Antioxidant Activity of Melanoidins from Different Sugar/Amino Acid Model Systems: Influence of the Enantiomer Type

2009 ◽  
Vol 15 (3) ◽  
pp. 291-297 ◽  
Author(s):  
Ji-Sang Kim ◽  
Young-Soon Lee

The effect of amino acid enantiomers on the antioxidant activity of melanoidins was examined. For this purpose, antioxidant activities were evaluated on the basis of ferric reducing/antioxidant power (FRAP) and free radical scavenging activity including 1, 1-diphenyl-2-picryl-hydrazil (DPPH) and 2, 2'-azinobis (3-ethylbenothiazoline-6-sulfonic acid), diammonium salt (ABTS) and ferrous ion chelating activity. Ethylene diamine tetraacetate and trolox, a water-soluble analog of tocopherol, were used as the reference antioxidant compounds. Melanoidins formed from D-isomers were found to be effective antioxidants in different in vitro assays with regard to the ferrous ion chelating activity, ABTS and DPPH radical scavenging activities, and FRAP. In particular, the antioxidant activities of melanoidins formed from fructose systems were higher than those of melanoidins formed from glucose systems. In addition, the results showed that melanoidins formed from D-isomers had antioxidant activities, similar to those of melanoidins formed from L-isomers.

2020 ◽  
Vol 16 ◽  
Author(s):  
Benedetta Bocchini ◽  
Bruna Goldani ◽  
Fernanda S.S. Sousa ◽  
Paloma T. Birmann ◽  
Cesar A. Brüning ◽  
...  

Background: Quinoline derivatives have been attracted much attention in drug discovery and synthetic derivatives of these scaffolds present a range of pharmacological activities. Therefore, organoselenium compounds are valuable scaffolds in organic synthesis because their pharmacological activities and their use as versatile building blocks for regio-, chemio-and stereoselective reactions. Thus, the synthesis of selenium-containing quinolines has great significance, and their applicability range from simple antioxidant agents, to selective DNA-binding and photocleaving agents. Objective: In the present study we describe the synthesis and antioxidant activity in vitro of new 7-chloroN(arylselanyl)quinolin-4-amines 5 by the reaction of 4,7-dichloroquinoline 4 with (arylselanyl)-amines 3. Methods: For the synthesis of 7-chloro-N(arylselanyl)quinolin-4-amines 5, we performed the reaction of (arylselanyl)- amines 3 with 4,7-dichloroquinoline 4 in the presence of Et3N at 120 °C in a sealed tube. The antioxidant activities of the compounds 5 were evaluated by the following in vitro assays: 2,2- diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, 2,2-azinobis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS), ferric ion reducing antioxidant power (FRAP), nitric oxide (NO) scavenging and superoxide dismutase-like activity (SOD-Like). Results: 7-Chloro-N(arylselanyl)quinolin-4-amines 5a-d has been synthesized in yields ranging from 68% to 82% by the reaction of 4,7-dichloroquinoline 4 with arylselanyl-amines 3a-d using Et3N as base, at 120 °C, in a sealed tube for 24 hours and tolerates different substituents, such as -OMe and -Cl, in the arylselanyl moiety. The obtained compounds 5a-d presented significant results with respect to the antioxidant potential, which had effect in the tests of inhibition of radical’s DPPH, ABTS+ and NO, as well as in the test that evaluates the capacity (FRAP) and in the superoxide dismutase-like activity assay (SOD-Like). It is worth mentioning that 7-chloro-N(arylselanyl)quinolin-4-amine 5b presented excellent results, demonstrating a better antioxidant capacity when compared to the others. Conclusion: According to the obtained results 7-chloro-N(arylselanyl)quinolin-4-amines 5 were synthesized in good yields by the reaction of 4,7-dichloroquinoline with arylselanyl-amines and tolerates different substituents in the arylselanyl moiety. The tested compounds presented significant antioxidant potential in the tests of inhibition of DPPH, ABTS+ and NO radicals, as well as in the FRAP and superoxide dismutase-like activity assays (SOD-Like).


