Solid State Electrochemical Behavior of Usnic Acid at a Glassy Carbon Electrode

Jorge, Salomão Dória; Pontinha, Ana Dora Rodrigues; Marques, M. P. M.; Oliveira-Brett, Ana Maria

doi:10.1080/00032711003653890

Cited by 7 publications

(2 citation statements)

References 21 publications

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“…The performance of the voltammetric techniques is purely affected by the characteristic feature of the working electrode material such as chemical and physical properties. An overview of the improvement in electroanalytical chemistry demonstrates that solid metal electrodes represent the most rapidly rising class of electrodes [Shetti et al 2009;Jorge et al 2010;Wudarska et al 2013]. Among all those electrodes, the utilization of glassy carbon electrode for the electrochemical measurements has increased in recent years as they provide good sensitivity, negligible porosity, and superior mechanical rigidity [Nayak and Shetti 2016].…”

Section: Introductionmentioning

confidence: 99%

Electrochemical oxidation of provitamin B5, d-panthenol and its analysis in spiked human urine

Nayak

Shetti

2016

J Anal Sci Technol

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Background: The behavior of biomolecules and the advancements in the electrochemical techniques play a tremendous role in the development of voltammetric sensors. Redox reactions of biologically active molecules can be studied by using different voltammetry techniques which guide us to understand the metabolic fact of the targeted drug. In the present work, we describe the electrochemical oxidation of D-panthenol (DP) by using a versatile glassy carbon electrode (GCE). Methods: Experimental section was carried out by using cyclic voltammetry and square wave voltammetry.

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Section: Introductionmentioning

confidence: 99%

Electrochemical oxidation of provitamin B5, d-panthenol and its analysis in spiked human urine

Nayak

Shetti

2016

J Anal Sci Technol

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“…Indeed these two phenols contribute to usnic acid’s redox potentials, in particular the one in para-position to the aromatic methyl ketone. [17a] Usnic acid has the property to decrease lipid peroxidation and to increase the activities of antioxidant enzymes such as glutathione and superoxide dismutase. [17b] Indeed, it behaves as a bi-functional anti-oxidant-pro-oxidant depending on its concentration, due to the formation of transient monoelectronic species.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a Potent Antimalarial Agent through Natural Products Conjugation

et al. 2013

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Three natural products have been assembled to obtain a new antimalarial hit. (+)-Usnic acid was used as scaffold to design and synthesize new products, that were tested on asexual development for P. falciparum and P. berghei. Among them, the ester of (+)-usnic acid-4-aminobutyric acid 14 with dihydroartemisinin shows considerable in vivo antimalarial activity against P. berghei in mice, similar to the synthetic drug artesunate. Compound 14 behaves as a delivery system for dihydroartemisinin and combine the effects of the endoperoxide with the redox properties of the phenolic portions of (+)-usnic acid.

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Electron Transfer Reaction Studies of Usnic Acid and Its Biosynthetic Precursor Methylphloroacetophenone

Mendes Hacke,

Vu,

Hardy

et al. 2024

Electrochemical Science Adv

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This study aims to investigate the electrochemical properties of usnic acid (UA), a secondary metabolite commonly biosynthesized by a variety of lichen species, and its biosynthetic precursor methylphloroacetophenone (MPA). During cyclic and differential pulse voltammetry, well‐defined anodic peaks were observed for UA and MPA in 0.04 M Britton–Robinson buffer solution (pH 5) containing 20% (v/v) acetonitrile. The absence of cathodic peaks during the reverse voltammetric scans revealed that both oxidation reactions are chemically irreversible. Scan rate studies demonstrate that UA oxidation is an adsorption‐controlled process, whereas the oxidation of MPA molecules occurs as a diffusion‐controlled process. For both molecules, the number of electrons transferred during the oxidation was calculated to be 3. Differential pulse voltammetry results demonstrate that the anodic peak for the two molecules is markedly influenced by the solution pH and the same numbers of protons and electrons are involved in the oxidation process of the molecules. Based on the evidence generated by the electrochemical studies, oxidation mechanisms are proposed for UA and MPA, which involves a two‐step electron loss with a hydration reaction taking place in between. This study provides an understanding of the bioactivity mechanisms of these two natural products.

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Solid State Electrochemical Behavior of Usnic Acid at a Glassy Carbon Electrode

Cited by 7 publications

References 21 publications

Electrochemical oxidation of provitamin B5, d-panthenol and its analysis in spiked human urine

Electrochemical oxidation of provitamin B5, d-panthenol and its analysis in spiked human urine

Synthesis of a Potent Antimalarial Agent through Natural Products Conjugation

Electron Transfer Reaction Studies of Usnic Acid and Its Biosynthetic Precursor Methylphloroacetophenone

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