scholarly journals Comparison of Antioxidant Properties of a Conjugate of Taxifolin with Glyoxylic Acid and Selected Flavonoids

Antioxidants ◽  
2021 ◽  
Vol 10 (8) ◽  
pp. 1262
Author(s):  
Victoria S. Shubina ◽  
Victoria I. Kozina ◽  
Yuri V. Shatalin

It is known that flavonoids can react with toxic carbonyl compounds in the process of the storage, aging, and digestion of flavonoid-rich foods and beverages. However, the effect of these reactions on the antioxidant properties of the polyphenolic fraction and the properties of the resulting products remain poorly studied. The aim of the present work was to study the antioxidant activity of quercetin, taxifolin, catechin, eriodictyol, hesperetin, naringenin and a product of the condensation of taxifolin with glyoxylic acid, as well as to reveal the structure–activity relationship of these polyphenols. It was found that flavonoids containing the catechol moiety exhibited higher antioxidant activity than hesperetin and naringenin. The product showed the highest hydrogen peroxide scavenging activity, a lower metal-reducing and a higher iron-binding ability than catechol-containing flavonoids, and a lipid peroxidation inhibitory activity comparable with that of taxifolin. Thus, the condensation of flavonoids with toxic carbonyl compounds might lead to the formation of products exhibiting high antioxidant activity. Meanwhile, the conditions under which parent flavonoids and their products exhibit the maximal antioxidant activity may differ. The data suggest that the antioxidant profile of the polyphenolic fraction and bioavailability of polyphenols, carbonyl compounds, and metal ions may change when these reactions occur.

2021 ◽  
Author(s):  
Zhengrong Wu ◽  
Peng Chen ◽  
Ying-Qian Liu

Abstract A series of gallic acid hydrazones were designed and synthesized as new potential anti-oxidant agents. Most of these compounds are potent antioxidants. The strongest compounds are 11 and 15 (EC50: 6.42 μg·mL−1, 6.86 μg·mL−1, DPPH) and (EC50: 12.85μg·mL−1, 12.49μg·mL−1ABTS), more potent than the positive control Trolox. Furthermore, the promising compounds 11 and 15 exhibited very low cytotoxic activity against HEK293 cell (IC50 >56.4 µM). The SAR study revealed that the pattern of hydroxyl, methoxy and methyl substituents on the gallic hydrazones framework can increase the antioxidant properties of the prototype compounds. Moreover, the results also showed that the activity increased with the number of the groups and increased following hydroxyl > methoxy > methyl. Overall, the present study suggests that the designed compounds may serve as lead molecules for developing novel anti-oxidative agents in food industry.


2021 ◽  
Vol 11 (6) ◽  
pp. 42-51
Author(s):  
Kazi Layla Khaled ◽  
Rukshana Irani

The rapidly growing civilization and economy need the judicious usage of floral and faunal heritage. Acacia nilotica (Family: Fabaceae) is a beneficial plant species and each part of it exhibits numerous biological and pharmacological effects. The gum exudates of Acacia nilotica trees are underutilized plant products that can be explored for their potential as a therapeutic and curative agent. Its nutritional composition, interaction with anti-nutritional factors and antioxidants can determine its utility as a food. The present investigation was aimed to estimate the anti-nutritional factors and antioxidant activity of Acacia nilotica gum. It also focused on establishing a relationship of the obtained data with the ethnomedicinal and pharmacological properties claimed in the literature. The analysis was carried out using standard methods and protocols involving spectrophotometric and gravimetric principles. The anti-nutritional components like tannin, trypsin inhibitor, phytate, oxalate, total saponin, steroidal saponins, alkaloid content of Acacia nilotica gum was found to be 0.2369±0.0354 g tannic acid equivalent/100 g, 0.0108±0.0037 TIU/mg, 156.3333±9.4516 mg/100 g, 132.5±28.3152mg/100 g, 12.7183±6.7788 mg diosgenin equivalent /g, 0.0705±0.01 mg diosgenin equivalent /g, 0.1333±0.0577 g/100 g respectively. The amounts of total phenols and flavonoids was determined to be 8.0033±2.7211 mg of gallic acid equivalent/g sample, 0.0458±0.0186 mg quercetin equivalent /g sample respectively with a significant DPPH Scavenging activity. The results indicate that the quantity of anti-nutritional factors in gum is within the range of the contents of anti-nutritional factors found in commonly consumed foods. The substantial presence of phenol, flavonoids and DPPH activity in the gum indicates the presence of high antioxidant properties. The presence of anti-nutritional factors and antioxidants in favourable levels can impart diverse physiological responses. The present study concluded that Acacia nilotica gum can be used as a nutritious food commodity with a plethora of recuperative activities.


