New Schiff base ligand N-(2-hydroxy-1-naphthylidene)-2-methyl aniline and its nano-sized copper(II) complex: synthesis, characterization, crystal structure and application as an electrochemical sensor of 2-phenylphenol in the presence of 4-chlorophenol

Fazli, M.; Torbati, Niloufar Akbarzadeh; Beitollahi, Hadi; Dušek, Michal; Eigner, Václav

doi:10.1007/s10854-021-06967-3

Cited by 5 publications

(5 citation statements)

References 69 publications

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“…A signal at δ 10.61 ppm is due to the proton of the NH group [ 19 ]. The signals recorded between δ 7.24 and δ 7.91 ppm are characteristic of the aromatic protons [ 20 ].…”

Section: Resultsmentioning

confidence: 99%

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Development of Novel Nano-Sized Imine Complexes Using Coriandrum sativum Extract: Structural Elucidation, Non-Isothermal Kinetic Study, Theoretical Investigation and Pharmaceutical Applications

Hosny,

El-Baki,

El-Wahab

et al. 2023

IJMS

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A new Schiff base (H2L) generated from sulfamethazine (SMT), as well as its novel micro- and nanocomplexes with Ni(II) and Cd(II) metal ions, have been synthesized. The proposed structures of all isolated solid compounds were identified with physicochemical, spectral, and thermal techniques. Molar conductance studies confirmed that the metal complexes are not electrolytic. The molecular geometry located at the central metal ion was found to be square planar for the NiL2 and tetrahedral for the CdL2 complexes. The kinetic and thermal parameters were obtained using the Coats and Redfern approach. Coriandrum sativum (CS) in ethanol was used to create the eco-friendly Ni and Cd nanocomplexes. The size of the obtained nanoparticles was examined using PXRD and TEM, and found to be in the sub-nano range (3.07–4.61 nm). Furthermore, the TEM micrograph demonstrated a uniform and homogeneous surface morphology. The chemistry of the prepared nanocomplexes was studied using TGA and TEM techniques. The effect of temperature on the prepared nanocomplexes’ size revealed a decrease in size by heating. Furthermore, the nanocomplexes’ antimicrobial and anticancer properties were evaluated. The outcomes demonstrated that the nanocomplexes exhibited better antimicrobial properties. Moreover, the antitumor results showed that after heating, the Ni nanocomplex exhibited a substantial antitumor activity (IC50 = 1.280 g/mL), which was higher than the activity of cis-platin (IC50 = 1.714 g/mL). Finally, molecular-docking studies were performed to understand the evaluated compounds’ ability to bind to methionine adenosyl-transferases (PDB ID: 5A19) in liver cancer and COVID-19 main protease (PDB ID: 6lu7) cell-proteins. The findings reveal that [NiL2]·1.5H2O2 has a higher binding energy of −37.5 kcal/mol with (PDB ID: 5A19) cell protein.

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“…A signal at δ 10.61 ppm is due to the proton of the NH group [ 19 ]. The signals recorded between δ 7.24 and δ 7.91 ppm are characteristic of the aromatic protons [ 20 ].…”

Section: Resultsmentioning

confidence: 99%

“…A signal at δ 10.61 ppm is due to the proton of the NH group [19]. The signals recorded between δ 7.24 and δ 7.91 ppm are characteristic of the aromatic protons [20]. The chelation mode between the ligand and the metal ions may be established by comparing the complex IR spectra to those of the free ligand (Figure S2).…”

Section: H-nmrmentioning

confidence: 99%

Development of Novel Nano-Sized Imine Complexes Using Coriandrum sativum Extract: Structural Elucidation, Non-Isothermal Kinetic Study, Theoretical Investigation and Pharmaceutical Applications

Hosny,

El-Baki,

El-Wahab

et al. 2023

IJMS

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“…After 24 h, yellow crystals of HL were formed. The Schiff base ligand was characterized by 1 H-NMR, FT-IR, elemental analysis and single-crystal X-ray diffraction [81]…”

Section: Synthesis Of Schiff Base Ligand [Hl]mentioning

confidence: 99%

“…The FT-IR spectra of complex (1) and nano-complex (2) are shown in Figure 1. The FT-IR spectrum of the free Schiff base ligand [HL] exhibits a band in 1620 cm -1 due to ν (C=N) azomethine and a band at the 1161 cm -1 is assigned to the ν (C-O) phenolic group [81]. These bands have been shifted to lower frequencies for both complex (1) and nano-complex (2), at 1596 cm -1 and in the region of 1146 to 1147 cm -1 respectively, which indicates that both compounds are formed by the coordination of the nitrogen and oxygen atoms of [HL] to the metal ion.…”

Section: Ft-ir Spectramentioning

confidence: 99%

Voltammetric sensor for determination of kojic acid in real samples using carbon paste electrode modified by [Fe(HL)2Cl2] nano-complex and ionic liquid

