Nickel complexes of Schiff bases derived from mono/diketone with anthranilic acid: Synthesis, characterization and microbial evaluation

Hasan, Md. Rabiul; Salam, Md. Abdus; Uddin, Mohammad Nasir

doi:10.1016/j.jtusci.2015.11.007

Cited by 40 publications

(24 citation statements)

References 11 publications

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“…Scheme ). The molar conductance of all prepared metal chelates was measured at room temperature in DMF as a solvent within the range 5.66–24 Ω −1 cm 2 mol −1 (see experimental section) which evidences their non‐electrolytic nature …”

Section: Resultsmentioning

confidence: 91%

Some new Ag(I), VO(II) and Pd(II) chelates incorporating tridentate imine ligand: Design, synthesis, structure elucidation, density functional theory calculations for DNA interaction, antimicrobial and anticancer activities and molecular docking studies

Abdel‐Rahman

Abu‐Dief

Shehata

et al. 2019

Applied Organom Chemis

117

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Some new complexes derived from VO(II), Ag(I) and Pd(II) metal ions and HNA imine ligand (L), i.e. (2‐((6‐allylidene‐2‐hydroxycyclohexa‐1,3‐dienylmethylene)amino)benzoic acid), have been prepared and their structures elucidated via molar conductance measurements, elemental analyses, infrared, NMR and electronic spectra and magnetic susceptibility estimations. Moreover, stability constants of the synthesized complexes were evaluated utilizing a spectrophotometric technique. On the basis of molar conductance and elemental analyses, the metal imine chelates have structure [M(L)], where M = Pd(II), VO(II) and Ag(I). The results indicate that the prepared HNA imine ligand acts as a tridentate moiety via nitrogen atom of azomethine group and two oxygen atoms of phenolic and carboxylic groups. All the complexes are found to be monomeric with 1:1 stoichiometry with square planar geometry for Pd(II), tetrahedral geometry for Ag(I) and distorted square pyramidal for VO(II). Theoretical density functional theory calculations were applied to verify the molecular geometry of the chelators and their metal chelates. The geometry optimization results are in agreement with experimental observations. The antimicrobial properties of the prepared HNA imine ligand and its metal chelates were evaluated against numerous plant pathogenic fungi and bacteria. The results of these studies indicate that the metal complexes exhibit a stronger antibacterial and antifungal effect compared to the imine ligand. In addition, the interaction of the metal imine chelates with calf thymus DNA was observed by way of viscosity, gel electrophoreses and spectral studies. Absorption titration studies reveal that each of the complexes is an avid binder to calf thymus DNA. Also, there are appreciable changes in the relative viscosity of DNA, which are consistent with enhanced hydrophobic interaction of the aromatic rings and intercalation mode of binding. Additionally, the cytotoxic activity of the investigated compounds against various cancer cell lines shows promising results which makes them prospective compounds for antibiotic and anticancer medicament studies. Furthermore, docking studies of the prepared compounds were conducted for confirming the biological results.

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Section: Resultsmentioning

confidence: 91%

Some new Ag(I), VO(II) and Pd(II) chelates incorporating tridentate imine ligand: Design, synthesis, structure elucidation, density functional theory calculations for DNA interaction, antimicrobial and anticancer activities and molecular docking studies

Abdel‐Rahman

Abu‐Dief

Shehata

et al. 2019

Applied Organom Chemis

117

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“…The bands at around 3,444, 3,185, 2,993, 2,833, 1,672, and 1,598 cm −1 are attributed to stretching vibration (OH) of the phenolic ring, C–H aromatic, C–H aliphatic, C–H aldehyde stretching vibration, CN of azomethine group, and CC aromatic, respectively. [ 16–23 ] The infrared spectra of Ni(L 2 ) 2 , Pd(L 2 ) 2 , and Pt(L 2 ) 2 Cl 2 complexes are shown in Figures 3–5 and Table 2. The band at around 3,450, 3,441, and 3,394 cm −1 is attributed to stretching vibration (OH) of the phenolic ring.…”

Section: Resultsmentioning

confidence: 99%

“…In general, high‐resolution MS of the free Schiff base ligand and its complexes and large fragments related to decomposition products were obtained. [ 9,21,24,25 ] The electron impact mass spectrum of ligand HL 2 is shown in Figure 6. The estimated molecular weight of this ligand is 257.28 g/mol.…”

