Comparison of the free radical scavenger activities of quercetin and rutin — An experimental and theoretical study

2004 ◽  
Vol 82 (12) ◽  
pp. 1668-1673 ◽  
Author(s):  
Carolina Aliaga ◽  
Eduardo A Lissi

Natural radical scavengers have recently received considerable interest owing to the role of free radicals in causing oxidative stress in living organisms. Flavonoids constitute one of the most important families of molecules with antioxidant activities, a characteristic associated with the presence in their structure of hydroxyl groups bound to aromatic rings. Quercetin is a potent antioxidant whose high reactivity could be associated with the presence of the OH group in the C ring. To address the role of this group in quercetin's free radical scavenging capacity, we have carried out experimental determinations and theoretical calculations regarding the reactivity of quercetin and rutin. The reactivity of both compounds towards free radicals was assessed employing the radical anion 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonate) and peroxyl radicals. These measurements indicate that quercetin is more reactive and has more reactive centers than rutin, suggesting that the extra OH group located in the C ring could directly contribute to reactivity of quercetin. This conclusion is in agreement with the evaluation of local reactivity indexes, such as the Fukui function.Key words: quercetin, rutin, antioxidant activity, ABTS•–, peroxyl radicals, Fukui function, local reactivity index.

2012 ◽  
Vol 1 (10) ◽  
pp. 79 ◽  
Author(s):  
G. Raja* ◽  
Ivvala Anand Shaker ◽  
Inampudi Sailaja ◽  
R. Swaminathan ◽  
S. Saleem Basha ◽  
...  

Natural antioxidants can protect the human body from free radicals and retard the progress of many chronic diseases as well as lipid oxidative rancidity in foods. The role of antioxidants has protected effect against free radical damage that may cause many diseases including cancer. Primary sources of naturally occurring antioxidants are known as whole grains, fruits, and vegetables. Several studies suggest that regular consumption of nuts, mostly walnuts, may have beneficial effects against oxidative stress mediated diseases such as cardiovascular disease and cancer. The role of antioxidants has attracted much interest with respect to their protective effect against free radical damage that may cause many diseases including cancer. Juglans regia L. (walnut) contains antioxidant compounds, which are thought to contribute to their biological properties. Polyphenols, flavonoids and flavonols concentrations and antioxidant activity of Leaves, Stems and Nuts extract of Juglans regia L. as evaluated using DPPH, ABTS, Nitric acid, hydroxyl and superoxide radical scavenging activity, lipid peroxidation and total oxidation activity were determined. The antioxidant activities of Leaves, Stems and Nuts extract of Juglans regia L. were concentration dependent in different experimental models and it was observed that free radicals were scavenged by the test compounds in all the models.


2002 ◽  
Vol 88 (6) ◽  
pp. 2909-2918 ◽  
Author(s):  
Richard Kovács ◽  
Sebastian Schuchmann ◽  
Siegrun Gabriel ◽  
Oliver Kann ◽  
Julianna Kardos ◽  
...  

Generation of free radicals may have a key role in the nerve cell damage induced by prolonged or frequently recurring convulsions (status epilepticus). Mitochondrial function may also be altered due to production of free radicals during seizures. We therefore studied changes in field potentials (fp) together with measurements of extracellular, intracellular, and intramitochondrial calcium concentration ([Ca2+]e, [Ca2+]i, and [Ca2+]m, respectively), mitochondrial membrane potential (ΔΨ), NAD(P)H auto-fluorescence, and dihydroethidium (HEt) fluorescence in hippocampal slice cultures by means of simultaneous electrophysiological and microfluorimetric measurements. As reported previously, each seizure-like event (SLE) resulted in mitochondrial depolarization associated with a delayed rise in oxidation of HEt to ethidum, presumably indicating ROS production. We show here that repeated SLEs led to a decline in intracellular and intramitochondrial Ca2+ signals despite unaltered Ca2+ influx. Also, mitochondrial depolarization and the NAD(P)H signal became smaller during recurring SLEs. By contrast, the ethidium fluorescence rises remained constant or even increased from SLE to SLE. After about 15 SLEs, activity changed to continuous afterdischarges with steady depolarization of mitochondrial membranes. Staining with a cell death marker, propidium iodide, indicated widespread cell damage after 2 h of recurring SLEs. The free radical scavenger, α-tocopherol, protected the slice cultures against this damage and also reduced the ongoing impairment of NAD(P)H production. These findings suggest involvement of reactive oxygen species (ROS) of mitochondrial origin in the epileptic cell damage and that free radical scavenging may prevent status epilepticus–induced cell loss.


