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Volumn 14, Issue 6, 2013, Pages 11830-11841

Versatile redox chemistry complicates antioxidant capacity assessment: Flavonoids as milieu-dependent anti- and pro-oxidants

Author keywords

Bioactive phytochemicals; Fenton reaction; Hydroxyl radical; Luteolin; Natural products; Plant stress physiology and biology; Quercetin; Rutin; Square wave voltammetry

Indexed keywords

CHEMICAL COMPOUND; DEOXYRIBOSE; FLAVONOID; HYDROGEN PEROXIDE; HYDROXYL RADICAL; LUTEOLIN; PHENOL DERIVATIVE; PLANT GLYCOSIDE; QUERCETIN; REACTIVE OXYGEN METABOLITE; RUTOSIDE; ANTIOXIDANT; ASCORBIC ACID; CATECHOL; GLYCOSIDE; RESORCINOL; IRON; OXIDIZING AGENT; THIOBARBITURIC ACID REACTIVE SUBSTANCE;

EID: 84878867339     PISSN: 16616596     EISSN: 14220067     Source Type: Journal    
DOI: 10.3390/ijms140611830     Document Type: Article
Times cited : (21)

References (45)
  • 1
    • 0036086130 scopus 로고    scopus 로고
    • Free radicals in the physiological control of cell function
    • Droge, W. Free radicals in the physiological control of cell function. Physiol. Rev. 2002, 82, 47-95.
    • (2002) Physiol. Rev , vol.82 , pp. 47-95
    • Droge, W.1
  • 2
    • 78649444888 scopus 로고    scopus 로고
    • Towards a unifying, systems biology understanding of large-scale cellular death and destruction caused by poorly liganded iron: Parkinson's, Huntington's, Alzheimer's, prions, bactericides, chemical toxicology and others as examples
    • Kell, D.B. Towards a unifying, systems biology understanding of large-scale cellular death and destruction caused by poorly liganded iron: Parkinson's, Huntington's, Alzheimer's, prions, bactericides, chemical toxicology and others as examples. Arch. Toxicol. 2010, 84, 825-889.
    • (2010) Arch. Toxicol , vol.84 , pp. 825-889
    • Kell, D.B.1
  • 3
    • 79952442409 scopus 로고    scopus 로고
    • Free radicals and antioxidants-quo vadis?
    • Halliwell, B. Free radicals and antioxidants-quo vadis? Trends Pharmacol. Sci. 2011, 32, 125-130.
    • (2011) Trends Pharmacol. Sci , vol.32 , pp. 125-130
    • Halliwell, B.1
  • 4
    • 59849116901 scopus 로고    scopus 로고
    • Review of methods to determine antioxidant capacities
    • Karadag, A.; Ozcelik, B.; Saner, S. Review of methods to determine antioxidant capacities. Food Anal. Meth. 2009, 2, 41-60.
    • (2009) Food Anal. Meth , vol.2 , pp. 41-60
    • Karadag, A.1    Ozcelik, B.2    Saner, S.3
  • 5
    • 33749614926 scopus 로고    scopus 로고
    • Methodology for the determination of biological antioxidant capacity in vitro: A review
    • MacDonald-Wicks, L.K.; Wood, L.G.; Garg, M.L. Methodology for the determination of biological antioxidant capacity in vitro: A review. J. Sci. Food Agric. 2006, 86, 2046-2056.
    • (2006) J. Sci. Food Agric , vol.86 , pp. 2046-2056
    • Macdonald-Wicks, L.K.1    Wood, L.G.2    Garg, M.L.3
  • 6
    • 15544383555 scopus 로고    scopus 로고
    • The chemistry behind antioxidant capacity assays
    • Huang, D.J.; Ou, B.X.; Prior, R.L. The chemistry behind antioxidant capacity assays. J. Agric. Food Chem. 2005, 53, 1841-1856.
    • (2005) J. Agric. Food Chem , vol.53 , pp. 1841-1856
    • Huang, D.J.1    Ou, B.X.2    Prior, R.L.3
  • 7
    • 84872605803 scopus 로고    scopus 로고
    • Evaluating the antioxidant capacity of natural products: A review on chemical and cellular-based assays
    • Lopez-Alarcon, C.; Denicola, A. Evaluating the antioxidant capacity of natural products: A review on chemical and cellular-based assays. Anal. Chim. Acta 2013, 763, 1-10.
