scholarly journals Synthesis of Steryl Hydroxycinnamates to Enhance Antioxidant Activity of Rapeseed Oil and Emulsions

Materials ◽  
2020 ◽  
Vol 13 (20) ◽  
pp. 4536
Author(s):  
Dobrochna Rabiej-Kozioł ◽  
Marek P. Krzemiński ◽  
Aleksandra Szydłowska-Czerniak

In recent years, steryl esters have found potential applications in food, pharmaceutical and cosmetic industries. Therefore, three hydroxycinnamate steryl esters (HSEs): β-sitosteryl sinapate (β-SSA), β-sitosteryl caffeate (β-SCA), and β-sitosteryl ferulate (β-SFA) were synthesized by chemical approach and their antioxidant activity (AA) were analyzed by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azinobis-(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) assays. The values of inhibitory concentration (IC50) of each ester needed to inhibit 50% of the DPPH radical (IC50(DPPH) = 238.9, 78.3, 290.0 µmol/L for β-SSA, β-SCA, and β-SFA, respectively) and ABTS radical cation (IC50(ABTS) = 174.6, 106.7, 206.0 µmol/L for β-SSA, β-SCA, and β-SFA, respectively) were estimated and compared with antioxidant potential of phenolic acids. Moreover, the effect of HSEs addition in the concentrations range between 0.01% and 0.5% on the AA of refined rapeseed oil, mayonnaise and margarine was evaluated. Chemical structures of the synthesized HSEs and their concentrations strongly affect the AA of fat products. Oil and emulsions supplemented with higher concentrations of HSEs had significantly higher AA than control samples. Unfortunately, lower concentrations of HSEs (0.01% and 0.02%) did not increase the AA of fat products. However, steryl phenolates added in higher amounts can be considered as potential antioxidants delaying the oxidation processes of studied fats.

2019 ◽  
Vol 15 (4) ◽  
pp. 341-351 ◽  
Author(s):  
Ana P. Bettencourt ◽  
Marián Castro ◽  
João P. Silva ◽  
Francisco Fernandes ◽  
Olga P. Coutinho ◽  
...  

Background: Previous publications show that the addition of a phenolic antioxidant to an antifungal agent, considerably enhances the antifungal activity. Objective: Synthesis of novel compounds combining phenolic units with linear or cyclic nitrogencontaining organic molecules with antioxidant/antifungal activity using methodologies previously developed in the group. Methods: Several N- [1,2-dicyano-2- (arylidenamino) vinyl]-O-alkylformamidoximes 3 were synthesized and cyclized to 4,5-dicyano-N- (N´-alcoxyformimidoyl)-2-arylimidazoles 4 upon reflux in DMF, in the presence of manganese dioxide or to 6-cyano-8-arylpurines 5 when the reagent was refluxed in acetonitrile with an excess of triethylamine. These compounds were tested for their antioxidant activity by cyclic voltammetry, DPPH radical (DPPH•) assay and deoxyribose degradation assay. The minimum inhibitory concentration (MIC) of all compounds was evaluated against two yeast species, Saccharomyces cerevisiae and Candida albicans, and against bacteria Bacillus subtilis (Gram-positive) and Escherichia coli (Gram negative). Their cytotoxicity was evaluated in fibroblasts. Results: Among the synthetised compounds, five presented higher antioxidant activity than reference antioxidant Trolox and from these compounds, four presented antifungal activity without toxic effects in fibroblasts and bacteria. Conclusion: Four novel compounds presented dual antioxidant/antifungal activity at concentrations that are not toxic to bacteria and fibroblasts. The active molecules can be used as an inspiration for further studies in this area.


2014 ◽  
Vol 66 (4) ◽  
pp. 1379-1388 ◽  
Author(s):  
Ivan Milovanovic ◽  
Mirjana Stajic ◽  
Jasmina Cilerdzic ◽  
Tatjana Stanojkovic ◽  
Aleksandar Knezevic ◽  
...  

