Stability of Iron–Quercetin Complexes in Synthetic Wine under <i>In Vitro</i> Digestion Conditions

Escudero, Leticia Belén; Fusari, Cecilia M.; Altamirano, Jorgelina Cecilia; Camargo, Alejandra Beatríz; Wuilloud, Rodolfo G.

doi:10.1111/1750-3841.12584

Cited by 7 publications

(3 citation statements)

References 30 publications

(27 reference statements)

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“…Further information that supports this hypothesis is the fact that the quercetin–Fe complex is considerably stable in gastrointestinal conditions. Namely, it was shown in vitro, by mimicking conditions that occur in the stomach, that the recovery of quercetin–Fe complex is up to 45%, which supports the importance of chelation of iron by quercetin in the human body [106]. However, the precise place of iron chelation by quercetin is still uncertain.…”

Section: Plant Polyphenolsmentioning

confidence: 94%

Role of Dietary Flavonoids in Iron Homeostasis

Lesjak

Srai

2019

Pharmaceuticals

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Balancing systemic iron levels within narrow limits is critical for human health, as both iron deficiency and overload lead to serious disorders. There are no known physiologically controlled pathways to eliminate iron from the body and therefore iron homeostasis is maintained by modifying dietary iron absorption. Several dietary factors, such as flavonoids, are known to greatly affect iron absorption. Recent evidence suggests that flavonoids can affect iron status by regulating expression and activity of proteins involved the systemic regulation of iron metabolism and iron absorption. We provide an overview of the links between different dietary flavonoids and iron homeostasis together with the mechanism of flavonoids effect on iron metabolism. In addition, we also discuss the clinical relevance of state-of-the-art knowledge regarding therapeutic potential that flavonoids may have for conditions that are low in iron such as anaemia or iron overload diseases.

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Section: Plant Polyphenolsmentioning

confidence: 94%

Role of Dietary Flavonoids in Iron Homeostasis

Lesjak

Srai

2019

Pharmaceuticals

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“…The cancer preventive and therapeutic effects of quercetin have been demonstrated through in vitro as well as in vivo experimental findings [ 21 , 22 ]. As depicted in Scheme 1 , Que consists of three phenolic rings (A, B, and C rings); it has three available sites for metal chelation including ortho-dihydroxyl (catechol) group of the B ring (site A), 5-hydroxy-4-keto group (site B), and 3-hydroxy-4-keto group (site C), since both hydroxyl and keto groups of Que have the ability to form metal complexes [ 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 ]. Interestingly, it was observed that some biological properties of quercetin such as antioxidant, antibacterial, and antitumor activities, change with metal chelation.…”

Section: Introductionmentioning

confidence: 99%

A Review on Coordination Properties of Al(III) and Fe(III) toward Natural Antioxidant Molecules: Experimental and Theoretical Insights

et al. 2021

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This review focuses on the ability of some natural antioxidant molecules (i.e., hydroxycinnamic acids, coumarin-3-carboxylic acid, quercetin, luteolin and curcumin) to form Al(III)- and Fe(III)-complexes with the aim of evaluating the coordination properties from a combined experimental and theoretical point of view. Despite the contributions of previous studies on the chemical properties and biological activity of these metal complexes involving such natural antioxidants, further detailed relationships between the structure and properties are still required. In this context, the investigation on the coordination properties of Al(III) and Fe(III) toward these natural antioxidant molecules might deserve high interest to design water soluble molecule-based metal carriers that can improve the metal’s intake and/or its removal in living organisms.

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“…The theory is supported by direct experimental evidence, [14,15] as well as the study of polyphenol binding to iron(II) and other heavy metals. [16][17][18][19][20][21] Analogous mechanism was also proposed for copper(I) / copper(II) system, but it proved less efficient than the already mentioned. [22,23] There is yet no general regression model (QSAR or QSPR) for the activity and physicochemical properties of polyphenols, despite many models with various molecular descriptors were tried.…”

Section: Introductionmentioning

confidence: 99%

Modelling of Protective Mechanism of Iron(II)-polyphenol Binding with OH-related Molecular Descriptors

Miličević

Raos

2016

Croat. Chem. Acta

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Abstract:The linear models for the calculation of pIC50, pKa1 and Epa for 12 polyphenolic compounds (catechins, flavonols, catechol and gallol derivatives) were developed. As descriptors we used the number of vicinal (Nv) and non-vicinal (Nnv) OH groups, as well as the number of OH vicinal pairs as possible Fe 2+ chelate sites (Nch). The models gave r ˃ 0.9 and standard errors of 0.13, 0.26 and 0.04 for pIC50, pKa1 and Epa, respectively. For modelling of pIC50, Nch is better variable than Nv, and vice versa for modelling of pKa1 and Epa. This result, along with good correlations between pIC50, pKa1 and Epa, suggests two effects for antioxidative activity of polyphenols; their reaction(s) with OH and prevention of Fenton reaction by Fe 2+ chelation.

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Stability of Iron–Quercetin Complexes in Synthetic Wine under In Vitro Digestion Conditions

Abstract: This work reveals the chemical stability of Fe3+–quercetin complexes in synthetic wines after an in vitro gastrointestinal digestion. The knowledge of this process would be useful to understand the bioavailability of these compounds.

Cited by 7 publications

References 30 publications

Role of Dietary Flavonoids in Iron Homeostasis

Role of Dietary Flavonoids in Iron Homeostasis

A Review on Coordination Properties of Al(III) and Fe(III) toward Natural Antioxidant Molecules: Experimental and Theoretical Insights

Modelling of Protective Mechanism of Iron(II)-polyphenol Binding with OH-related Molecular Descriptors

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