    • (2013) Anal. Chim. Acta , vol.763 , pp. 1-10
    • Lopez-Alarcon, C.1    Denicola, A.2
  • 8
    • 0028307238 scopus 로고
    • Deoxyribose Assay for Detecting Hydroxyl Radicals
    • Sies, H., Abelson, J., Melvin, S., Eds.; Academic Press Inc.: San Diego, CA, USA
    • Aruoma, O.I. Deoxyribose Assay for Detecting Hydroxyl Radicals. In Oxygen Radicals in Biological Systems; Sies, H., Abelson, J., Melvin, S., Eds.; Academic Press Inc.: San Diego, CA, USA, 1994; Volume 233, pp. 57-66.
    • (1994) Oxygen Radicals In Biological Systems , vol.233 , pp. 57-66
    • Aruoma, O.I.1
  • 9
    • 0023219256 scopus 로고
    • The deoxyribose method-A simple test-tube assay for determination of rate constants for reactions of hydroxyl radicals
    • Halliwell, B.; Gutteridge, J.M.C.; Aruoma, O.I. The deoxyribose method-A simple test-tube assay for determination of rate constants for reactions of hydroxyl radicals. Anal. Biochem. 1987, 165, 215-219.
    • (1987) Anal. Biochem , vol.165 , pp. 215-219
    • Halliwell, B.1    Gutteridge, J.M.C.2    Aruoma, O.I.3
  • 10
    • 33244496399 scopus 로고    scopus 로고
    • Novel fluorometric assay for hydroxyl radical scavenging capacity (HOSC) estimation
    • Moore, J.; Yin, J.J.; Yu, L.L. Novel fluorometric assay for hydroxyl radical scavenging capacity (HOSC) estimation. J. Agric. Food Chem. 2006, 54, 617-626.
    • (2006) J. Agric. Food Chem , vol.54 , pp. 617-626
    • Moore, J.1    Yin, J.J.2    Yu, L.L.3
  • 11
    • 0032728685 scopus 로고    scopus 로고
    • Assaying for hydroxyl radicals: Hydroxylated terephthalate is a superior fluorescence marker than hydroxylated benzoate
    • Saran, M.; Summer, K.H. Assaying for hydroxyl radicals: Hydroxylated terephthalate is a superior fluorescence marker than hydroxylated benzoate. Free Radic. Res. 1999, 31, 429-436.
    • (1999) Free Radic. Res , vol.31 , pp. 429-436
    • Saran, M.1    Summer, K.H.2
  • 12
    • 79953098285 scopus 로고    scopus 로고
    • The food additives inulin and stevioside counteract oxidative stress
    • Stoyanova, S.; Geuns, J.; Hideg, E.; van den Ende, W. The food additives inulin and stevioside counteract oxidative stress. Int. J. Food Sci. Nutr. 2011, 62, 207-214.
    • (2011) Int. J. Food Sci. Nutr , vol.62 , pp. 207-214
    • Stoyanova, S.1    Geuns, J.2    Hideg, E.3    van den Ende, W.4
  • 13
    • 33644872102 scopus 로고    scopus 로고
    • The oxidation of 2',7'-dichlorofluorescein to reactive oxygen species: A self-fulfilling prophesy?
    • Bonini, M.G.; Rota, C.; Tomasi, A.; Mason, R.P. The oxidation of 2',7'-dichlorofluorescein to reactive oxygen species: A self-fulfilling prophesy? Free Radic. Biol. Med. 2006, 40, 968-975.
    • (2006) Free Radic. Biol. Med , vol.40 , pp. 968-975
    • Bonini, M.G.1    Rota, C.2    Tomasi, A.3    Mason, R.P.4
  • 14
    • 0032830132 scopus 로고    scopus 로고
    • Evidence for free radical formation during the oxidation of 2',7'-dichlorofluorescein to the fluorescent dye 2',7'-dichlorofluorescein by horseradish peroxidase: Possible implications for oxidative stress measurements
    • Rota, C.; Chignell, C.F.; Mason, R.P. Evidence for free radical formation during the oxidation of 2',7'-dichlorofluorescein to the fluorescent dye 2',7'-dichlorofluorescein by horseradish peroxidase: Possible implications for oxidative stress measurements. Free Radic. Biol. Med. 1999, 27, 873-881.
    • (1999) Free Radic. Biol. Med , vol.27 , pp. 873-881
    • Rota, C.1    Chignell, C.F.2    Mason, R.P.3
  • 15
    • 0026618856 scopus 로고
    • Role of reactive oxygen species in cell toxicity
    • Sies, H.; Degroot, H. Role of reactive oxygen species in cell toxicity. Toxicol. Lett. 1992, 64-65, 547-551.