The goal of this study was the evaluation of antifungal, antioxidant and anticancer potentials of Pleurotus eryngii, P. ostreatus and P. pulmonarius mycelial extracts, and the influence of mycelium enrichment with selenium on these activities. Both Se-amended and non-amended extracts showed the same or similar minimal inhibitory concentration for 14 studied micromycetes, while a fungicidal effect was not noted, contrary to ketoconazole, which had inhibitory and fungicidal effects at very low concentrations. Se-non-amended extracts exhibited antioxidant activity, especially at higher concentrations. Selenium enrichment influenced activity, its effects decreasing in P. eryngii and P. pulmonarius, while in P. ostreatus no effect was noted. The DPPH? radical scavenging capacity of the extracts was in direct correlation with their phenol and flavonoid contents. Cytotoxic activity against both HeLa and LS174 cell lines was very low compared with cis-DDP. These features suggest that mycelium should be an object of intensive studies.


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.


2017 ◽  
Vol 12 (3) ◽  
pp. 1934578X1701200
Author(s):  
Habiba Daroui-Mokaddem ◽  
Ahmed Kabouche ◽  
Naima Boutaghane ◽  
Claude-Alain Calliste ◽  
Jean-Luc Duroux ◽  
...  

One new flavonol glycoside, patuletin-7- O-[6- O-caffeoyl-2- O-[(S)-3-hydroxyisobutanoyl]glucopyranoside] (astermaritimoside) (1) and four known flavonoids, patuletin-7- O-β-[-6- O-[( S)-3-hydroxyisobutanoyl]glucopyranoside] (2), patuletin-7- O-[6- O-caffeoylglucopyranoside] (3), patuletin-7- O-β-D-glucopyranoside (4) and quercetin-3- O-β-rutinoside (5) have been isolated from Asteriscus maritimus (L.) Less. Chemical structures were elucidated by mass spectrometric, and 1H NMR, 13C NMR, COSY, HMQC and HMBC spectroscopic techniques. The antioxidative effect was evaluated using an electronic spin resonance (ESR) method in order to visualize the inhibition of the DPPH radical. The n-butanol fraction was found to possess a remarkable antioxidant activity that was correlated with the total amount of phenolics. The isolated compounds exhibited good antioxidant activity.


2019 ◽  
Vol 17 (1) ◽  
pp. 823-830 ◽  
Author(s):  
Hatem A. Abuelizz ◽  
Hanan A.A. Taie ◽  
Mohamed Marzouk ◽  
Rashad Al-Salahi

AbstractA series of 2-methylthio-pyrido-triazolopyrimidines (1-17) were prepared by the reaction of dimethyl-N-cyanoimidodithiocarbonate with hydrazinopyridine carboxylic acid as starting reactants. Their chemical structures were affirmed with HREI-MS, IR and NMR analyses. The target compounds (1-17) were evaluated for their antioxidant activity using 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging, ferric reduction antioxidant power (FRAP) and reducing power capability (RPC). The results revealed that some pyrido-triazolopyrimidines showed good activity as antioxidant agents, in particular, compounds 12 and 15 were found to possess good antioxidant activity. Butylated hydroxyl toluene (BHT) was used as reference drug.


1970 ◽  
Vol 7 (2) ◽  
pp. 1-5
Author(s):  
Kadriyani Jambak ◽  
Marline Nainggolan ◽  
Aminah Dalimunthe

