scholarly journals Synthesis, Antioxidant activity and Structure-Activity Relationship of gallic hydrazones Analogues

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.

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.


2017 ◽  
Vol 2017 ◽  
pp. 1-7
Author(s):  
Aleksandra Wilczyńska ◽  
Joanna Newerli-Guz ◽  
Piotr Szweda

Bee honey is nutritious and has numerous health benefits, but its taste is for many people too bland. Honey with addition of spices could be important to the food industry as a functional product with positive health image and interesting taste. Such product would definitely meet health-driven consumers’ expectations. Therefore, the aim of this study was to evaluate the effect of addition of selected spices on sensory, antimicrobial, and antioxidant properties of honey. Results showed that the addition of spices significantly affected the taste and the smell of honey (p<0,05) and that honey with the cinnamon was the most desired and easily accepted product by the consumers. The addition of spices had no significant effect on texture and appearance. All tested samples showed the ability to inhibit the growth of bacteria and, contrary to the assumptions, the addition of spices did not cause an increase of antimicrobial activity. The results also showed that the kind and amount of added spice significantly affected the antioxidant activity: ability to scavenge free radicals and total phenolics content. The highest antioxidant activity revealed the honey with cinnamon and the lowest revealed the honey with cardamom addition.


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.


Antioxidants ◽  
2020 ◽  
Vol 9 (9) ◽  
pp. 782 ◽  
Author(s):  
Cédric Peyrot ◽  
Matthieu M. Mention ◽  
Fanny Brunissen ◽  
Florent Allais

In 2021, Hawaii will permanently ban the use and sale of octinoxate-based sunscreens as studies have shown serious impacts of such UV filters on the coral reef. This ban, which could be generalized to other countries, highlights the extreme need to offer alternative UV filters that are not only effective in terms of sun protection, but also healthy with regards to human health and the environment. In this context, a wide library of p-hydroxycinnamic esters deriving from naturally occurring sinapic acid has been synthesized using a Knoevenagel–Doebner condensation. The UV filtering activities as well as the antioxidant properties of these sinapic acid esters were then investigated. The results showed promising UVB protection and antioxidant efficacy. A Structure–Activity Relationship (SAR) study on the sinapic acid esters highlighted the need of a free phenol to, as expected, observe antioxidant activity, but also to obtain a higher intensity of protection. Moreover, the nature of the ester moiety also proved to be a key structural feature for the UV absorbance, as higher steric hindrance on the ester moiety leads to more active compounds. The judicious structural design of sinapic esters thus provides promising compounds combining UV protection and antioxidant activity.


2020 ◽  
Vol 8 (1) ◽  
pp. 91-97
Author(s):  
Barbara Kolodziej ◽  
Sugier Danuta ◽  
Luchowska Katarzyna

Our study tested 45 tea infusions classified into five groups (white, green, red, black, and other teas) for the content of total polyphenols and flavonoids, as well as antioxidant properties, by the FRAP and DPPH methods. We examined these parameters after prolongation of the brewing time from 10 to 30 min and overnight storage. The results showed that the capacity of the teas to bind free radicals was differentiated and the amount of anti-oxidant compounds depended on their nature. In terms of antioxidant activity and total polyphenol content, the tested tea types were ranked in the following order: white > green > black > red > other teas (yerba mate > rooibos). Our experiment demonstrated a positive correlation between the polyphenol content and antioxidant activity of the analyzed teas. Also, the DPPH antiradical efficiency was comparable to their ability to reduce ferric ions. The extended brewing time had a significant effect on the antioxidant activity of the infusions and the polyphenolic compounds analyzed therein. In contrast, storage of the infusions for 24 h at room temperature changed their antioxidant activity and affected the total polyphenol content.


Author(s):  
Esther Vidal Cascales ◽  
Domenico Prencipe ◽  
Claudia Nocentini ◽  
Reyes López Sánchez ◽  
José María Ros García

The characteristics and composition of hackberries (Celtis australis L.) from Mediterranean forests were stablished and compared to other fruits. Fresh hackberries were fractionated in peel (19.8%), flesh (49.7%) and stone (29.4%). A very high value of soluble solids (53.6 ºBrix) was found in the flesh. Chromatographic analysis indicated that the flesh soluble solids were mainly sucrose (12.8%), glucose (17.5%) and fructose (21.8%). An average antioxidant activity (FRAP) of 4000 μmol eq. Fe2+/100 g and a DPPH scavenging capacity (IC50) of 7 were found. The antioxidant properties are due to the content of phenolic compounds and flavonoids, 249 and 28 mg/100 g, respectively, in the flesh. The dietary fibre in the flesh was 18 g/100 g. The hackberries flesh cell wall is constituted by pectins (55.7%) and hemicelluloses (44.4%). According to these results, hackberry would be considered of great interest for its applications as sweeting agent with antioxidant, thickener and dietary properties, in the food industry.


Author(s):  
O. I. Dolmatova ◽  
K. A. Rudometkina

The assortment of butter in Russia traditionally contained anhydrous butter produced by the method of knocking cream. At present, butter is produced to a greater extent by the conversion of high-fat cream. On the shelves of stores, besides the sweetening and acidic oils, you can see butter butter with the addition of additional flavor components. Fito components have high antioxidant properties and are widely used in the food industry. Introduction to the product of this recipe ingredient allows you to enrich the product with valuable nutrients and increase the stability of the latter when stored. The recipe of oil of the acidic and phytocomponents containing high-fat cream, leaven, salt, cooked phytocomponents, vitamins, stabilizer, emulsifier is proposed. The phytocomponent composition includes a dry mixture of parsley, dill and porridge. It is of interest to study the antioxidant activity of phyto-components. The dried parts of the plants were shredded to a particle size of 2.5 ± 1.5 mm. Plant extracts were obtained by maceration using distilled water. The extracts were filtered before the study. An indicator of the antioxidant activity of the aqueous extract of phyto-components was determined – 0.271 mg / g. A comparison of the obtained results with known indices of other plants is carried out. As the objects of comparison took the most used herbs in the food industry: sweet, saffron, thyme, St. John's wort, chamomile chemist, melissa. It has been established that the mixture of dill, parsley and porridge meal has a high antioxidant index and minimal restrictions when used. The optimal dosage of the mixture of herbs is 1.0 – 1.5 % and food cooking salt – 1 % (indicator according to GOST 32899–2014 for greenery and their mixtures is 0.5 – 8.0 %, for sodium chloride – no more than 2 %) The technology of production of oxygen-containing oil with phytocomponents is developed. The indicators of its quality have been studied, the shelf life of the oil has been determined.


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.


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