Electroanalytical Oxidation of<i>p</i>‐Coumaric Acid

Janeiro, Patricia; Novak, Ivana; Šeruga, Marijan; Oliveira‐Brett, Ana Maria

doi:10.1080/00032710701672822

Cited by 36 publications

(44 citation statements)

References 23 publications

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“…The electrochemistry of this selected series of synthesized coumarinnaphthalene-stilbene hybrids (6)(7)(8)(9)(10) showed that the difference in the position of the hydroxyl substituents have only a slightly effect upon the electroactivity of the selected coumarins.…”

Section: Discussionmentioning

confidence: 97%

“…The phenol group is irreversibly oxidised in compounds 6, 7, 8, and 10, and the catechol group is reversibly oxidised in compound 9. The oxidation products of the coumarin-naphthalene-stilbene hybrids (6)(7)(8)(9)(10) The monohydroxylated compounds 6-8, irreversible pH-dependent oxidation process, occurs with one electron and one proton transfer, following the phenol oxidation mechanism [43]. Compound 6, with the para position to the hydroxyl group occupied, formed a single oxidation product corresponding to a catechol moiety, Scheme 3.…”

Section: Discussionmentioning

confidence: 99%

“…To a solution of the corresponding 3-(methoxyphenyl)benzo[f]coumarin (1)(2)(3)(4)(5) (0.50 mmol) in acetic acid (5 mL) and acetic anhydride (5 mL) at 0 ºC, hydriodic acid 57% (10 mL) was added dropwise. The mixture was stirred, under reflux, for 3 h. The solvent was evaporated under vacuum and the dry residue was purified by CH 3 CN crystallization to give the corresponding 3-(hydroxyphenyl)benzo[f]coumarins (6)(7)(8)(9)(10) in yields between 60-67% in this last reaction, Scheme 2. …”

Section: General Procedures For the Synthesis Of 3-(hydroxyphenyl)benmentioning

confidence: 99%

“…The dependence of the phenol derivatives oxidation potential on solution pH has been studied thoroughly for different classes of polyphenols [5][6][7][8][9][10][11], for the evaluation of the antioxidant capacity of several polyphenols and their mixtures [12], and for the understanding of their reaction mechanisms.…”

Section: Introductionmentioning

confidence: 99%

“…Their electrochemical oxidation behaviour was investigated for a wide range of solution conditions, using a glassy carbon electrode and cyclic, differential and square wave voltammetry, at different pH, and the results will play a crucial role in understanding coumarin derivatives antioxidant activity. (6)(7)(8)(9)(10) The aim was to study and compare one derivative with a catechol group (3',4'-OH derivative) and another one presenting no contiguous OH groups (3',5'-OH derivative). Both precursors (2',5'-dimethoxy and 3',5'-dimethoxy derivatives) being commercially available on Aldrich.…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

Synthesis and electrochemical study of new 3-(hydroxyphenyl)benzo[f]coumarins

Matos

Janeiro

Santana

et al. 2014

Journal of Electroanalytical Chemistry

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Section: Discussionmentioning

confidence: 97%

Section: Discussionmentioning

confidence: 99%

Section: General Procedures For the Synthesis Of 3-(hydroxyphenyl)benmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Synthesis and electrochemical study of new 3-(hydroxyphenyl)benzo[f]coumarins

Matos

Janeiro

Santana

et al. 2014

Journal of Electroanalytical Chemistry

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Electrochemical Study of Phenolic Compounds as Enhancers in Laccase‐Catalyzed Oxidative Reactions

2009

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Sixteen phenolic compounds, twelve of which derived from lignin, were evaluated as potential mediators for laccaseassisted bleaching of pulp. The electrochemical behavior of these phenols, alone and in the presence of the lignin model compound veratryl alcohol, was studied by means of cyclic voltammetry. All phenolic compounds showed catalytic effect on the veratryl alcohol electrochemical oxidation. However, they could not be considered as mediators, since their oxidation products are not stable and regeneration of their reduced forms was not observed. The redox potentials of the phenolic compounds seem to have a negligible effect on their catalytic efficiency, supporting a H-abstraction oxidation mechanism. This mechanism was also confirmed by electrochemical studies of 2,4,6-trimethylphenol in acetonitrile and in the presence of benzyl alcohols.

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Fast, Simple and Sensitive Determination of Coumaric Acid in Fruit Juice Samples by Magnetite Nanoparticles‐zeolitic Imidazolate Framework Material

Şenocak

2020

Electroanalysis

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In this work, magnetic iron nanoparticle (Fe 3 O 4) was functionalized a zeolitic imidalozate framework (ZIF-4) material by co-precipitation process to provide a magnetic hybrid nanomaterial, viz. Fe 3 O 4 @ZIF-4. The structural characterization was performed different spectroscopic, thermal and microscopic techniques. Moreover, voltammetric sensor properties of Fe 3 O 4 @ZIF-4 nanohybrid material for determination of p-coumaric acid (CA) were performed by differential pulse (DPV) and cyclic voltammetry (CV). A reliable and selective electroanalytical method exhibited for the detection of CA. It was found that the deposition of Fe 3 O 4 @ZIF-4 nanohybrid on a glassy carbon electrode (GCE) brought about 2.3, 3.5 and 5.0 fold more sensitive than Fe 3 O 4 /GCE, ZIF-4/GCE and unmodified GCE responses to CA in Britton-Robinson (BÀ R) buffer solution (a pH of 4). The detection, quantification limits and linear range of CA were determined as 0.18, 0.60 μM and 0.50-12.00 μM. The stability, repeatability and selectivity of the suggested Fe 3 O 4 @ZIF-4 modified GCE sensor was fully investigated. In addition, an application of orange juices samples was performed on modified electrode for determination of CA, which was showed by a standard addition method with verifying of High Performance Liquid Chromatography (HPLC) analysis. Besides the ease of synthesis and low price, the suggested Fe 3 O 4 @ZIF-4/GCE sensor offers repeatability, selectivity, stability and easy to apply to real samples.

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Electroanalytical Oxidation ofp‐Coumaric Acid

Cited by 36 publications

References 23 publications

Synthesis and electrochemical study of new 3-(hydroxyphenyl)benzo[f]coumarins

Synthesis and electrochemical study of new 3-(hydroxyphenyl)benzo[f]coumarins

Electrochemical Study of Phenolic Compounds as Enhancers in Laccase‐Catalyzed Oxidative Reactions

Fast, Simple and Sensitive Determination of Coumaric Acid in Fruit Juice Samples by Magnetite Nanoparticles‐zeolitic Imidazolate Framework Material

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