    • (1992) Toxicol. Lett , vol.64-65 , pp. 547-551
    • Sies, H.1    Degroot, H.2
  • 16
    • 84863347305 scopus 로고    scopus 로고
    • Dual role of selected antioxidants found in dietary supplements: Crossover between anti- and pro-oxidant activities in the presence of copper
    • Yin, J.J.; Fu, P.P.; Lutterodt, H.; Zhou, Y.T.; Antholine, W.E.; Wamer, W. Dual role of selected antioxidants found in dietary supplements: Crossover between anti- and pro-oxidant activities in the presence of copper. J. Agric. Food Chem. 2012, 60, 2554-2561.
    • (2012) J. Agric. Food Chem , vol.60 , pp. 2554-2561
    • Yin, J.J.1    Fu, P.P.2    Lutterodt, H.3    Zhou, Y.T.4    Antholine, W.E.5    Wamer, W.6
  • 17
    • 77249143961 scopus 로고    scopus 로고
    • Simultaneous Detection of Pro- and Antioxidative Effects In the Variants of the Deoxyribose Degradation Assay
    • Correction J. Agric. Food Chem. 2012, 60, 8772-8772
    • Chobot, V. Simultaneous detection of pro- and antioxidative effects in the variants of the deoxyribose degradation assay. J. Agric. Food Chem. 2010, 58, 2088-2094. Correction J. Agric. Food Chem. 2012, 60, 8772-8772.
    • (2010) J. Agric. Food Chem , vol.58 , pp. 2088-2094
    • Chobot, V.1
  • 18
    • 0029888128 scopus 로고    scopus 로고
    • Structure-antioxidant activity relationships of flavonoids and phenolic acids
    • Rice-Evans, C.A.; Miller, N.J.; Paganga, G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic. Biol. Med. 1996, 20, 933-956.
    • (1996) Free Radic. Biol. Med , vol.20 , pp. 933-956
    • Rice-Evans, C.A.1    Miller, N.J.2    Paganga, G.3
  • 19
    • 29344470062 scopus 로고    scopus 로고
    • Significance of flavonoids in plant resistance and enhancement of their biosynthesis
    • Treutter, D. Significance of flavonoids in plant resistance and enhancement of their biosynthesis. Plant Biol. 2005, 7, 581-591.
    • (2005) Plant Biol , vol.7 , pp. 581-591
    • Treutter, D.1
  • 20
    • 79952918031 scopus 로고    scopus 로고
    • Hormesis and a chemical raison d'être for secondary plant metabolites
    • Hadacek, F.; Bachmann, G.; Egelmeier, D.; Chobot, V. Hormesis and a chemical raison d'être for secondary plant metabolites. Dose-Response 2011, 9, 79-116.
    • (2011) Dose-Response , vol.9 , pp. 79-116
    • Hadacek, F.1    Bachmann, G.2    Egelmeier, D.3    Chobot, V.4
  • 21
    • 0029867672 scopus 로고    scopus 로고
    • Flavonoids-Chemistry, metabolism, cardioprotective effects, and dietary sources
    • Cook, N.C.; Samman, S. Flavonoids-Chemistry, metabolism, cardioprotective effects, and dietary sources. J. Nutr. Biochem. 1996, 7, 66-76.
    • (1996) J. Nutr. Biochem , vol.7 , pp. 66-76
    • Cook, N.C.1    Samman, S.2
  • 22
    • 0036827942 scopus 로고    scopus 로고
    • Structure-antioxidant activity relationships of flavonoids: A re-examination
    • Silva, M.M.; Santos, M.R.; Caroco, G.; Rocha, R.; Justino, G.; Mira, L. Structure-antioxidant activity relationships of flavonoids: A re-examination. Free Radic. Res. 2002, 36, 1219-1227.
    • (2002) Free Radic. Res , vol.36 , pp. 1219-1227
    • Silva, M.M.1    Santos, M.R.2    Caroco, G.3    Rocha, R.4    Justino, G.5    Mira, L.6
  • 23
    • 75449098844 scopus 로고    scopus 로고
    • Who is the king? The α-hydroxy-β-oxo-α,β-enone moiety or the catechol B ring: Relationship between the structure of quercetin derivatives and their pro-oxidative abilities
    • Liu, P.Y.; Li, K.; Zhang, J.; Zhang, D.W.; Lin, H.H.; Yu, X.Q. Who is the king? The α-hydroxy-β-oxo-α,β-enone moiety or the catechol B ring: Relationship between the structure of quercetin derivatives and their pro-oxidative abilities. Chem. Biodivers. 2010, 7, 236-244.
