Experimental evidence that flavonoid metal complexes may act as mimics of superoxide dismutase

Kostyuk, Vladimir; Potapovich, Alla I.; Strigunova, E.N.; Kostyuk, Tatyana V.; Afanas’ev, Igor B.

doi:10.1016/j.abb.2004.06.008

Cited by 143 publications

(95 citation statements)

References 22 publications

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“…Indeed, ferric ions improve the antioxidant capacity of several catechols Moridani et al, 2003;Kostyuk et al, 2004;Mahal et al, 2005). In contrast, we also demonstrated that in the presence of Ca 2ϩ , mangiferin elicits mitochondrial permeability transition (MPT) through the arylation of thiol groups of mitochondrial proteins and proposed that mangiferin oxidation products, including quinone-types metabolites, rather than mangiferin itself, elicit this effect (Andreu et al, 2005a).…”

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confidence: 78%

Fe(III) Shifts the Mitochondria Permeability Transition-Eliciting Capacity of Mangiferin to Protection of Organelle

Pardo-Andreu¹,

Cavalheiro²,

Dorta³

et al. 2006

J Pharmacol Exp Ther

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Mangiferin acts as a strong antioxidant on mitochondria. However, when in the presence of Ca 2ϩ , mangiferin elicits mitochondrial permeability transition (MPT), as evidenced by cyclosporin A-sensitive mitochondrial swelling. We now provide evidence, by means of electrochemical and UV-visible spectroscopical analysis, that Fe(III) coordinates with mangiferin. The resulting mangiferin-Fe(III) complex does not elicit MPT and prevents MPT by scavenging reactive oxygen species. Indeed, the complex protects mitochondrial membrane protein thiols and glutathione from oxidation. Fe(III) also significantly increases the ability of mangiferin to scavenge the 2,2-diphenyl-1-picrylhydrazyl radical, as well as to display antioxidant activity toward antimycin A-induced H 2 O 2 production and t-butyl hydroperoxide-promoted membrane lipid peroxidation in mitochondria. We postulate that coordination with Fe(III) constitutes a potential protective mechanism toward the prooxidant action of mangiferin and other catechol-containing antioxidants regarding MPT induction. Potential therapeutic relevance of this finding for conditions of pathological iron overload is discussed.

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confidence: 78%

Fe(III) Shifts the Mitochondria Permeability Transition-Eliciting Capacity of Mangiferin to Protection of Organelle

Pardo-Andreu¹,

Cavalheiro²,

Dorta³

et al. 2006

J Pharmacol Exp Ther

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“…33 The reduced superoxide radical in cellular system is directly correlated with increased cellular antioxidant capabilities. 34,35 Glutathione peroxidase and glutathione system are powerful antioxidant systems that work together by converting toxic hydroperoxide molecules into water and alcohol. 28,36 Both rutin and isoquercitrin were potent glutathione stimulators in our study.…”

Section: Discussionmentioning

confidence: 99%

Protective effects of quercetin glycosides, rutin, and isoquercetrin against 6-hydroxydopamine (6-OHDA)-induced neurotoxicity in rat pheochromocytoma (PC-12) cells

Magalingam

Radhakrishnan

Haleagrahara

2015

Int J Immunopathol Pharmacol

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There is increasing evidence that free radicals induced oxidative stress is a major causative agent in the pathogenesis of neurodegenerative diseases, particularly Parkinson's disease. Quercetin glycosides, namely rutin and isoquercitrin, are flavonoid polyphenol compounds found ubiquitously in fruits and vegetables and have been known to possess antioxidant effects. This study was designed to compare the neuroprotective effects of quercetin glycosides rutin and isoquercitrin in 6-OHDA-induced rat pheochromocytoma (PC-12) cells. The results showed that both rutin and isoquercitrin significantly increased antioxidant enzymes, catalase, superoxide dismutase, glutathione peroxidase, and glutathione level that were attenuated by 6-OHDA in PC-12 cells. There was no significant difference in the activation of glutathione and glutathione peroxidase enzymes between rutin and isoquercitrin. These two glycosides were equally effective in suppressing lipid peroxidation in 6-OHDA-induced PC-12 cells as both compounds suppressed the malondialdehyde generation and prevented cell damage. In conclusion, quercetin glycosides rutin and isoquercetrin are having a significant neuroprotective effect against 6-OHDA toxicity in PC-12 cells.

