A ferrocene-based multi-signaling sensor molecule functions as a molecular switch

Elanchezhian, Veeramuthu Stalin; Kandaswamy, M.

doi:10.1016/j.inoche.2008.11.027

Cited by 23 publications

(8 citation statements)

References 27 publications

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“…The RCE can be easily determined from corresponding difference between the oxidation potentials of the uncoordinated and coordinated host and is a very useful tool to evaluate and compare the redox-active ligands efficiency toward metal chelation. This relation can be reasonably applied to determine the RCE [35][36][37] since oneelectron exchange is sufficient for the dissociation of the complex as previously reported in the case of ferrocene-based chemosensors [38][39][40]. Very high values of RCE imply that the reaction is complete, which is observed for ACN, NM, and PC and not chelation attempted in DMF.…”

Section: Reaction Coupling Efficiencymentioning

confidence: 82%

Solvent Effects on the Electrochemical Behavior of TAPD-Based Redox-Responsive Probes for Cadmium(II)

Sahli

Bahri

Tapsoba

et al. 2014

International Journal of Electrochemistry

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Two tetralkylated phenylenediamines (TAPD) 1 and 2 have been prepared by reductive alkylation of para-dimethylaminoaniline with furfural or thiophene 2-carboxaldehyde, respectively. Their chelation ability has been evaluated as electrochemical guest-responsive chemosensors for Cd(II) in acetonitrile (ACN), dimethylformamide (DMF), propylene carbonate (PC), and nitromethane (NM). The voltamperometric studies showed that these compounds are able to bind the Cd(II) cation with strong affinities except in DMF. The redox features of the chemosensors changed drastically when they are bounded to Cd(II) to undergo important anodic potential peak shifts comprised between ca. 500 and ca. 900 mV depending on the solvent. The addition of ∼4-10% molar triflic acid (TfOH) was found to be necessary to achieve rapidly the cation chelation which is slow without the acid. The electrochemical investigations suggested the formation of 1 : 2 stoichiometry complexes [Cd(L) 2 ]2+ . The results are discussed in terms of solvent effects as a competitive electron donating ligand to the cation. The reaction coupling efficiency (RCE) values were determined and were also found to be solvent-dependent.

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Section: Reaction Coupling Efficiencymentioning

confidence: 82%

Solvent Effects on the Electrochemical Behavior of TAPD-Based Redox-Responsive Probes for Cadmium(II)

Sahli

Bahri

Tapsoba

et al. 2014

International Journal of Electrochemistry

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“…An observable shift of the n → π* band appeared more clearly in both PDBSFe and CPBSFe complexes than that in their corresponding ligands. This demonstrates changes upon lone pairs of electrons over donor atoms that were coordinated [ 30 ]. Moreover, the absorption band in the visible area was detected at 384, 440 nm, which is ascribed to the intraligand band of PDBS and CPBS compounds, respectively.…”

Section: Resultsmentioning

confidence: 99%

Fabrication, DFT Calculation, and Molecular Docking of Two Fe(III) Imine Chelates as Anti-COVID-19 and Pharmaceutical Drug Candidate

El‐Lateef

Khalaf

Shehata

et al. 2022

IJMS

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Two tetradentate dibasic chelating Schiff base iron (III) chelates were prepared from the reaction of 2,2′-((1E,1′E)-(1,2-phenylenebis(azanylylidene))bis(methanylylidene))bis(4-bromophenol) (PDBS) and 2,2′-((1E,1′E)-((4-chloro-1,2-phenylene)bis(azanylylidene))-bis(methanylylidene))bis(4-bromophenol) (CPBS) with Fe3+ ions. The prepared complexes were fully characterized with spectral and physicochemical tools such as IR, NMR, CHN analysis, TGA, UV-visible spectra, and magnetic moment measurements. Moreover, geometry optimizations for the synthesized ligands and complexes were conducted using the Gaussian09 program through the DFT approach, to find the best structures and key parameters. The prepared compounds were tested as antimicrobial agents against selected strains of bacteria and fungi. The results suggests that the CPBSFe complex has the highest activity, which is close to the reference. An MTT assay was used to screen the newly synthesized compounds against a variety of cell lines, including colon cancer cells, hepatic cellular carcinoma cells, and breast carcinoma cells. The results are expressed by IC50 value, in which the 48 µg/mL value of the CPBSFe complex indicates its success as a potential anticancer agent. The antioxidant behavior of the two imine chelates was studied by DPPH assay. All the tested imine complexes show potent antioxidant activity compared to the standard Vitamin C. Furthermore, the in vitro assay and the mechanism of binding and interaction efficiency of the tested samples with the receptor of COVID-19 core protease viral protein (PDB ID: 6lu7) and the receptor of Gram-negative bacteria (Escherichia coli, PDB ID: 1fj4) were investigated using molecular docking experiments.