Fazli¹,

Torbati²

2022

J. Electrochem. Sci. Eng.

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A new mononuclear Fe(II) complex with the formula [Fe(HL)2Cl2] (1) (HL= N-(2-hydroxy-1-naphthylidene)-2-methyl aniline) was synthesized and characterized by Fourier transform infrared spectroscopy (FT-IR), UV–Vis and elemental analysis. The spectroscopy analyses revealed the two Schiff base ligands via oxygen and nitrogen atoms and two chloride atoms create an octahedral geometry. The nano-size of [Fe(HL)2Cl2] complex (2) was synthesized by the sonochemical process. Characterization of nano-complex (2) was carried out via X-ray powder diffraction (XRD), scanning electron microscopy (SEM), UV-Vis, FT-IR spectroscopy. The nano-complex (2) average size synthesized via the sonochemical method was approximately 52 nm. In this work, a simple sensor based on a carbon paste electrode modified with [Fe(HL)2Cl2] nano-complex and the ionic liquid - IL (1-Butyl-3-methylimidazolium hexafluorophosphate) was developed ([Fe(HL)2Cl2] nano-complex-IL/CPE) for convenient and fast electrochemical detection of kojic acid. The modified electrode considerably improves voltammetric sensitivity toward kojic acid compared to the bare electrode. Experimental conditions influencing the analytical performance of the modified electrode were optimized. Under optimal conditions, the oxidation peak current was proportional to kojic acid concentration in the range from 0.3 to 237.0 μM with a detection limit of 0.09±0.001 μM. The [Fe(HL)2Cl2] nano-complex-IL/CPE sensor was successfully applied for the highly sensitive determination of kojic acid in real samples with satisfactory results.

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“…The NH proton signal was observed at δ 10.61 ppm 38 . The aromatic proton signals of the H 2 L ligand were detected between δ 7.24 and 7.91 ppm 39 . The signal at δ 2.51 ppm for DMSO-d 6 37 .…”

mentioning

confidence: 99%

Synthesis of a new sulfadimidine Schiff base and their nano complexes as potential anti-COVID-19 and anti-cancer activity

Hosny

Ragab

El-Baki

2023

Sci Rep

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The primary objective of this study was to describe the cytotoxicity on HEPG-2 cells and to study the COVID‑19 activities of the novel H2L ligand and its Cr and Cu nano-complexes. As well as exploring the chemistry of the prepared nano-complexes. In this paper novel Schiff base, N-(4, 6-dimethyl pyrimidin-2-yl)-4-(((2-hydroxyl naphthalene-1-y l) methylene) amino) benzene—sulfonamidesulfonyl) amide has been synthesized. The novel Schiff base H2L is used to synthesize novel nano and micro-complexes with CrCl2.6H2O and CuCl2.2H2O. The prepared ligand and micro complexes were interpreted by different spectroscopic techniques. The nano-sized Cr and Cu complexes were synthesized in an environmentally friendly manner using Coriandrum sativum (CS) media extract in ethanol. The structure, morphologies and particle size of the nano-sized complexes were determined using FT-IR, TEM, and PXRD. The results showed that the nano-domain complexes are on the Sub-nano scale. Furthermore, using TGA, we studied the effect of heat on the size of newly prepared nano-complexes. Experimental data were supported by DFT calculations. The findings revealed that the metal complexes investigated are more stable than the free ligand H2L. The antitumor activity was examined before and after heating the nano-complexes at 200 °C. The results reveal the Cr nano complex, after heating, exhibited strong antitumor activity with IC50 value (3.349 μg/ml). The tested Cu nano-complex shows good DNA cleavage. The liver cancer and COVID19 proteins were examined using molecular docking to identify the potential binding energy of inhibitors.

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New Schiff base ligand N-(2-hydroxy-1-naphthylidene)-2-methyl aniline and its nano-sized copper(II) complex: synthesis, characterization, crystal structure and application as an electrochemical sensor of 2-phenylphenol in the presence of 4-chlorophenol

Cited by 5 publications

References 69 publications

Development of Novel Nano-Sized Imine Complexes Using Coriandrum sativum Extract: Structural Elucidation, Non-Isothermal Kinetic Study, Theoretical Investigation and Pharmaceutical Applications

Development of Novel Nano-Sized Imine Complexes Using Coriandrum sativum Extract: Structural Elucidation, Non-Isothermal Kinetic Study, Theoretical Investigation and Pharmaceutical Applications

Voltammetric sensor for determination of kojic acid in real samples using carbon paste electrode modified by [Fe(HL)2Cl2] nano-complex and ionic liquid

Synthesis of a new sulfadimidine Schiff base and their nano complexes as potential anti-COVID-19 and anti-cancer activity

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