2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Sushil Kumar Middha ◽  
Talambedu Usha ◽  
Veena Pande

This study revealed polyphenolic content, nutritive content, antioxidant activity, and phenolic profile of methanol and aqueous extracts ofPunica granatumpeel extract. For this, extracts were screened for possible antioxidant activities by free radical scavenging activity (DPPH), hydrogen peroxide scavenging activity and ferric-reducing antioxidant power (FRAP) assays. The total phenolics and flavonoid recovered by methanolic (MPE) and the water extract (AQPE) were ranged from 185 ± 12.45 to 298.00 ± 24.86 mg GAE (gallic acid equivalents)/gm and 23.05 ± 1.54 to 49.8 ± 2.14 quercetin (QE) mg/g, respectively. The EC50of herbal extracts ranged from 100 µg/ml (0.38 quercetin equivalents), for AQPE, 168 µg/ml (0.80 quercetin equivalents), for MPE. The phenolic profile in the methanolic extracts was investigated by chromatographic (HPLC) method. About 5 different flavonoids, phenolic acids, and their derivatives including quercetin (1), rutin (2), gallic acid (3), ellagic acid (4), and punicalagin as a major ellagitannin (5) have been identified. Among both extracts, methanolic extract was the most effective. This report may be the first to show nutritive content and correlation analysis to suggest that phenols and flavonoids might contribute the high antioxidant activity of this fruit peel and establish it as a valuable natural antioxidant source applicable in the health food industry.


Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2329 ◽  
Author(s):  
Erna Li ◽  
Shiyuan Yang ◽  
Yuxiao Zou ◽  
Weiwei Cheng ◽  
Bing Li ◽  
...  

A water-soluble oligosaccharide termed EMOS-1a was prepared by enzymatic hydrolysis of polysaccharides purified from mulberries by column chromatography. The chemical structure of the purified fraction was investigated by ultraviolet spectroscopy, Fourier-transform infrared spectroscopy, and gas chromatography–mass spectrometry, which indicated that galactose was the main constituent of EMOS-1a. Chemical analyses showed that the uronic acid and sulfate content of EMOS-1a were 5.6% and 8.35%, respectively, while gel permeation chromatography showed that EMOS-1a had an average molecular weight of 987 Da. The antioxidant activities of EMOS-1a were next investigated, and EMOS-1a exhibited concentration-dependent 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity, Trolox equivalent antioxidant capacity, and ferric reducing antioxidant power. The level of proliferation of Lactobacillus rhamnosus reached 1420 ± 16% when 4% (w/v) EMOS-1a was added, where the number of colonies in MRS (de Man, Rogosa, and Sharpe) medium with no added oligosaccharide was defined as 100% proliferation. These results indicate that the oligosaccharide EMOS-1a could be used as a natural antioxidant in prebiotic preparations.


PeerJ ◽  
2018 ◽  
Vol 6 ◽  
pp. e5337 ◽  
Author(s):  
Chanikan Sonklin ◽  
Natta Laohakunjit ◽  
Orapin Kerdchoechuen