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“…In addition, the absorption band observed within the region of 413–426 nm could be ascribed to the metal–ligand charge transfer (MLCT) process. [ 39 ] The weak d‐d transitions in the Schiff bases were observed within the region of 485–493 nm.…”

Section: Findings and Discussionmentioning

confidence: 99%

Development and structure elucidation of new VO²⁺, Mn²⁺, Zn²⁺, and Pd²⁺ complexes based on azomethine ferrocenyl ligand: DNA interaction, antimicrobial, antioxidant, anticancer activities, and molecular docking

Aljohani

Shehata

Alkhatib

et al. 2021

Applied Organom Chemis

103

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An organometallic azomethine ferrocenyl ligand (FCAP) and its transition metal complexes ([M (FCAP)2], where M = VO2+, Mn2+ cations, and [M (FCAP) (CH3COO− or NO3−)], where M = Zn2+ and Pd2+ cations) were prepared. Their structures were confirmed via various spectral and physicochemical studies performed. The crystallinity of the investigated metal chelates was confirmed by X‐ray diffraction data. The spectral data of the FCAP azomethine ligand and its metal chelates were explained concerning the structural changes due to complex formation. From the electronic spectra and the magnetic moments, the information about geometric structures can be concluded. The activation thermodynamic parameters of the thermal degradation for FCAP complexes were calculated utilizing the method of Coats–Redfern. in vitro antimicrobial, anticancer, and antioxidant activities of FCAP azomethine ligand and its complexes were screened. All the investigated metal chelates exhibited superiority on the free FCAP ligand in successful treatment. Moreover, the binding nature of the investigated complexes with calf thymus DNA (ctDNA) was examined by various methods such as spectrophotometry, viscosity, and, gel electrophoresis. Their binding feature to ctDNA was proposed to be electrostatic, intercalation, or replacement mode. Furthermore, molecular docking inspection has been conducted to clarify the nature of the binding and binding affinity of protein synthesized compounds (PDB:3hb5).

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A ferrocene-based multi-signaling sensor molecule functions as a molecular switch

Cited by 23 publications

References 27 publications

Solvent Effects on the Electrochemical Behavior of TAPD-Based Redox-Responsive Probes for Cadmium(II)

Solvent Effects on the Electrochemical Behavior of TAPD-Based Redox-Responsive Probes for Cadmium(II)

Fabrication, DFT Calculation, and Molecular Docking of Two Fe(III) Imine Chelates as Anti-COVID-19 and Pharmaceutical Drug Candidate

Development and structure elucidation of new VO²⁺, Mn²⁺, Zn²⁺, and Pd²⁺ complexes based on azomethine ferrocenyl ligand: DNA interaction, antimicrobial, antioxidant, anticancer activities, and molecular docking

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A ferrocene-based multi-signaling sensor molecule functions as a molecular switch

Cited by 23 publications

References 27 publications

Solvent Effects on the Electrochemical Behavior of TAPD-Based Redox-Responsive Probes for Cadmium(II)

Solvent Effects on the Electrochemical Behavior of TAPD-Based Redox-Responsive Probes for Cadmium(II)

Fabrication, DFT Calculation, and Molecular Docking of Two Fe(III) Imine Chelates as Anti-COVID-19 and Pharmaceutical Drug Candidate

Development and structure elucidation of new VO2+, Mn2+, Zn2+, and Pd2+ complexes based on azomethine ferrocenyl ligand: DNA interaction, antimicrobial, antioxidant, anticancer activities, and molecular docking

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Development and structure elucidation of new VO²⁺, Mn²⁺, Zn²⁺, and Pd²⁺ complexes based on azomethine ferrocenyl ligand: DNA interaction, antimicrobial, antioxidant, anticancer activities, and molecular docking