2021 ◽  
Vol 11 (6) ◽  
pp. 42-51
Author(s):  
Layla Khaled Kazi ◽  
Rukshana Irani

The rapidly growing civilization and economy need the judicious usage of floral and faunal heritage. Acacia nilotica (Family: Fabaceae) is a beneficial plant species and each part of it exhibits numerous biological and pharmacological effects. The gum exudates of Acacia nilotica trees are underutilized plant products that can be explored for their potential as a therapeutic and curative agent. Its nutritional composition, interaction with anti-nutritional factors and antioxidants can determine its utility as a food. The present investigation was aimed to estimate the anti-nutritional factors and antioxidant activity of Acacia nilotica gum. It also focused on establishing a relationship of the obtained data with the ethnomedicinal and pharmacological properties claimed in the literature. The analysis was carried out using standard methods and protocols involving spectrophotometric and gravimetric principles. The anti-nutritional components like tannin, trypsin inhibitor, phytate, oxalate, total saponin, steroidal saponins, alkaloid content of Acacia nilotica gum was found to be 0.2369±0.0354 g tannic acid equivalent/100 g, 0.0108±0.0037 TIU/mg, 156.3333±9.4516 mg/100 g, 132.5±28.3152mg/100 g, 12.7183±6.7788 mg diosgenin equivalent /g, 0.0705±0.01 mg diosgenin equivalent /g, 0.1333±0.0577 g/100 g respectively. The amounts of total phenols and flavonoids was determined to be 8.0033±2.7211 mg of gallic acid equivalent/g sample, 0.0458±0.0186 mg quercetin equivalent /g sample respectively with a significant DPPH Scavenging activity. The results indicate that the quantity of anti-nutritional factors in gum is within the range of the contents of anti-nutritional factors found in commonly consumed foods. The substantial presence of phenol, flavonoids and DPPH activity in the gum indicates the presence of high antioxidant properties. The presence of anti-nutritional factors and antioxidants in favourable levels can impart diverse physiological responses. The present study concluded that Acacia nilotica gum can be used as a nutritious food commodity with a plethora of recuperative activities.


Foods ◽  
2020 ◽  
Vol 9 (9) ◽  
pp. 1167
Author(s):  
Marek Szołtysik ◽  
Alicja Z. Kucharska ◽  
Anna Sokół-Łętowska ◽  
Anna Dąbrowska ◽  
Łukasz Bobak ◽  
...  

The aim of the study was to evaluate the effect of purified extract from Rosa spinosissima fruits on the quality characteristics and antioxidant properties of yoghurt. The extract, added to yoghurt at a concentration of 0.1% and 0.2%, contained high quantities of phenolic compounds and exhibited high antioxidant activity due to the presence of anthocyanins flavan-3-ols, flavonols and ellagitannins. Yoghurt physicochemical properties, microbiology and antioxidant properties were evaluated after 1, 7 and 14 days of storage at a temperature of 4 °C. The data revealed a positive influence of rose preparation on yoghurt’s microflora and on its other properties. The highest count of traditional yoghurt microflora was observed in samples with 0.2% of extract. Its addition had a positive effect on the yoghurts’ color, giving them a characteristic pink color of an intensity dependent on additive concentration. It also significantly affected the yoghurts’ antioxidant properties, which were stable during storage, as well as the content of the introduced phenolic compounds.


2013 ◽  
Vol 12 (06) ◽  
pp. 1350058 ◽  
Author(s):  
DAVOOD FARMANZADEH ◽  
MEYSAM NAJAFI

In this work, the antioxidant properties of the series of 10 aminothiazol hydroxyl coumarin derivatives have been investigated with DFT/B3LYP method. For these antioxidants all reaction enthalpies related to HAT, SPLET, SET-PT mechanisms were calculated in the gas phase and polar solvents. Based on calculated reaction enthalpies (BDE, IP and PA values) the derivations 2, 3 and 4 have the highest antioxidant activity among the studied compounds. Calculated results show that derivations 7, 5 and 6 have the lowest antioxidant activity. The observed theoretical trends for antioxidant activities of studied compounds were similar to trends of previous experimental studies that OH50, TAC50, IC50, CE50 values have been used as a benchmark for measuring the antioxidant properties of these compounds. These results can be useful in synthesis of novel aminothiazol hydroxycoumarin derivatives with high antioxidant activity. Calculated results show that BDE, PA and IP values of studied derivations have linear dependence with structure parameters such as R( O – H ), q( O ) and E HOMO . These observed linear dependences can be useful in synthesis of novel aminothiazol hydroxyl coumarin derivatives with high antioxidant activity. For studied compounds, results indicated that the SPLET and HAT mechanisms represent the thermodynamically preferred mechanism both, in solvent and the gas phase.


2017 ◽  
Vol 63 (1) ◽  
pp. 75-80 ◽  
Author(s):  
N.B. Chesnokova ◽  
O.V. Beznos ◽  
N.A. Lozinskaya ◽  
M.S. Volkova ◽  
E.V. Zaryanova ◽  
...  

Melatonin is a pineal hormone that has a capacity to lower intraocular pressure; it exhibits neuroprotective and antioxidant properties that make it possible to use melatonin in the therapy of glaucoma. Analogs of melatonin having affinity to melatonin receptors are promising candidates for application as antiglaucomatous drugs. Chemical modification of the melatonin structure can in-crease efficiency, bioavailability and selectivity of these analogs. We have designed and synthe-sized a number of new 2-oxindole derivatives – ligands of melatonin MT3 subtype receptors that displayed ability to lower intraocular pressure in normotensive rabbits and high antioxidant activity against hydroxyl radical and superoxide anion-radical. The antioxidant activity of new ligands was several times higher than one of melatonin that makes them prospective therapeutic tools for the diseases that include oxidative stress. The maximal hypotensive effect of analogs was comparable to that of melatonin itself but prolonged. Combination of these properties gives an opportunity of using the presented melatonin analogs in complex therapy of glaucoma.


