Iron(III)–salen ion catalyzed s-oxidation of l-cysteine and s-alkyl-l-cysteines by H2O2: Spectral, kinetic and electrochemical study

Karuppasamy, P.; Thiruppathi, Dharmaraj; Ganesan, Muniyandi; Rajendran, Thangamuthu; Rajagopal, Seenivasan; Sivasubramanian, Veluchamy Kamaraj

doi:10.1016/j.poly.2018.11.019

Cited by 10 publications

(4 citation statements)

References 92 publications

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“…Synthesis of [Fe(salen)Cl]. 74 N′-Bis(2-hydroxylphenyl)-o-phenylenediamine (0.0632 g, 0.2 mmol), dissolved in 10 mL of acetonitrile, was added dropwise to a solution of FeCl 3 •6H 2 O (0.054 g, 0.2 mmol), dissolved in 10 mL of methanol with stirring. The solution presented violet-black color, which was stirred for 1 h at room temperature and filtered.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Efficient Electrocatalytic Water Oxidation by Fe(salen)–MOF Composite: Effect of Modified Microenvironment

et al. 2019

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An efficient and robust heterogeneous electrocatalyst, FSWZ-8 ((Fe-(salen)(OH) + H 4 [SiW 12 O 40 ]•HCl)@ZIF-8) for oxygen evolution reaction (OER) at the neutral pH, was developed by coencapsulation of Fe-salen (i.e., Fe(salen)Cl) and SiW 12 (i.e., H 4 [SiW 12 O 40 ]) inside the cavity of zeolitic imidazolate framework-8 (ZIF-8) material by an in situ synthesis. Here ZIF-8 functions as a host, Fe-salen as the active catalyst, and SiW 12 helps in the charge transport by lowering the overall electrical resistance of the resulting composite system. High turnover frequency (∼5 s −1 ) and high Faradaic efficiency (∼94%) make the concerned composite an efficient catalyst toward water oxidation. This is the first report of one of the simplest known metal complexes, Fe-salen, to perfrom electrocatalytic OER as a heterogeneous catalyst in the neutral pH. This work also highlights the benefits of coencapsulation of the Keggin polyoxometalate (POM) along with the active catalyst Fe-salen species. Encapsulation of SiW 12 results in (i) faster formation of FSWZ-8 composite, (ii) higher loading of Fe-salen, and, most importantly, (iii) lowering of required overpotential for electrochemical OER by more than 150 mV. The Keggin POMs, located as discrete molecular oxides inside the cavity of ZIF-8 as well as on the surface of ZIF-8, facilitate electrical charge conduction in the ZIF-8 matrix and lower the overall charge-transfer resistance.

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Section: ■ Experimental Sectionmentioning

confidence: 99%

Efficient Electrocatalytic Water Oxidation by Fe(salen)–MOF Composite: Effect of Modified Microenvironment

et al. 2019

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“…Salen (S) is an excellent ligand that contains N 2 O 2 donor sites through which it readily binds to metal ions forming metal complexes with octahedral, tetrahedral, or square planar geometries [ 11 , 12 , 13 ]. The large numbers of studies on salen highlight its importance [ 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 ]. 8-Hydroxyquinoline (typically abbreviated to Q in its metal complexes) and its derivatives are found in plants and have also been prepared synthetically.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, DFT Calculations, Antiproliferative, Bactericidal Activity and Molecular Docking of Novel Mixed-Ligand Salen/8-Hydroxyquinoline Metal Complexes

et al. 2021

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Despite the common use of salens and hydroxyquinolines as therapeutic and bioactive agents, their metal complexes are still under development. Here, we report the synthesis of novel mixed-ligand metal complexes (MSQ) comprising salen (S), derived from (2,2′-{1,2-ethanediylbis[nitrilo(E) methylylidene]}diphenol, and 8-hydroxyquinoline (Q) with Co(II), Ni(II), Cd(II), Al(III), and La(III). The structures and properties of these MSQ metal complexes were investigated using molar conductivity, melting point, FTIR, 1H NMR, 13C NMR, UV–VIS, mass spectra, and thermal analysis. Quantum calculation, analytical, and experimental measurements seem to suggest the proposed structure of the compounds and its uncommon monobasic tridentate binding mode of salen via phenolic oxygen, azomethine group, and the NH group. The general molecular formula of MSQ metal complexes is [M(S)(Q)(H2O)] for M (II) = Co, Ni, and Cd or [M(S)(Q)(Cl)] and [M(S)(Q)(H2O)]Cl for M(III) = La and Al, respectively. Importantly, all prepared metal complexes were evaluated for their antimicrobial and anticancer activities. The metal complexes exhibited high cytotoxic potency against human breast cancer (MDA-MB231) and liver cancer (Hep-G2) cell lines. Among all MSQ metal complexes, CoSQ and LaSQ produced IC50 values (1.49 and 1.95 µM, respectively) that were comparable to that of cisplatin (1.55 µM) against Hep-G2 cells, whereas CdSQ and LaSQ had best potency against MDA-MB231 with IC50 values of 1.95 and 1.43 µM, respectively. Furthermore, the metal complexes exhibited significant antimicrobial activities against a wide spectrum of both Gram-positive and -negative bacterial and fungal strains. The antibacterial and antifungal efficacies for the MSQ metal complexes, the free S and Q ligands, and the standard drugs gentamycin and ketoconazole decreased in the order AlSQ > LaSQ > CdSQ > gentamycin > NiSQ > CoSQ > Q > S for antibacterial activity, and for antifungal activity followed the trend of LaSQ > AlSQ > CdSQ > ketoconazole > NiSQ > CoSQ > Q > S. Molecular docking studies were performed to investigate the binding of the synthesized compounds with breast cancer oxidoreductase (PDB ID: 3HB5). According to the data obtained, the most probable coordination geometry is octahedral for all the metal complexes. The molecular and electronic structures of the metal complexes were optimized theoretically, and their quantum chemical parameters were calculated. PXRD results for the Cd(II) and La(III) metal complexes indicated that they were crystalline in nature.