Background Bioactive peptides can prevent damage associated with oxidative stress in humans when consumed regularly. Recently, peptides have attracted immense interest because of their beneficial functional properties, safety and little or no side effects when used at high concentration. Most antioxidant peptides are small in size, less than 1 kDa, and contains a high proportion of hydrophobic amino acid. Particularly, tyrosine, leucine, alanine, isoleucine, valine, lysine, phenyalanine, cysteine, methionine and histidine in peptide chain exhibited high antioxidant activity. Mungbean meal protein (MMP) is highly abundant in hydrophobic amino acids. It indicated that MMP might be a good source of antioxidants. Therefore, the objectives were to optimize the conditions used to generate mungbean meal protein hydrolysate (MMPH) with antioxidant activity from bromelain and to investigate the antioxidant activities of different molecular weight (MW) peptide fraction. Methods Response Surface Methodology (RSM) was used for screening of the optimal conditions to produce MMPH. After that MMPH was fractionated using ultrafiltration membranes with different MW distributions. Crude-MMPH and four fractions were investigated for five antioxidant activities: 2,2,1-diphenyl-1-picrylhydrazyl (DPPH), hydroxyl, superoxide, ferric reducing antioxidant power (FRAP) and metal ion chelation activity. Results The optimal condition to produce the MMPH was 15% (w/w) of bromelain and hydrolysis time for 12 h which showed the greatest DPPH and ABTS radical scavenging activity. After mungbean protein from optimal condition was separated based on different molecular weight, the DPPH radical scavenging activity was the highest for the F4 (less than 1 kDa) peptide fraction. Metal ion chelating activity was generally weak, except for the F4 that had a value of 43.94% at a protein concentration of 5 mg/mL. The F4 also exhibited high hydroxyl and superoxide activities (54 and 65.1%), but moderate activity for ferric reducing antioxidant power (0.102 mmole Fe2+/g protein) compared to other peptide fractions and crude-MMPH. Molecular weight and amino acid were the main factors that determined the antioxidant activities of these peptide fractions. Results indicated that F4 had strong antioxidant potentials. Discussion The lowest MW fraction (less than 1 kDa) contributed to the highest DPPH, superoxide, hydroxyl and metal chelation activity because influence of low MW and high content of hydrophobic amino acid in peptide chain. Results from this study indicated that MMPH peptides donate protons to free radicals because they had significantly high DPPH value compared to superoxide, hydroxyl and FRAP, which reactions were electron donation. Moreover, MMPH peptides had the ability to inhibit transition metal ions because of highly abundant glutamic acid and aspartic acid in peptide chain.


Author(s):  
SURIYAN SUKATI ◽  
KHEMJIRA JARMKOM ◽  
SURACHAI TECHAOEI ◽  
NAKUNTWALAI WISIDSRI ◽  
WARACHATE KHOBJAI

Objective: This present study aimed to evaluate the anticoagulant activity and antioxidant properties of Prasaplai recipe (PPR), a Thai traditionalmedicine, and its major ingredient, Zingiber cassumunar (ZC) Roxb. extracts, seeking new therapeutic purposes for the recipe.Methods: Aqueous extracts of PPR and ZC Roxb. were prepared by hot water decoction technique. The anticoagulant activity of the extracts wasevaluated by prothrombin time (PT) and activated partial thromboplastin time (APTT) tests. In addition to anticoagulant activity, total phenolcontent and antioxidant activity were investigated. Total phenol content was determined using the Folin–Ciocalteu assay. The antioxidant activity wasestimated by DPPH radical scavenging activity and ferric reducing antioxidant power assay.Results: The APTT of plasma samples mixed with the PPR and ZC Roxb. extracts was significantly prolonged (p<0.05) at the concentration of1.0 mg/ml and above comparing to the control (normal saline solution) but was no significantly different for the PT. These results suggested thatPPR and ZC Roxb. extracts showed anticoagulant activity affecting the function of coagulation factor in the intrinsic pathway. All aqueous extractspossessed considerable antioxidant activity and were rich in total polyphenol.Conclusion: This finding indicates that the aqueous extracts possess significant anticoagulant and antioxidant activities, thus showing the potentialPPR and ZC Roxb. as a new source of bioactive compounds for therapeutic purposes, with particular emphasis on the prevention and treatment ofthrombosis.


