A novel hydrogen peroxide scavenging assay of phenolics and flavonoids using cupric reducing antioxidant capacity (CUPRAC) methodology

Özyürek, Mustafa; Bektaşoğlu, Burcu; Güçlü, Kubilay; Güngör, Nilay; Apak, Reşat

doi:10.1016/j.jfca.2010.02.013

Cited by 74 publications

(36 citation statements)

References 54 publications

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“…34) The ability of the compounds to scavenge H 2 O 2 was determined according to the method of literatures. 35,36) A concentrationdependent assay was carried out with newly synthesized substituted quinonic compounds. Thus, the free radical scavenging activities of newly synthesized compounds decreased in the order of 10>4a>15>18>5, showing a parallelism with that of CUPRAC-TEAC.…”

Section: Resultsmentioning

confidence: 99%

“…The ability of compounds to scavenge H 2 O 2 was determined according to the method of Özyürek et al 35) To a test tube were added 0.7 mL of phosphate buffer (pH 7. ) were generated in vitro in a non-enzymatic system (PMS-NADH) and determined spectrophotometrically by nitroblue tetrazolium (NBT) reduction method described by Yu et al 38) To a test tube were added 2.3 mL DMSO, 0.2 mL of sample (3.0×10 −5 M), 2 mL of 468 µM NADH, 1 mL of 300 µM NBT, in this order.…”

Section: Hps Activitymentioning

confidence: 99%

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Design, Synthesis, Biological Evaluation, and Antioxidant and Cytotoxic Activity of Heteroatom-Substituted 1,4-Naphtho- and Benzoquinones

Deniz

Ibis

Gökmen

et al. 2015

CHEMICAL & PHARMACEUTICAL BULLETIN

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In the present paper, we report the synthesis, characterization, and biological evaluation as antifungal, antibacterial, antioxidant, and cytotoxic/anticancer agents of N-, S-, O-substituted-1,4-naphtho-and 2,5-bis(amino-substituted)-1,4-benzoquinone derivatives. In the synthesized compounds, antimicrobial activity at low concentrations against Escherichia coli B-906, Staphylococcus aureus 209-P, and Mycobacterium luteum B-917 bacteria and Candida tenuis VKM Y-70 and Aspergillus niger F-1119 fungi in comparison with controls was identified. 2-(N-Diphenylmethylpiperazin-1-yl)-3-chloro-1,4-naphthoquinone 9a was the most potent, with a minimum inhibitory concentration value of 3.9 µg/mL against test culture M. luteum. Key words quinone; antimicrobial activity; antioxidant activity; cupric-reducing antioxidant capacity method; reactive oxygen species-scavenging activity; cytotoxicity Quinonic compounds are of great importance to understand different processes that are related to biology.1) The quinone structure is common in numerous natural products that are associated with antitumor, antibacterial, antimalarial and antifungal activities.2) Furthermore, several reports have appeared in literature about anticancer activities of quinones against various cancer cell lines. [3][4][5] 1,4-Naphthoquinones are widely distributed in nature and there are many clinically important antitumor drugs containing a quinone nucleus, such as anthracyclines, mitoxantrones and saintopin, that show excellent anticancer activity. These anticancer agents are effective inhibitors of DNA topoisomerase and it is generally accepted that the cytotoxicity of quinone analogues results from the inhibition of DNA topoisomerase-II. 6) Quinone analogues can also induce the formation of semiquinone radicals, which can transfer an electron to oxygen to produce superoxide. The radical process is catalyzed by flavoenzymes such as reduced nicotinamide adenine dinucleotide phosphate (NADPH)-cytochrome-P-450 reductase. Both the superoxide and semiquinone radical anions of naphthoquinone analogues can generate the hydroxyl radical, which is known to cause DNA strand breaks.7) Structure-activity relationship studies from quinonoid compounds indicated that the number and position of nitrogen (N) atoms substituted in the heterocyclic ring were considerably important factors to affect the biological activities. 8,9) The presence of amino, thioor chloro-moiety on the quinones was considerably important factor to effect antifungal activity. 10) Quinones, in particular naphthoquinone derivatives, have been repeatedly isolated from lower as well as higher species of plants, and are found frequently in animals. In addition to quinones possessing a biological function in cell metabolism as electron carriers, other compounds of this class have been found active against bacteria and fungi. 11,12)

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Section: Resultsmentioning

confidence: 99%

Section: Hps Activitymentioning

confidence: 99%

Design, Synthesis, Biological Evaluation, and Antioxidant and Cytotoxic Activity of Heteroatom-Substituted 1,4-Naphtho- and Benzoquinones

