compounds. These categories of compounds and their transition metal complexes showed biochemical [1] and bioactivity against pathogens resistant as antimicrobial, [2][3][4][5][6][7] antitumor, [3,4,8] anticancer, [9] anticandidal, [10] antitubercular, [11] antioxidant, and [4,12] anti-inflammatory analgesic [4,13] activities. Abdel-Aziz et al showed that the isoindoline-1,3-dione-based oximes and benzene-sulphonamide hydrazones have a selective inhibition of the tumor-associated carbonic anhydrase IX.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, characterization, and density functional theory studies of hydrazone–oxime ligand derived from 2,4,6‐trichlorophenyl hydrazine and its metal complexes searching for new antimicrobial drugs

Shakdofa

Morsy

Rasras

et al. 2020

Novel 13 mononuclear complexes derived from 3-(2-(2,4,6-trichlorophenyl) hydrazono) butan-2-one oxime with various molar ratio, geometry and different mode of interaction were prepared using transition metal Cd 2+ , Zn 2+ , Cu 2+ , Ni 2+ , Co 2+ , Fe 3+ , Mn 2+ , and VO 2+. The structure of these compounds was investigated physically, analytically, and spectrophotometrically. The ligation sites of the free 3-(2-(2,4,6-trichlorophenyl) hydrazono) butan-2-one oxime were designated via molecular modeling calculations. Furthermore, quantum chemical parameters for the ligand and its complexes were calculated. The analytical and spectral data revealed that the complexes (2-13) were formed with molar ratio of (1 M:1 L) or (1 M:2 L) in which hydrazone oxime adhered with the metal ion as a univalent or neutral bidentate chelator, via the imino nitrogen atom of hydrazone moiety and oximato nitrogen atom of deprotonated/protonated oxime moiety adopting different geometrical structures. The electron spin resonance (ESR) spectra of Cu 2+ complexes (7-8) and (10-11) were referred to axial symmetry with g jj > g ┴ > g e , which indicated that unpaired electron is localized in a d (x2 − y2) orbital with notable bonding covalency nature. The thermo analysis (thermogravimetry [TG]) confirmed that the complexes were decayed in one, two, three, or four steps starting with dehydration process, elimination of coordination water molecules, or removal of anions and completed with the whole decomposition of the complexes with the formation of metal oxide. The ligand did not exhibit antimicrobial activities, but its complexes showed variable activities.

Macro‐ and nano‐oligomers ternary metal complexes preparation, structural elucidation: Antimicrobial, anticancer activities, and mechanistic study of Cu nanocomplexes on liver carcinoma

Rabie

Khalil

Elaasser

et al. 2021

A new binuclear transition metal complexes of Co (II) and Cu (II) have been synthesized in both bulk and nanosized formations. The complexes were synthesized by the reaction between equimolar quantities of the metal sulfate with nitrilotriacetic acid and creatine. The nanosized forms are controlled by using (CTAB). Characterization of the nanocomplexes has been done using a transmission electron microscope (TEM) and X‐ray diffraction. This technique is considered a novel approach to the synthesis of the nanoternary complexes. The Co (II) and Cu (II) complexes displayed distorted dimeric octahedral and tetrahedral structures, respectively. The prepared metal complexes were investigated by electronic spectral analysis, magnetic susceptibility measurement, infrared spectra, thermal gravimetric analysis (TGA), UV–visible spectra, and mass spectra. The molecular weights of the dimer complexes are measured by GPC (Gel Permeation Chromatography). Characterization of the obtained complexes showed that the NTA ligand coordinates with metal ions in tridentate mode (one N and two COO−) after deprotonation, the creatine molecule coordinates through the carboxylate group, while the dimeric structure of these complexes formed with one of the sulfate groups which coordinates as a bridged bidentate ligand. Investigation of the biological activity of these complexes, as well as their hepatocellular carcinoma (HepG2) cell line inhibitory, has also been achieved.