Synthesis, structure, magnetism, and hydrolase and catecholase activity of a new trinuclear copper(II) complex

Osório, Renata E. H. M. B.; Neves, Ademir; Camargo, Tiago P.; Mireski, Sandro Lucio; Bortoluzzi, Adaílton J.; Castellano, Eduardo E.; Haase, Wolfgang; Tomkowicz, Z.

doi:10.1016/j.ica.2015.06.023

Cited by 21 publications

(7 citation statements)

References 27 publications

(43 reference statements)

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“…The obtained value for the kinetic parameter is significantly higher than those reported for other dinuclear Cu II compounds containing acetate ligands, as well as for other copper(II) compounds . However, our k cat value is much lower than that found, for example, for the cationic compound [Cu 2 (H 2 L)(OH)(H 2 O)(NO 3 )](NO 3 ) 3 [L=2,6‐bis( N ‐ethylpiperazineiminomethyl)‐4‐methylphenolato], for which k cat was 540 min −1 , but the catalytic efficiency of this catalyst is shorter (2.35×10 5 m −1 min −1 ) than that observed for 1 (see above).…”

Section: Resultscontrasting

confidence: 77%

“…Such an enzyme has the ability to catalyze the oxidation of ortho ‐phenols to the appropriate ortho ‐quinones by molecular oxygen . The catecholase activity of various mono‐ and dicopper compounds, as well as that of copper clusters with different structural topologies, has been widely explored …”

Section: Introductionmentioning

confidence: 99%

“…[47][48][49] The catecholase activity of variousm ono-and dicopper compounds, as well as that of copperc lusters with differents tructural topologies, has been widely explored. [48][49][50][51][52][53][54][55][56][57][58][59] In this work, we aimed to pursue our interestsi nt he coordination chemistry of PTAa nd its derivatives, [5-10, 13, 25, 27, 60-63] chaining the aforementioned lines towards the following: 1) the synthesis and characterization of hydrosoluble transition-metal complexesc ontaining DAPTAo rD APTA = O, the coordination chemistry of which is virtually unexplored;2 )the understanding of the experimental conditions for the oxidation of DAPTAtoD APTA = O; 3) the study of the catalytic properties of the obtained copper(II) complex, [Cu II (m-CH 3 COO) 2 (kO-DAPTA = O)] 2 (1), towards the nitroaldol (Henry) reactiona nd the oxidation of alcohols in water as ar eactionm edium;4 )the study of the biomimetic behavior of this copperc omplex towards catechol oxidation.…”

Section: Introductionmentioning

confidence: 99%

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Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Mahmoud

Silva

Śliwa

et al. 2018

Chemistry An Asian Journal

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The reaction of 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane (DAPTA) with metal salts of Cu or Na /Ni under mild conditions led to the oxidized phosphane derivative 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-oxide (DAPTA=O) and to the first examples of metal complexes based on the DAPTA=O ligand, that is, [Cu (μ-CH COO) (κO-DAPTA=O)] (1) and [Na(1κOO';2κO-DAPTA=O)(MeOH)] (BPh ) (2). The catalytic activity of 1 was tested in the Henry reaction and for the aerobic 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)-mediated oxidation of benzyl alcohol. Compound 1 was also evaluated as a model system for the catechol oxidase enzyme by using 3,5-di-tert-butylcatechol as the substrate. The kinetic data fitted the Michaelis-Menten equation and enabled the obtainment of a rate constant for the catalytic reaction; this rate constant is among the highest obtained for this substrate with the use of dinuclear Cu complexes. DFT calculations discarded a bridging mode binding type of the substrate and suggested a mixed-valence Cu /Cu complex intermediate, in which the spin electron density is mostly concentrated at one of the Cu atoms and at the organic ligand.

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Section: Resultscontrasting

confidence: 77%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Mahmoud

Silva

Śliwa

et al. 2018

Chemistry An Asian Journal

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“…This can be explained on the basis of the higher affinity of sulfur to coordinate with copper ion, which enhances the efficiency of a catalyst. Moreover, the catalytic activity of previously reported catalysts has been compared with the current work which shows an advantage over previous work in terms of high k cat and aqueous solubility. ,,− …”

Section: Resultsmentioning

confidence: 91%

Metal–Organocatalyst for Detoxification of Phosphorothioate Pesticides: Demonstration of Acetylcholine Esterase Activity

Singh

Raj

Singh³

et al. 2019

Inorg. Chem.

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In recent years, transition metal complexes have been developed for catalytical degradation of a phosphate ester bond, particularly in RNA and DNA; however, less consideration has been given for development of complexes for the degradation of a phosphorothioate bond, as they are the foremost used pesticides in the environment and are toxic to human beings. In this context, we have developed copper complexes of benzimidazolium based ligands for catalytical degradation of a series of organophosphates (parathion, paraoxon, methyl-parathion) at ambient conditions. The copper complexes (assigned as N1−N3) were characterized using single X-ray crystallography which revealed that all three complexes are mononuclear and distorted square planner in geometry. Further, the solution state studies of the prepared complexes were carried out using UV− visible absorption, fluorescence spectroscopy, and cyclic voltametry. The complexes N1 and N2 have benzimidazolium ionic liquid as base attached with two 2-mercapto-benzimidazole pods, whereas complex N3 contains a nonionic ligand. The synthesized copper complexes were evaluated for their catalytic activity for degradation of organophosphates. It is interesting that the complex containing the ionic ligand efficiently degrades phosphorothioate pesticides, whereas complex N3 was not found to be appropriate for degradation due to a weaker conversion rate. The organophosphate degradation studies were monitored by recording absorbance spectra of parathion in the presence of catalyst, i.e., copper complexes with respect to time. The parathion was hydrolyzed into para-nitrophenol and diethyl thiophosphate. Moreover, to analyze the inhibition activity of the pesticides toward acetylcholine esterase enzyme in the presence of prepared metal complexes, Ellman's assay was performed and revealed that, within 20 min, the inhibition of acetylcholine esterase enzyme decreases by up to 13%.

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“…There are limited number of trinuclear copper systems reported in literature. 23 Comparison with those complexes shows that 1 is the best Collectively the system provides suitable situation for the enhanced catalytic activity.…”

Section: Electrochemistrymentioning

confidence: 99%

Tetranuclear Copper and Mononuclear Nickel Complex of the Schiff Base of (3Z)-3-Hydrazonobutan-2-One Oxime with Different Aromatic Carbonyl Compounds: Synthesis, Single Crystal X-Ray Structure, Catecholase Activity, Phenoxazinone Synthase Activity, Catalytic Study for the Homocoupling of Benzyl Amines

Sengupta

Khan²,

Chattopadhyay³

et al. 2019

Preprint

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Synthesis and characterisation of one trinuclear copper complex, ([Cu3L3O]ClO4) (1) and one nickel complex ([Ni(L'H)2(dmso)2](ClO4)2) (2) with Schiff base ligands: (3Z)-3-((Z)-(1-(thiophen-2-yl)ethylidene)hydrazono)butan-2-one oxime (LH) and 1-(pyridin-2-yl)ethylidene)hydrazono)butan-2-one oxime (L'H). 1 shows high catecholase activity and has also been tested as a catalyst for the synthesis of benzylimine. 2 shows phenoxazinone synthase activity.

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Synthesis, structure, magnetism, and hydrolase and catecholase activity of a new trinuclear copper(II) complex

Cited by 21 publications

References 27 publications

Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Metal–Organocatalyst for Detoxification of Phosphorothioate Pesticides: Demonstration of Acetylcholine Esterase Activity

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