Deniz

Ibis

Gökmen

et al. 2015

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…In another modified CUPRAC method, the superoxide anion radical was formed with xanthine-xanthine oxidase (X-XO), and the inhibition of the enzyme was measured upon addition of polyphenolics to the system [82]. The hydrogen peroxide scavenging (HPS) activity of the polyphenolics was measured in the presence of Cu(II) (as catalyst) with the HPS-CUPRAC method [83]. A lowcost optical antioxidant sensor (CUPRAC sensor) was developed by immobilising the Cu(II)-Nc reagent onto a perfluorosulfonate cation-exchange polymer membrane matrix (Nafion ® ) [84].…”

Section: Cuprac Assay As a Novel Et-based Antioxidant Capacity Assaymentioning

confidence: 99%

Methods of measurement and evaluation of natural antioxidant capacity/activity (IUPAC Technical Report)

Apak

Gorinstein

Böhm

et al. 2013

Pure and Applied Chemistry

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492

374

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Abstract:The chemical diversity of natural antioxidants (AOXs) makes it difficult to separate, detect, and quantify individual antioxidants from a complex food/biological matrix. Moreover, the total antioxidant power is often more meaningful to evaluate health beneficial effects because of the cooperative action of individual antioxidant species. Currently, there is no single antioxidant assay for food labeling because of the lack of standard quantification methods. Antioxidant assays may be broadly classified as the electron transfer (ET)-and hydrogen atom transfer (HAT)-based assays. The results obtained are hardly comparable because of the different mechanisms, redox potentials, pH and solvent dependencies, etc. of various assays. This project will aid the identification and quantification of properties and mutual effects of antioxidants, bring a more rational basis to the classification of antioxidant assays with their constraints and challenges, and make the results more comparable and understandable. In this regard, the task group members convey their own experiences in various methods of antioxidants measurement.

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“…The hydroxyl radicals ( OH) in aqueous solution were generated by the reaction of iron(II)-EDTA complex with H 2 O 2 (Fenton reaction) and spectrophotometrically determined -via hydroxylation of a salicylate probe -by the HRS-CUPRAC method [17]. The ability of the synthesized complexes to scavenge H 2 O 2 (% inhibition) was determined without interference by directly measuring the concentration of H 2 O 2 using the modified CUPRAC method [18] at 450 nm in the presence of a Cu(II) salt. Results were expressed as the mean ± standard deviation (SD) of five replicates.…”

Section: Antioxidant Efficiency Analysismentioning

confidence: 99%

“…Therefore, the measurement of HPS activity of plant extracts is crucial. The HPS activities of the herb extracts were evaluated by a concentration-dependent method (HPS-CUPRAC) in the presence of Cu(II) as catalyst [18]. Figure 4 shows that in the existence Cu(II) catalyst the scavenging reaction of the extracts with H 2 O 2 .…”

Section: Hydrogen Peroxide Scavenging (Hps) Activitymentioning

confidence: 99%

Microwave-Assisted Extraction of Polyphenolics from Some Selected Medicinal Herbs Grown in Turkey

Baki¹,

Tufan²,

Altun³

et al. 2017

Rec. Nat. Prod.

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Abstract:The effect of microwave-assisted extraction (MAE) process on the antioxidant capacity/activity of three medicinal herbs from Turkey was investigated by electrochemical differential pulse voltammetric (DPV)-CUPric Reducing Antioxidant Capacity (CUPRAC) assay. The optimal extraction time, temperature and solvent type were 6 min, 80 °C and 80% (v/v) methanol (MeOH), respectively. Microwave-assisted extracts of herbs (Hypericum scabrum L., Papaver fugax Poiret var. platydiscus Cullen, and Achillea vermicularis Trin.) were screened for total antioxidant capacity (TAC), total phenolic content (TPC) and ROS scavenging activities by employing different in vitro spectrophotometric assays. A positive correlation was observed between TAC-CUPRAC and TPC (R 2 = 0.972). Similarly, a positive correlation was observed between TAC-CUPRAC and free radical scavenging (FRS) activity (R 2 = 0.977). The order of FRS activities of tested samples was as follows: Hypericum scabrum L. > Achillea vermicularis Trin. > Papaver fugax Poiret var. platydiscus Cullen. These results suggest that these medicinal herbs provide promising antioxidant potentials as potential natural preservative agents in pharmaceutical industries.

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A novel hydrogen peroxide scavenging assay of phenolics and flavonoids using cupric reducing antioxidant capacity (CUPRAC) methodology

Cited by 74 publications

References 54 publications

Design, Synthesis, Biological Evaluation, and Antioxidant and Cytotoxic Activity of Heteroatom-Substituted 1,4-Naphtho- and Benzoquinones

Design, Synthesis, Biological Evaluation, and Antioxidant and Cytotoxic Activity of Heteroatom-Substituted 1,4-Naphtho- and Benzoquinones

Methods of measurement and evaluation of natural antioxidant capacity/activity (IUPAC Technical Report)

Microwave-Assisted Extraction of Polyphenolics from Some Selected Medicinal Herbs Grown in Turkey

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