Section: Resultsmentioning

confidence: 99%

Preparation, spectroscopic study of Schiff base derived from dopamine and metal Ni(II), Pd(II), and Pt(IV) complexes, and activity determination as antioxidants

Kareem

Al‐Hamdani

Jirjees

et al. 2020

J of Physical Organic Chem

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A new Schiff base (HL2) ligand (4‐{2‐[(2‐hydroxy‐benzylidene)‐amino]‐ethyl}‐benzene‐1,2‐diol) has been synthesized by condensing of 4‐(2‐amino‐ethyl)‐benzene‐1,2‐diol and 2‐hydroxy‐benzaldehyde. In turn, its transition metal complexes were prepared, having the following general formulas: Ni(L2)2, Pd(L2)2, and Pt(L2)22Cl. The prepared ligand and its metal complexes Ni(II), Pd(II), and Pt(IV) have been characterized by Fourier transform infrared (FTIR) spectra, proton nuclear magnetic resonance (1H‐NMR) elemental analysis, metal content, chloride content, molar conductance, ultraviolet–visible (UV–Vis) spectra, magnetic susceptibility, mass spectrometry (MS) spectra, and thermogravimetric analysis (TGA). The consequences proposed that Schiff base acts like a bidentate ligand for all the prepared complexes. The antioxidant performance of as‐prepared compounds was inspected using the DPPH radical scavenging method. The compounds showed antioxidant activities of scavenging free radicals.

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“…The electronic spectral data of the synthesized compound was recorded in DMF solution at room temperature in the range of 250-850 nm (Figure 6) and it shows two bands in the UV region. The first band at 276 nm is assigned to the π → π* transitions of the aromatic rings [50] and the second at 376 nm corresponding to the n → π* transition within the azomethine group [37,43], over 450 nm the compound is transparent.…”

Section: Uv-vis Analysismentioning

confidence: 99%

Synthesis, Crystal structure, Electrochemical, Theoretical Studies and Antioxidant Activities of New Schiff Base

Madi

Haffar

Benghanem

et al. 2021

Journal of Molecular Structure

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A novel Schiff base 2, 2'-((1E,1'E)-((4-methyl-1, 3-phenylene) bis (benzylidene)) bis (methylethylidene)) bis (4-methoxyphenol) (L) was the result of the reaction between 2, 4diaminotoluene and 2-hydroxy-5-methoxy benzaldehyde. The compound (L) was characterized using IR, UV-Vis, 1 H, and 13 C NMR techniques. The structure of the ligand was determined by X-Ray Diffraction method (XRD). All experimental results were proved and explained theoretically exploiting DFT (Density Functional Theory) calculations. The electrochemical properties were studied through the cyclic voltammetry and the results were explained by the mean of the FMOs (Frontier Molecular Orbitals). The antioxidant activity of the synthesized Schiff base was evaluated by utilizing several tests as DPPH (1, 1-diphenyl-2picryl hydrazyl), ABTS (2, 2'-azino-bis(3-ethyl benzthiazoline-6-sulfonicacid), hydroxyl radical scavenging test, reducing power test, β-carotene bleaching test as chemical methods, and the superoxide radical scavenging as electrochemical method. The effective concentration (EC 50 ) showed that the compound has a good antioxidant activity, and the relationship between the structure-activity and the calculated electronic properties demonstrates that the compound has a good reactivity.

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Nickel complexes of Schiff bases derived from mono/diketone with anthranilic acid: Synthesis, characterization and microbial evaluation

Cited by 40 publications

References 11 publications

Some new Ag(I), VO(II) and Pd(II) chelates incorporating tridentate imine ligand: Design, synthesis, structure elucidation, density functional theory calculations for DNA interaction, antimicrobial and anticancer activities and molecular docking studies

Some new Ag(I), VO(II) and Pd(II) chelates incorporating tridentate imine ligand: Design, synthesis, structure elucidation, density functional theory calculations for DNA interaction, antimicrobial and anticancer activities and molecular docking studies

Preparation, spectroscopic study of Schiff base derived from dopamine and metal Ni(II), Pd(II), and Pt(IV) complexes, and activity determination as antioxidants

Synthesis, Crystal structure, Electrochemical, Theoretical Studies and Antioxidant Activities of New Schiff Base

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