Objectives: The current investigation was conducted to examine the secondary metabolites content of sikkam (Bischofia javanica BLUME) stem bark. Antioxidant activity of the ethanolic extract and n-hexane fraction of sikkam stem bark were also evaluated. Design: The design of this study was quantitative experimental, where quantitative antioxidant activity was tested by using the DPPH radical scavaging method and measured using a UV-Vis spectrophotometer. Interventions: the variable that was intervened in this study was the concentration of extract used. Main outcome measures: The main measurement carried out in this study is the absorbance value of DPPH which is converted into a 50 inhibitory concentration value (IC50). Results: Simplicia and ethanolic extract of sikkam stem bark exhibited secondary metabolites content of flavonoids, glycosides, tannins and triterpenoids. Ethanolic extract of sikkam stem bark (EESSB) and n-hexane fraction of sikkam stem bark (NHFSSB), exhibited very strong antioxidant activity with an IC50 of 12,248 µg/mL and 39,622 µg/mL. Conclusion: The sikkam stem bark had contained flavonoids, glycosides, tannins, triterpenoid, and had a very strong antioxidant activity, where EESSB had a stronger activity than NHFSSB. Keywords: Bischofia javanica, stem bark, antioxidant, secondary metabolites


Author(s):  
Yasemin Karafakıoglu

Taxus species in different parts of the world prevent the formation of hepatoprotective, anticoagulant, antiulcerogenic, anti-coagulant, antifungal and tumour cells. In this study, biological activity studies were performed on the leaves, branches and fruits of the methanol extract of Taxus baccata L. species collected from Sivaslı district of Uşak province. The methanol extract of the T.baccata species, the total amount of phenolic content of the sample was found to be 14.76 mg GAEQ/1g dry sample in the highest leaves. In T.baccata methanol extract, the maximum amount of flavonoid content was 0.468±mg QE/g dry sample. Antioxidant activity value as DPPH radical; % inhibition value was found as 93.21%. Based on the results; It can be concluded that the leaves of T.baccata have higher antioxidant activity than fruits and branches. Future studies need to explore the chemical components contained in the T.baccata species to determine and investigate in further detail.


2020 ◽  
Vol 04 ◽  
Author(s):  
A. Guillermo Bracamonte

: Graphene as Organic material showed special attention due to their electronic and conductive properties. Moreover, its highly conjugated chemical structures and relative easy modification permitted varied design and control of targeted properties and applications. In addition, this Nanomaterial accompanied with pseudo Electromagnetic fields permitted photonics, electronics and Quantum interactions with their surrounding that generated new materials properties. In this context, this short Review, intends to discuss many of these studies related with new materials based on graphene for light and electronic interactions, conductions, and new modes of non-classical light generation. It should be highlighted that these new materials and metamaterials are currently in progress. For this reason it was showed and discussed some representative examples from Fundamental Research with Potential Applications as well as for their incorporations to real Advanced devices and miniaturized instrumentation. In this way, it was proposed this Special issue entitled “Design and synthesis of Hybrids Graphene based Metamaterials”, in order to open and share the knowledge of the Current State of the Art in this Multidisciplinary field.


2012 ◽  
Vol 2012 ◽  
pp. 1-5 ◽  
Author(s):  
Shixin Deng ◽  
Brett J. West ◽  
'Afa K. Palu ◽  
C. Jarakae Jensen

Noni blossoms have a long history of medicinal uses in tropical areas. This study was conducted to investigate the major phytochemical components, toxicological properties, and antioxidant activity of noni blossoms. An HPLC-PDA method was developed and validated for the identification and quantification of major components. The major phytochemicals were iridoid glycosides, deacetylasperulosidic acid and asperulosidic acid, and flavonoids, quercetin-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside and kaempferol-3-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside, each present at 3.764, 3.576, 1.513, and 3.096 mg/g, respectively. The aqueous extract of noni blossoms, at 500 μg/mL, exhibited greater antioxidant activity in the 2,2-diphenylpicrylhydrazyl radical scavenging assay than green tea (88.11 ± 0.01% versus 76.60 ± 0.05%). A primary DNA damage test in E. coli PQ37 (SOS-chromotest) and a twenty-four hour brine shrimp toxicity test did not reveal any genotoxic or cytotoxic activity. These results provide a useful reference for the identification of noni blossoms as well as preliminary evaluation of safety and efficacy. Further evaluation of the potential applications of noni blossoms is warranted.


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