2018 ◽  
Vol 10 (1) ◽  
pp. 44 ◽  
Author(s):  
Riza Shabrina ◽  
Berna Elya ◽  
Arikadia Noviani

Objective: This study aimed to fractionate the antioxidant activity of the ethyl acetate leaf extract and to characterize the most active fractionsaccording to compound groups.Methods: The ethyl acetate extract was fractionated with column chromatography using a gradient elution system. Fractions were first screenedqualitatively for antioxidant activity before active fractions were quantified with respect to in vitro antioxidant activity using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay and the ferric-reducing antioxidant power (FRAP) assay. The compound groups were identifiedfollowing separation by thin-layer chromatography.Results: Fraction 11 exhibited the greatest DPPH radical-scavenging activity, with an IC50 value of 6.58 μg/mL, while the fraction with the greatestantioxidant activity according to the FRAP assay was fraction 10, with a ferric ion equivalent antioxidant activity value of 1015.34 μmol/g.Conclusion: Compound group identification revealed that Fractions 10 and 11 contained flavonoids, with two common to both fractions, whilefraction 10 also contained one specific flavonoid.


2014 ◽  
Vol 2014 ◽  
pp. 1-9 ◽  
Author(s):  
Mayron Alves Vasconcelos ◽  
Francisco Vassiliepe Sousa Arruda ◽  
Daniel Barroso de Alencar ◽  
Silvana Saker-Sampaio ◽  
Maria Rose Jane Ribeiro Albuquerque ◽  
...  

This study evaluated the effect of derriobtusone A, a flavonoid isolated fromLonchocarpus obtusus, on two important pathogenic bacteria,Staphylococcus aureusandEscherichia coli, as well as its antioxidant activity and toxicity. Planktonic growth assays were performed, and the inhibition of biofilm formation was evaluated. In addition, antioxidant activity was assessed by DPPH radical scavenging assay, ferrous ion chelating assay, ferric-reducing antioxidant power assay, andβ-carotene bleaching assay. Toxicity was evaluated by the brine shrimp lethality test. Results showed that derriobtusone A completely inhibited the planktonic growth ofS. aureusat 250 and 500 μg/mL; however, it did not have the same activity onE. coli. Derriobtusone A reduced the biomass and colony-forming unit (cfu) ofS. aureusbiofilm at concentrations of 250 and 500 μg/mL. In various concentrations, it reduced the biofilm biomass ofE. coli, and, in all concentrations, it weakly reduced the cfu. Derriobtusone A showed highly efficient antioxidant ability in scavenging DPPH radical and inhibitingβ-carotene oxidation. The compound showed no lethality toArtemiasp. nauplii. In conclusion, derriobtusone A may be an effective molecule againstS. aureusand its biofilm, as well as a potential antioxidant compound with no toxicity.


Author(s):  
Nazim Bellifa ◽  
Abdelhak Ismail Benhaddou ◽  
Houssem Eddine Ferkous ◽  
Mohammed Adil Selka ◽  
Houari Toumi ◽  
...  

Background: Consumption of traditional herbal beverages has been generally increased in the last decades, Terebinth coffee, known as ‘‘menengic coffee’’ in Turkish, is one of the most consumed herbal coffees in Turkey, turpentine tree is one of the components of the Mediterranean bush, particularly in Algeria, known as Betoum el Kiffan is largely used as food and in traditional medicine. Aims: In this study, Total phenol, flavonoid content, and antioxidant activity of three extracts of Pistacia trebinthus fruit growing in Algeria was measured using radical scavenging activity tests and metal-related tests including, ferric-reducing antioxidant power (FRAP). The chemical composition profile of the fruits and the coffee brands was identified by thin-layer chromatography, the effects of roasting method of this fruit was rivaled also. Materials and Methods: The total phenolic content of the extracts was determined using the Folin-Ciocalteu method. All extracts of the terebinth fruits and coffee brands displayed a high DPPH scavenging effect. Results: The results of the ferric-reducing antioxidant power show that the reduction capacity is proportional to the increase in the concentration of the samples. All the extracts of the plant exhibit antioxidant activities lower than those of the reference product besides the infusion extract of the P. terebinthus roasted coffee, which is the most active with an optical density of 1.68 nm at a concentration of 400 μg/mL. The chromatography results show that the various extracts of Pistacia terebinthus fruit carry a large number of polyphenols, in particular the carboxylic acids phenols. Conclusions: The plant can be considered as a coffee substitute and opens up promising avenues for the food and pharmaceutical industry in Algeria. Keywords: Antioxidant, Pistacia terebinthus, Coffee, FRAP, polyphenol.