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“…L-cys exhibits Fe-reducing activity owing to the functional sulfhydryl group (-SH) (Lu et al 2020;Ramos et al 2020). Furthermore, L-cys can be adsorbed on the nZVI surface through amino, carboxyl and sulfydryl groups to generate L-cysteine-Fe complex (Karuppasamy et al 2010;Ye et al 2020). Meanwhile, the nZVI can be stabilized by L-cys thus decreasing the excitation state of the electron by forming Fe-S bond, which meant that the semiconducting material possesses delocalized electronics states close to the Fermi level (Bagbi et al 2017).…”

Section: Resultsmentioning

confidence: 99%

Application of recyclable nano zero-valent iron encapsulated L-cysteine catalytic cylinder product for degradation of BTEX in groundwater by persulfate oxidation

et al. 2021

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Benzene, toluene, ethylbenzene and xylene (BTEX) possess a negative impact on the environment and human being due to their highly toxic and carcinogenic properties. In this study, persulfate (PS) activated by nano zero-valent iron (nZVI) coupled with chelated L-cysteine (L-cys) process was investigated for BTEX degradation in contaminated groundwater. BTEX degradation had a significant acceleration and improvement with the removal from 62.7 to 100% along with the increasing dosage of L-cys from 0.12 to 0.27 M in 24 h. Further, the compact nZVI catalytic cylinder and nZVI encapsulated L-cys catalytic cylinder were successfully manufactured by encapsulating nZVI, and nZVI and L-cys together with additives of cement, river sand, stearic acid (SA) and zeolite. The SEM image, XRD patterns and FTIR spectra showed that the manufactured catalytic cylinder had a porous structure and encapsulated nZVI and L-cys successfully. Six successive cycles of BTEX degradation were completed and the degradation rate decreased gradually in each cycle. The catalytic activity of nZVI encapsulated L-cys catalytic cylinder was superior to nZVI catalytic cylinder in each cycle. The electron paramagnetic resonance (EPR) results indicated that HO• was the dominant active species in the BTEX degradation process. Benzoic acid (BA) scavenge experiments showed that L-cys could increase the yield of HO• in the PS/nZVI system. The HO• yields of PS/nZVI encapsulated L-cys catalytic cylinder system were 3.2 to 4.8 folds higher than those of PS/nZVI catalytic cylinder system. The possible mechanisms of PS activation by nZVI encapsulated L-cys catalytic cylinder were supposed. Homogeneous Fenton reaction and heterogeneous catalysis on the nZVI surface are two co-existence mechanisms in the PS/nZVI encapsulated L-cys catalytic cylinder system. The findings of this study provide new insights into the mechanism of nZVI encapsulated L-cys catalytic cylinder activating PS, showing its potential applications for the remediation of groundwater.

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Iron(III)–salen ion catalyzed s-oxidation of l-cysteine and s-alkyl-l-cysteines by H2O2: Spectral, kinetic and electrochemical study

Cited by 10 publications

References 92 publications

Efficient Electrocatalytic Water Oxidation by Fe(salen)–MOF Composite: Effect of Modified Microenvironment

Efficient Electrocatalytic Water Oxidation by Fe(salen)–MOF Composite: Effect of Modified Microenvironment

Synthesis, DFT Calculations, Antiproliferative, Bactericidal Activity and Molecular Docking of Novel Mixed-Ligand Salen/8-Hydroxyquinoline Metal Complexes

Application of recyclable nano zero-valent iron encapsulated L-cysteine catalytic cylinder product for degradation of BTEX in groundwater by persulfate oxidation

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