    • (2010) Chem. Biodivers , vol.7 , pp. 236-244
    • Liu, P.Y.1    Li, K.2    Zhang, J.3    Zhang, D.W.4    Lin, H.H.5    Yu, X.Q.6
  • 24
    • 0031020195 scopus 로고    scopus 로고
    • Antioxidant and prooxidant behavior of flavonoids: Structure-activity relationships
    • Cao, G.H.; Sofic, E.; Prior, R.L. Antioxidant and prooxidant behavior of flavonoids: Structure-activity relationships. Free Radic. Biol. Med. 1997, 22, 749-760.
    • (1997) Free Radic. Biol. Med , vol.22 , pp. 749-760
    • Cao, G.H.1    Sofic, E.2    Prior, R.L.3
  • 25
    • 0036679876 scopus 로고    scopus 로고
    • Plant phenolic antioxidant and prooxidant activities: Phenolics-induced oxidative damage mediated by metals in plants
    • Sakihama, Y.; Cohen, M.F.; Grace, S.C.; Yamasaki, H. Plant phenolic antioxidant and prooxidant activities: Phenolics-induced oxidative damage mediated by metals in plants. Toxicology 2002, 177, 67-80.
    • (2002) Toxicology , vol.177 , pp. 67-80
    • Sakihama, Y.1    Cohen, M.F.2    Grace, S.C.3    Yamasaki, H.4
  • 26
    • 48349140474 scopus 로고    scopus 로고
    • Are polyphenols antioxidants or pro-oxidants? What do we learn from cell culture and in vivo studies?
    • Halliwell, B. Are polyphenols antioxidants or pro-oxidants? What do we learn from cell culture and in vivo studies? Arch. Biochem. Biophys. 2008, 476, 107-112.
    • (2008) Arch. Biochem. Biophys , vol.476 , pp. 107-112
    • Halliwell, B.1
  • 27
    • 0003890160 scopus 로고    scopus 로고
    • 3rd ed.; John Wiley & Sons, Inc.: Hoboken, NJ, USA
    • Wang, J. Analytical Electrochemistry, 3rd ed.; John Wiley & Sons, Inc.: Hoboken, NJ, USA, 2006; p. 250.
    • (2006) Analytical Electrochemistry , pp. 250
    • Wang, J.1
  • 29
    • 65449139435 scopus 로고    scopus 로고
    • Square-wave and cyclic voltammetry of epicatechin gallate on glassy carbon electrode
    • Novak, I.; Šeruga, M.; Komorsky-Lovrić, Š. Square-wave and cyclic voltammetry of epicatechin gallate on glassy carbon electrode. J. Electroanal. Chem. 2009, 631, 71-75.
    • (2009) J. Electroanal. Chem , vol.631 , pp. 71-75
    • Novak, I.1    Šeruga, M.2    Komorsky-Lovrić, Š.3
  • 30
    • 0346122803 scopus 로고    scopus 로고
    • Electrochemical oxidation of quercetin
    • Oliveira-Brett, A.M.; Ghica, M.E. Electrochemical oxidation of quercetin. Electroanalysis 2003, 15, 1745-1750.
    • (2003) Electroanalysis , vol.15 , pp. 1745-1750
    • Oliveira-Brett, A.M.1    Ghica, M.E.2
  • 32
    • 45749128579 scopus 로고    scopus 로고
    • Electrochemical oxidation of luteolin at a glassy carbon electrode and its application in pharmaceutical analysis
    • Liu, A.L.; Zhang, S.B.; Huang, L.Y.; Cao, Y.Y.; Yao, H.; Chen, W.; Lin, X.H. Electrochemical oxidation of luteolin at a glassy carbon electrode and its application in pharmaceutical analysis. Chem. Pharm. Bull. 2008, 56, 745-748.
    • (2008) Chem. Pharm. Bull , vol.56 , pp. 745-748
    • Liu, A.L.1    Zhang, S.B.2    Huang, L.Y.3    Cao, Y.Y.4    Yao, H.5    Chen, W.6    Lin, X.H.7
  • 33
    • 11844293406 scopus 로고    scopus 로고
    • Evaluation of the antioxidant activity of flavonoids by "ferric reducing antioxidant power" assay and cyclic voltammetry
    • Firuzi, O.; Lacanna, A.; Petrucci, R.; Marrosu, G.; Saso, L. Evaluation of the antioxidant activity of flavonoids by "ferric reducing antioxidant power" assay and cyclic voltammetry. Biochim. Biophys. Acta Gen. Subj. 2005, 1721, 174-184.
