The Role of Cyclodextrins in ORAC-Fluorescence Assays. Antioxidant Capacity of Tyrosol and Caffeic Acid with Hydroxypropyl-β-Cyclodextrin

García-Padial, M.; Martínez-Ohárriz, María Cristina; Navarro-Blasco, Í.; Zornoza, Arantza

doi:10.1021/jf403265b

Cited by 24 publications

(16 citation statements)

References 30 publications

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“…For example, Moore et al 43 noticed that randomly-methylated β-cyclodextrin could reduce the sensitivity of hydroxyl radical scavenging capacity (HOSC) measurements, since their experimental findings indicated the possibility of the • OH quenching of Me-β-CD. 43 García-Padial et al 44 pointed out that cyclodextrins may yield high blank values in the ORAC-FL antioxidant activity assay, and that intermolecular H-bonding between the cyclodextrin and the antioxidant it includes may attenuate the measured antioxidant activity. 44 It was found in this work that the complexed BC with β-CDs was a less effective antioxidant than free BC, considering the TEAC value of β-carotene in acetonated medium previously given as 3.10.…”

Section: Antioxidant Capacity Of Inclusion Complexesmentioning

confidence: 99%

“…43 García-Padial et al 44 pointed out that cyclodextrins may yield high blank values in the ORAC-FL antioxidant activity assay, and that intermolecular H-bonding between the cyclodextrin and the antioxidant it includes may attenuate the measured antioxidant activity. 44 It was found in this work that the complexed BC with β-CDs was a less effective antioxidant than free BC, considering the TEAC value of β-carotene in acetonated medium previously given as 3.10.…”

Section: Antioxidant Capacity Of Inclusion Complexesmentioning

confidence: 99%

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Modified Radical Scavenging and Antioxidant Activity Measurement of ²-Carotene with ²-Cyclodextrins Complexation in Aqueous Medium

et al. 2017

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In order to evaluate the antioxidant capacity/activity of β-carotene (BC) in aqueous media, we investigated the inclusion complexes of BC with methyl-β-cyclodextrin (Me-β-CD), 2-hydroxypropyl-β-cyclodextrin (HP-β-CD) and 2-hydroxyethyl-β-cyclodextrin (HE-β-CD) that enhance water solubility and chemical stability. The inclusion complexes (monitored by FTIR) exhibited higher solubility than free BC, and phase solubility studies showed a linear increase in the solubility with the Me-β-CD concentration. Cupric ion-reducing antioxidant capacity (CUPRAC), ABTS-persulfate, peroxyl and hydroxyl radical scavenging assays were applied. CD-complexed β-carotene exhibited less effective antioxidative and radical scavenging than free BC dissolved in acetone. β-Carotene showed the highest antioxidant capacity in the presence of HE-β-CD, and the lowest with Me-β-CD, probably due to the deeper and more hydrophobic cavity of the latter. We believe that this is the first report on devising simple spectrophotometric methods for the wholistic assessment of antioxidant activity/capacity, hydroxyl and peroxyl radical scavenging activity of β-carotene in aqueous solution with CDs.

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Section: Antioxidant Capacity Of Inclusion Complexesmentioning

confidence: 99%

Section: Antioxidant Capacity Of Inclusion Complexesmentioning

confidence: 99%

Modified Radical Scavenging and Antioxidant Activity Measurement of ²-Carotene with ²-Cyclodextrins Complexation in Aqueous Medium

et al. 2017

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“…On the other hand, hydrogen bonding could also greatly affect the antioxidant behaviour of the complexed polyphenols, because if there is extended intermolecular hydrogen bond development between the encapsulated and the host molecule, then radical scavenging is abrogated [22]. Such a claim was made for the apparent null effect of hydroxypropyl β-CD on caffeic acid antioxidant potency [23], where intramolecular hydrogen bond between the hydroxyl groups of the o-diphenol moiety would not allow for intermolecular interactions. On the basis of the above concepts, it could be supported that there might be a slower reaction for the OLL extract with DPPH in the presence of m-β-CD.…”

Section: Interactions With Ascorbic Acidmentioning

confidence: 99%

Effect of Methyl β-cyclodextrin on Radical Scavenging Kinetics of Olive Leaf Extracts and Interactions with Ascorbic Acid