1984 ◽  
Vol 62 (12) ◽  
pp. 2943-2949 ◽  
Author(s):  
Ya'acov Y. Leshem

In senescence physiology, experimental data indicate causative relationships among cytokinin, lipoxygenation, anti-oxidation, and lipid-associated free radical scavenging. During both normal and induced senescence, there is a rise in lipoxygenase (LOX) which catalyzes the oxidation of polyunsaturated fatty acids containing the cis, cis-1,4-pentadiene configuration. These include linoleic and linolenic acids, which are of common occurrence in plants and inter alia may be situated in membranal phospholipids. Lipoxygenation causes the production of free radicals such as the superoxide, fatty acid, and peroxy species. Cytokinin (CK) lowers LOX and superoxide dismutase activities significantly in senescing foliage and is mimicked by the endogenous lipid antioxidant, α-tocopherol (vitamin E), in its chlorophyll-retaining and LOX-lowering effects. Further experimentation indicated that CK interaction with free radicals may occur in two ways, (i) CK may act as a direct free radical scavenger by virtue of the fact that the hydrogens of the α-carbon atom in the amine bond can be extracted, resulting in the formation of an amide: [Formula: see text][Formula: see text] (this mechanism may also, in part, explain polyamine effects), (ii) CK may serve as an incipient preventative of free radical formation by inhibiting oxidation of plant purine compounds, which at certain stages of breakdown release superoxide and hydroxyl free radicals. This effect is probably associated with a lowering of substrate affinity for xanthine oxidase. This assumption is further borne out by similar senescence-retarding effects of selective xanthine oxidase inhibitors such as allopurinol. These observations collectively indicate that prevention of free radical formation and (or) their direct scavenging should be included in the multifactorial antisencscence mode of action of cytokinin.


2007 ◽  
Vol 27 (6) ◽  
pp. 299-320 ◽  
Author(s):  
Deepa S. Maharaj ◽  
Beverley D. Glass ◽  
Santy Daya

The fact that the full extent of the function of the pineal gland has not yet been elucidated, has stimulated melatonin research worldwide. This review introduces melatonin's mechanism of action, direct and indirect antioxidant actions as well as the antioxidant properties of its metabolites, 6-hydroxymelatonin (6-OHM) and N-acetyl-N-formyl-5-methoxykynurenamine (AFMK). At present the mechanism of action is proposed to be receptor-, protein- and nonprotein-mediated. From its popular role in the treatment of jetlag, melatonin is now implicated in the reduction of oxidative stess, both as a free radical scavenger and antioxidant. Melatonin's direct scavenging action in respect of the following will be discussed: superoxide anions, hydrogen peroxide, hydroxyl radicals, singlet oxygen, peroxy radicals and nitric oxide/peroxy nitrite anions. In addition melatonin also possesses indirect antioxidant activity and the role of its metabolites, AFMK and 6-OHM will be presented. It is these free radical scavenging and antioxidant properties of melatonin that has shifted the focus from that of merely strengthening circadian rhythms to that of neuroprotectant: a new place in therapy.