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“…SOD catalyzes the dismutation of superoxide into oxygen and H2O2, presenting an important antioxidant defense in nearly all cells exposed to oxygen. As an antioxidant agent and an effective chelator of transition metal ions, 3,4-DHF reduces oxygen and nitrogen free radicals and inhibits the generation of primary oxygen radicals and subsequent chain oxidation [17].…”

Section: Discussionmentioning

confidence: 99%

3,4-Dihydroxyflavone Acts as an Antioxidant and Antiapoptotic Agent to Support Bovine Embryo Development In Vitro

Lee

Kim

Jeon

et al. 2011

Journal of Reproduction and Development

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Abstract. The effects of two antioxidants, superoxide dismutase (SOD) and the flavonoid 3,4-dihydroxyflavone (DHF), on bovine embryo development in vitro were examined. Blastocyst development, total cell and inner cell mass (ICM) numbers, intracellular levels of reactive oxygen species (ROS), apoptotic indices and gene expression levels were examined before and after treatment of day 2 bovine embryos (≥2-4 cells) with various concentrations of 3,4-DHF or SOD for 6 days. Statistical analysis was performed using analysis of variance, with significance defined at the P<0.05 level. SOD had no significant effect on bovine embryo development at any tested concentration (control, 32.8%; 300 U/ ml, 33.9%; 600 U/ml, 24.2%). In contrast, 10 μM 3,4-DHF promoted higher blastocyst development (39.3%) than any other concentration (control, 26.7%; 1 μM, 30.3%; 50 μM, 29.5%; 100 μM, 20.5%). Compared with 300 U/ml SOD, 10 μM 3,4-DHF resulted in significantly higher blastocyst development (44.2%) (control, 31.5%; SOD 300 U/ml, 33.6%). Treatment with 3,4-DHF increased the ICM cell number and reduced intracellular ROS production and apoptotic cell numbers. When O2 tension was decreased from 20% (high tension) to 5% (low tension), embryo development rates were doubled regardless of 3,4-DHF treatment. Under high O2 tension, 10 μM 3,4-DHF treatment may render bovine embryo development similar to a low O2 tension environment. The best blastocyst development was obtained under low O2 tension plus 10 μM 3,4-DHF treatment. The relative expression levels of antioxidant (MnSOD), antiapoptotic (Survivin, Bax inhibitor) and growth-related genes (IFN-τ, Glut-5) were significantly increased after 3,4-DHF treatment, while the expression levels of oxidant (Sox) and apoptotic genes (Caspase-3 and Bax) were reduced. These results suggest that 3,4-DHF may promote the in vitro development of bovine embryos through its antioxidant and antiapoptotic effects.

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Experimental evidence that flavonoid metal complexes may act as mimics of superoxide dismutase

Cited by 143 publications

References 22 publications

Fe(III) Shifts the Mitochondria Permeability Transition-Eliciting Capacity of Mangiferin to Protection of Organelle

Fe(III) Shifts the Mitochondria Permeability Transition-Eliciting Capacity of Mangiferin to Protection of Organelle

Protective effects of quercetin glycosides, rutin, and isoquercetrin against 6-hydroxydopamine (6-OHDA)-induced neurotoxicity in rat pheochromocytoma (PC-12) cells

3,4-Dihydroxyflavone Acts as an Antioxidant and Antiapoptotic Agent to Support Bovine Embryo Development In Vitro

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