    • (2005) Biochim. Biophys. Acta Gen. Subj , vol.1721 , pp. 174-184
    • Firuzi, O.1    Lacanna, A.2    Petrucci, R.3    Marrosu, G.4    Saso, L.5
  • 34
    • 77955718413 scopus 로고    scopus 로고
    • Electrochemical and Antioxidant Properties of (+)-Catechin, Quercetin and Rutin
    • Medvidovic-Kosanovic, M.; Seruga, M.; Jakobek, L.; Novak, I. Electrochemical and Antioxidant Properties of (+)-Catechin, Quercetin and Rutin. Croat. Chem. Acta 2010, 83, 197-207.
    • (2010) Croat. Chem. Acta , vol.83 , pp. 197-207
    • Medvidovic-Kosanovic, M.1    Seruga, M.2    Jakobek, L.3    Novak, I.4
  • 35
    • 18244426782 scopus 로고    scopus 로고
    • The free radical scavenging activity of four flavonoids determined by the comet assay
    • Horvathova, K.; Novotny, L.; Vachalkova, A. The free radical scavenging activity of four flavonoids determined by the comet assay. Neoplasma 2003, 50, 291-295.
    • (2003) Neoplasma , vol.50 , pp. 291-295
    • Horvathova, K.1    Novotny, L.2    Vachalkova, A.3
  • 37
    • 33748039449 scopus 로고    scopus 로고
    • The contribution of flavonoid C-ring on the DPPH free radical scavenging efficiency. A kinetic approach for the 3',4'-hydroxy substituted members
    • Tsimogiannis, D.I.; Oreopoulou, V. The contribution of flavonoid C-ring on the DPPH free radical scavenging efficiency. A kinetic approach for the 3',4'-hydroxy substituted members. Innov. Food Sci. Emerg. Technol. 2006, 7, 140-146.
    • (2006) Innov. Food Sci. Emerg. Technol , vol.7 , pp. 140-146
    • Tsimogiannis, D.I.1    Oreopoulou, V.2
  • 38
    • 33749395420 scopus 로고    scopus 로고
    • Perception and modification of plant flavonoid signals by rhizosphere microorganisms
    • Shaw, L.J.; Morris, P.; Hooker, J.E. Perception and modification of plant flavonoid signals by rhizosphere microorganisms. Environ. Microbiol. 2006, 8, 1867-1880.
    • (2006) Environ. Microbiol , vol.8 , pp. 1867-1880
    • Shaw, L.J.1    Morris, P.2    Hooker, J.E.3
  • 39
    • 49449090698 scopus 로고    scopus 로고
    • Galactinol and raffinose constitute a novel function to protect plants from oxidative damage
    • Nishizawa, A.; Yabuta, Y.; Shigeoka, S. Galactinol and raffinose constitute a novel function to protect plants from oxidative damage. Plant Physiol. 2008, 147, 1251-1263.
    • (2008) Plant Physiol , vol.147 , pp. 1251-1263
    • Nishizawa, A.1    Yabuta, Y.2    Shigeoka, S.3
  • 40
    • 0000157356 scopus 로고
    • Hydroxyl radical scavenging properties of cyclitols
    • Orthen, B.; Popp, M.; Smirnoff, N. Hydroxyl radical scavenging properties of cyclitols. Proc. R. Soc. Edinb. Sec. B 1994, 102, 269-272.
    • (1994) Proc. R. Soc. Edinb. Sec. B , vol.102 , pp. 269-272
    • Orthen, B.1    Popp, M.2    Smirnoff, N.3
  • 41
    • 84874747779 scopus 로고    scopus 로고
    • Towards understanding vacuolar antioxidant mechanisms: A role for fructans
    • Peshev, D.; Vergauwen, R.; Moglia, A.; Hideg, E.; van den Ende, W. Towards understanding vacuolar antioxidant mechanisms: A role for fructans? J. Exp. Bot. 2013, 64, 1025-1038.
    • (2013) J. Exp. Bot , vol.64 , pp. 1025-1038
    • Peshev, D.1    Vergauwen, R.2    Moglia, A.3    Hideg, E.4    van den Ende, W.5
  • 43
    • 42049102237 scopus 로고    scopus 로고
    • Synthesis of rutinosides and rutinose by reverse hydrolysis catalyzed by fungal α-L-rhamnosidases
    • Martearena, M.R.; Daz, M.; Ellenrieder, G. Synthesis of rutinosides and rutinose by reverse hydrolysis catalyzed by fungal α-L-rhamnosidases. Biocatal. Biotransform. 2008, 26, 177-185.
    • (2008) Biocatal. Biotransform , vol.26 , pp. 177-185
    • Martearena, M.R.1    Daz, M.2    Ellenrieder, G.3


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