RSC Advances ◽  
2016 ◽  
Vol 6 (63) ◽  
pp. 57948-57955 ◽  
Author(s):  
E. Fuentes-Lemus ◽  
E. Dorta ◽  
E. Escobar ◽  
A. Aspée ◽  
E. Pino ◽  
...  

When AAPH is employed as a free radical source, at low concentrations of free, peptide and protein Trp residues, the oxidation is mostly induced by alkoxyl radicals. However, at high concentrations, both peroxyl and alkoxyl radicals are involved.


2020 ◽  
Vol 10 (01) ◽  
pp. e104-e109
Author(s):  
Antonio Molina-Carballo ◽  
Antonio Emilio Jerez-Calero ◽  
Antonio Muñoz-Hoyos

AbstractMelatonin, produced in every cell that possesses mitochondria, acts as an endogenous free radical scavenger, and improves energetic metabolism and immune function, by complex molecular crosstalk with other intracellular compounds. There is greatly increasing evidence regarding beneficial effects of acute and chronic administration of high melatonin doses, in infectious, developmental, and degenerative pathologies, as an endothelial cell and every cell protectant.


1998 ◽  
Vol 76 (7) ◽  
pp. 1064-1069 ◽  
Author(s):  
X -Z Zhang ◽  
R C Francis ◽  
D B Dutton ◽  
R T Hill

Peracetic acid (Pa) is now being used for totally chlorine-free delignification and bleaching of wood pulps. During the process, metals desorb from the pulp fibers into the aqueous solution. Of the relevant metals in bleaching systems, cobalt(II) and vanadium(V) are the most potent in wastefully decomposing Pa to O2. In the present study, radical scavenging by N,N'-(5-nitro-1,3-phenylene)-bisglutaramide (GAMID) indicates that free-radical mechanisms are operative. Kinetic data support a free-radical decomposition mechanism previously described for Co(II). A similar type of mechanism, involving VO(OH)2(aq) and VO(OH)3(aq), is postulated to partially explain catalysis by vanadium.Key words: peracetic acid, peroxymonosulfuric acid, transition metals, free radicals, acetoxy radical, peracetoxy radical.


1993 ◽  
Vol 4 (6) ◽  
pp. 1327-1336
Author(s):  
F X Dai ◽  
A Diederich ◽  
J Skopec ◽  
D Diederich

The vasoactive responses of renal arteries from diabetic and control rats were compared in vitro in arteriograph assemblies. Diabetes was established by an iv injection of streptozotocin (55 mg/kg) in Wistar-Kyoto rats. Endothelium-dependent relaxations mediated by nitric oxide (EDNO) were impaired in arteries from the diabetic rats; the impairment in endothelial function increased with duration of the diabetic state. After 6 and 16 wk, the concentrations of acetylcholine required to produce 50% relaxation of norepinephrine preconstriction were 3.2 and 25 microM for arteries from diabetic rats and 0.4 microM in control arteries, representing 8- and 62-fold decreases in sensitivity to the endothelium-dependent vasodilator in the diabetic arteries. After 6 wk of diabetes, renal arteries also became 20-fold less sensitive to relaxation induced by histamine, another agonist that induces EDNO-mediated relaxations. The inhibition of EDNO production with L-NG-nitroarginine produced greater impairments in acetylcholine relaxations in arteries from diabetic rats than from control rats. Relaxations in response to acetylcholine were impaired in arteries from diabetic rats because of increased production of factors that opposed the vasorelaxant effects of EDNO, rather than from decreased production of EDNO. Pretreatment of the diabetic arteries with the hydroxyl radical scavenger dimethylthiourea normalized relaxations in response to acetylcholine. The blockade of prostaglandin H2-thromboxane A2 receptors with SQ 29548 also improved relaxations in response to acetylcholine in diabetic arteries. These data indicate that endothelial dysfunction in the renal arteries of diabetic rats may be mediated by the increased production of free radicals and of prostaglandin endoperoxides, which oppose the vasorelaxant effects of EDNO.


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