2014 ◽  
Vol 31 (4) ◽  
pp. 245-252 ◽  
Author(s):  
Jovana Veljković ◽  
Jelena Brcanović ◽  
Aleksandra Pavlović ◽  
Snežana Mitić ◽  
Biljana Kaličanin ◽  
...  

Summary While there is a large number of scientific papers reporting chemical composition and biological activities of Aronia melanocarpa, there is a lack information regarding the commercially available bagged tea. In order to supply new information on the antioxidant activity of the Aronia melanocarpa tea infusions, the aim of this study was to evaluate individual phenolic compounds which could be responsible for antioxidant activities of these beverages. Selected anthocyanins (cyanidin-3-O-galactoside, cyanidin-3-O-glucoside, cyanidin- 3-O-arabinoside, and cyanidin-3-O-xyloside), gallic acid, caffeic acid, rutin, morin, and protocatechuic acid were simultaneously detected from commercially available tea infusions using a High Performance Liquid Chromatographic (HPLC) method. The antioxidant activity was measured using five in vitro spectrophotometric methods: 1,1-diphenyl- 2-picrylhydrazyl radical scavenging activity (DPPH), 2,2'-azino-bis (3-ethylbenzthiazoline- 6-sulphonic acid) radical cation scavenging activity (ABTS), ferric reducing-antioxidant power (FRAP) and reduction power (RP)Fe(III) to Fe(II). Obtained results showed that anthocyanins, predominantly of cyanidin-3-O-galactoside, are the major class of polyphenolic compounds in tea infusions. Among phenolic acids the most abundant is caffeic acid. A significant correlation between DPPH and ABTS and FRAP and RP suggested that antioxidant components in these beverages were capable scavenging free radicals and reducing oxidants. Generally, these beverages had relatively high antioxidant capacities and could be important dietary sources of antioxidant phenolics for the prevention of diseases caused by oxidative stress.


2015 ◽  
Vol 61 (4) ◽  
pp. 52-65 ◽  
Author(s):  
Ömer Ertürk ◽  
Huseyin Sahin ◽  
Emine Y. Ertürk ◽  
Hilal Ebru Hotaman ◽  
Bahadir Koz ◽  
...  

SummaryIntroduction:Pharmaceutical industry is forced to develop new pharmacologically active molecules. Like other plants, mosses are considered to be potential source of new biologically active compounds.Objective:The present study was designed to evaluate the antimicrobial and antioxidant activity of 8 moss species:Hypnum cupressiforme, Homalothecium sericeum, Thuidium delicatulum, Homalothecium lutescens, Homalothecium nitens,Leucodon sciuroides, Ctenidium molluscum,andEurhynchium striatulumobtained from Turkey.Methods:The antimicrobial activity of extracts was investigated against four Gram (+) and six Gram (−) bacterial strains and three tested fungi. Total phenolic content (TPC), cupric reducing antioxidant capacity (CUPRAC), ferric reducing antioxidant power (FRAP), and DPPH radical scavenging activity assays were applied to determine the antioxidant activity.Results:All moss extacts were found to be active against all the organisms exceptHomalothecium nitens.Especially,H. sericeumandE. striatulumshowed the best antioxidant activity.Conclusion:The obtained results show that mosses may be used as possible natural antioxidant, antimicrobial agents to control various human, animal and plant diseases.


Sign in / Sign up

Export Citation Format

Share Document