2020 ◽  
Vol 4 (Supplement_2) ◽  
pp. 398-398
Author(s):  
Varun Gopinatth ◽  
Elaine Ballinger ◽  
Jung Kwon

Abstract Objectives DNA is easily degraded by reactive oxygen and nitrogen species, and once damaged can cause significant biological problems. Endogenous mechanisms exist to neutralize reactive oxygen species, but nutritional antioxidants provide extra protection against cellular damage. There is interest in identifying antioxidant peptide nutraceuticals that can provide health benefits when included in diets. Current research identifies antioxidant peptides from natural sources but often stops short of examining mechanisms for activity. An antioxidant peptide (APTBP) was previously characterized from tuna backbone protein. This study investigates the structure-activity relationship of APTBP to identify how the specific peptide sequence contributes to the antioxidant activity. Better understanding of the mechanism of antioxidant peptides can provide insight into future screens and combine with predictive software to identify potential antioxidative sequences from protein sources of interest. Methods Peptide array was synthesized by Thermo Fisher. Modifications were chosen in broad categories with possible mechanistic impact including altering the peptide PI, disrupting the secondary structure, increasing or decreasing hydrophobicity, and increasing aromaticity. The array was tested for activity based on the ability to scavenge ABTS free radical. Results APTBP analogs without hydrophilic, and aromatic residues showed significant loss of activity, up to 76.8%. Notably, substitution of a single tryptophan on either terminal end of the peptide resulted in up to 63.1% increased activity, while substitution of tryptophan on both ends decreased activity by 10.3%. Conclusions The antioxidant activity of APTBP is likely the result of a delicate interplay between amino acids in the peptide, but tryptophan residues had an important impact on activity. Tryptophan has an indole side chain, and is a non-polar, aromatic amino acid. The antioxidant activity of ABTBP is significantly linked to the presence of tryptophan, indicating that aromaticity and electron sharing contributes majorly to the ability of ABTBP to scavenge free radicals. The results from this study can help in future research that aims to identify other potential antioxidant peptides as well as ways to increase antioxidant activity of existing peptides. Funding Sources OSU Honors College.


1995 ◽  
Vol 50 (7-8) ◽  
pp. 552-560 ◽  
Author(s):  
María Carmen Montesinos ◽  
Amalia Ubeda ◽  
María Carmen Terencio ◽  
Miguel Payá ◽  
María José Alcaraz

Abstract A number of free radical generating systems were used to investigate the antioxidant properties and structure-activity relationships of a series of monohydroxylated and dihydrox­ylated flavones. Ortho-dihydroxylated flavones showed the highest inhibitory activity on en­ zymic and non-enzymic microsomal lipid peroxidation as well as on peroxyl radical scaveng­ing. Most flavones were weak scavengers of hydroxyl radical, while ortho-dihydroxylated flavones interacted with superoxide anion generated by an enzymic system or by human neutrophils. This series of compounds did not exert cytotoxic effects on these cells. Scaveng­ing of superoxide and peroxyl radicals may determ ine the antioxidant properties of these active flavones.


Foods ◽  
2022 ◽  
Vol 11 (1) ◽  
pp. 110
Author(s):  
Wei-Nan Wang ◽  
Tao Li ◽  
Yi Li ◽  
Ying Zhang ◽  
Hua-Lian Wu ◽  
...  

Botryococcus braunii, a prestigious energy microalga, has recently received widespread attention because it can secrete large amounts of exopolysaccharides (EPS) with potential applications in food, cosmetics, and nutraceuticals. Unfortunately, the insufficiency of research on the bioactivity and structure–activity relationship of B. braunii EPS has impeded the downstream applications. In the present study, alcohol precipitation, deproteinization, and DEAE-cellulose column chromatography were used to extract and purify B. braunii SCS-1905 EPS. It was found that B. braunii SCS-1905 EPS were high-molecular-weight heteropolysaccharides containing uronic acid (7.43–8.83%), protein (2.30–4.04%), and sulfate groups (1.52–1.95%). Additionally, the EPS primarily comprised galactose (52.34–54.12%), glucose (34.60–35.53%), arabinose (9.41–10.32%), and minor amounts of fucose (1.80–1.99%), with the presence of a pyranose ring linked by a β-configurational glycosidic bond. Notably, the antioxidant activity of crude exopolysaccharides (CEPS) was stronger, and the half maximal inhibitory concentration (IC50) for ABTS and hydroxyl radicals was significantly lower than that of deproteinized exopolysaccharides (DEPS). Overall, this study indicated a potential application of B. braunii SCS-1905 EPS as a natural antioxidant. In summary, B. braunii EPS could be used as a potential feedstock for the production of antioxidant health foods.


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