2017

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Abstract:Olive leaf (OLL) extracts contain a high load of antioxidant polyphenols with significant pharmacological potency. In this study, the use of a novel natural deep eutectic solvent enabled the effective extraction of OLL polyphenols and their testing as radical scavengers, in the presence or absence of methyl β-cyclodextrin (m-β-CD), using descriptive kinetics. Testing was extended to include interactions with ascorbic acid-a natural powerful antioxidant-by implementing a response surface methodology. The kinetic study showed that m-β-CD may hinder the radical scavenging effect of OLL extracts, yielding lower stoichiometry upon reaction with the radical probe 2,2-diphenyl-1-picrylhydrazy (DPPH). The extension of the reaction time to determine the total stoichiometry confirmed this effect. As a further concurrence, the interactions of OLL extracts with ascorbic acid showed lower radical scavenging performance in the presence of m-β-CD. These results were discussed on the grounds of the role that m-β-CD may play in similar systems.

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“…Also, the antioxidant activity of kaempferol, quercetin, and myricetin increased upon complexation with HPβCD [32]. In the case of caffeic acid, a slight decrease in antioxidant activity has been observed upon complexation with HPβCD [33]. The opposite effect of HPβCD on the activity could be explained by the structure and the strength of the complexes formed [30,33,34].…”

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confidence: 99%

“…In the case of caffeic acid, a slight decrease in antioxidant activity has been observed upon complexation with HPβCD [33]. The opposite effect of HPβCD on the activity could be explained by the structure and the strength of the complexes formed [30,33,34]. Hydrogen atom transfer and electron transfer from the phenolic moiety to the radical are the most frequent oxidation mechanisms included in the antioxidant action of phenolic compounds [35].…”

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Therapeutic Potential of Hydroxypropyl-β-Cyclodextrin-Based Extract of Medicago sativa in the Treatment of Mucopolysaccharidoses

2016

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Mucopolysaccharidoses are inherited metabolic disorders resulting in the dysfunction of enzymes involved in the degradation of glycosaminoglycans, leading to severe clinical symptoms and a significantly shortened life span of patients. Flavonoids are recognized as glycosaminoglycan metabolism modulators, able to correct glycosaminoglycan cell storage. Therefore, the aim of this work was the development of an efficient and eco-friendly extraction process of phytochemicals from by simultaneous use of ultrasound extraction and hydroxypropyl--cyclodextrin complexation, and investigation of the potential of such an extract as a glycosaminoglycan metabolism modulator. The Box-Behnken design and response surface methodology were used in order to optimize the extraction process, considering hydroxypropyl--cyclodextrin concentration, ultrasonic power, and extraction time as the key parameters. The dependent variables included total phenolicand total flavonoid content, DPPH radical scavenging activity, and Fe chelating activity, due to the importance of oxidative stress in the pathology of mucopolysaccharidoses. The developed technology using hydroxypropyl--cyclodextrin led to more selective flavonoid extraction from than obtained either by the use of water or ethanol. The lyophilization of extracts resulted in products with high radical scavenging activity, suitable for further use. The application of 20 mM hydroxypropyl--cyclodextrin solution, 432 W ultrasonic power, and an extraction time of 45 min resulted in an extract with both the highest total flavonoid content and the lowest radical scavenging activity IC. This extract reduced the levels of glycosaminoglycans in skin fibroblasts of mucopolysaccharidose III patient in a dose-dependent manner. At concentrations of 3 and 6 µg/mL, the observed levels of glycosaminoglycans were reduced by 41.2 and 51.1 %, respectively, clearly demonstrating the validity of the selected approach.

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The Role of Cyclodextrins in ORAC-Fluorescence Assays. Antioxidant Capacity of Tyrosol and Caffeic Acid with Hydroxypropyl-β-Cyclodextrin

Cited by 24 publications

References 30 publications

Modified Radical Scavenging and Antioxidant Activity Measurement of ²-Carotene with ²-Cyclodextrins Complexation in Aqueous Medium

Modified Radical Scavenging and Antioxidant Activity Measurement of ²-Carotene with ²-Cyclodextrins Complexation in Aqueous Medium

Effect of Methyl β-cyclodextrin on Radical Scavenging Kinetics of Olive Leaf Extracts and Interactions with Ascorbic Acid

Therapeutic Potential of Hydroxypropyl-β-Cyclodextrin-Based Extract of Medicago sativa in the Treatment of Mucopolysaccharidoses

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