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Volumn 16, Issue 11, 2011, Pages 9636-9650

A planar conformation and the hydroxyl groups in the B and C rings play a pivotal role in the antioxidant capacity of quercetin and quercetin derivatives

Author keywords

Antioxidant capacity; Flavonoids; Methylation; Quercetin; Rutin

Indexed keywords

2,2' AZINO DI (3 ETHYLBENZOTHIAZOLINE) 6 SULFONIC ACID; 2,2'-AZINO-DI-(3-ETHYLBENZOTHIAZOLINE)-6-SULFONIC ACID; 3-METHYLQUERCETIN; ANTIOXIDANT; BENZOTHIAZOLE DERIVATIVE; DRUG DERIVATIVE; HYDROXIDE; HYDROXIDE ION; QUERCETIN; QUERCETIN 3 METHYL ETHER; RUTOSIDE; SULFONIC ACID DERIVATIVE;

EID: 82255189781     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules16119636     Document Type: Article
Times cited : (68)

References (27)
  • 1
    • 33751391867 scopus 로고
    • Content of potentially anticarcinogenic flavonoids of 28 vegetables and 9 fruits commonly consumed in the Netherlands
    • Hertog, M.G.; Hollman, P.C.; Katan, M.B. Content of potentially anticarcinogenic flavonoids of 28 vegetables and 9 fruits commonly consumed in The Netherlands. J. Agric. Food Chem. 1992, 40, 2379-2383.
    • (1992) J. Agric. Food Chem. , vol.40 , pp. 2379-2383
    • Hertog, M.G.1    Hollman, P.C.2    Katan, M.B.3
  • 2
    • 43049176634 scopus 로고    scopus 로고
    • Health effects of quercetin: From antioxidant to nutraceutical
    • Boots, A.W.; Haenen, G.R.; Bast, A. Health effects of quercetin: From antioxidant to nutraceutical. Eur. J. Pharmacol. 2008, 585, 325-337.
    • (2008) Eur. J. Pharmacol. , vol.585 , pp. 325-337
    • Boots, A.W.1    Haenen, G.R.2    Bast, A.3
  • 3
    • 0642306123 scopus 로고    scopus 로고
    • Quantitative analysis of the flavonoid content of commercial tomatoes, onions, lettuce, and celery
    • Crozier, A.; Lean, M.E.; McDonald, M.S.; Black, C. Quantitative analysis of the flavonoid content of commercial tomatoes, onions, lettuce, and celery. J. Agric. Food Chem. 1997, 45, 590-595. (Pubitemid 127483672)
    • (1997) Journal of Agricultural and Food Chemistry , vol.45 , Issue.3 , pp. 590-595
    • Crozier, A.1    Lean, M.E.J.2    McDonald, M.S.3    Black, C.4
  • 4
    • 0032513281 scopus 로고    scopus 로고
    • Quantitative analysis of flavonols, flavones, and flavanones in fruits, vegetables and beverages by high-performance liquid chromatography with photo-diode array and mass spectrometric detection
    • DOI 10.1016/S0021-9673(97)01061-3, PII S0021967397010613
    • Justesen, U.; Knuthsen, P.; Leth, T. Quantitative analysis of flavonols, flavones, and flavanones in fruits, vegetables and beverages by high-performance liquid chromatography with photo-diode array and mass spectrometric detection. J. Chromatogr. A 1998, 799, 101-110. (Pubitemid 28161212)
    • (1998) Journal of Chromatography A , vol.799 , Issue.1-2 , pp. 101-110
    • Justesen, U.1    Knuthsen, P.2    Leth, T.3
  • 7
    • 33746835408 scopus 로고    scopus 로고
    • Aspects of anthocyanin absorption, metabolism and pharmacokinetics in humans
    • DOI 10.1079/NRR2005116
    • Kay, C.D. Aspects of anthocyanin absorption, metabolism and pharmacokinetics in humans. Nutr. Res. Rev. 2006, 19, 137-146. (Pubitemid 44174298)
    • (2006) Nutrition Research Reviews , vol.19 , Issue.1 , pp. 137-146
    • Kay, C.D.1
  • 8
    • 0038291933 scopus 로고    scopus 로고
    • Intracellular metabolism and bioactivity of quercetin and its in vivo metabolites
    • DOI 10.1042/BJ20021972
    • Spencer, J.P.; Kuhnle, G.G.; Williams, R.J.; Rice-Evans, C. Intracellular metabolism and bioactivity of quercetin and its in vivo metabolites. Biochem. J. 2003, 372, 173-181. (Pubitemid 36609619)
    • (2003) Biochemical Journal , vol.372 , Issue.1 , pp. 173-181
    • Spencer, J.P.E.1    Kuhnle, G.G.C.2    Williams, R.J.3    Rice-Evans, C.4
  • 9
    • 1042290475 scopus 로고    scopus 로고
    • Cellular uptake and metabolism of flavonoids and their metabolites: Implications for their bioactivity
    • DOI 10.1016/j.abb.2003.11.010
    • Spencer, J.P.; Abd-el-Mohsen, M.M.; Rice-Evans, C. Cellular uptake and metabolism of flavonoids and their metabolites: Implications for their bioactivity. Arch. Biochem. Biophys. 2004, 423, 148-161. (Pubitemid 38198224)
    • (2004) Archives of Biochemistry and Biophysics , vol.423 , Issue.1 , pp. 148-161
    • Spencer, J.P.E.1    Abd El Mohsen, M.M.2    Rice-Evans, C.3
  • 12
    • 0037049272 scopus 로고    scopus 로고
    • Hemisynthesis of all the O-monomethylated analogues of quercetin including the major metabolites, through selective protection of phenolic functions
    • DOI 10.1016/S0040-4020(02)01306-6, PII S0040402002013066
    • Bouktaib, M.; Lebrun, S.; Atmani, A.; Ronaldo, C. Hemisynthesis of all the O-monomethylated analogues of quercetin including the major metabolites, through selective protection of phenolic functions. Tetrahedron 2002, 58, 10001-10009. (Pubitemid 35346918)
    • (2002) Tetrahedron , vol.58 , Issue.50 , pp. 10001-10009
    • Bouktaib, M.1    Lebrun, S.2    Atmani, A.3    Rolando, C.4
  • 13
    • 0034609815 scopus 로고    scopus 로고
    • Synthesis of novel 3,7-substituted-2-(3',4'-dihydroxyphenyl)flavones with improved antioxidant activity
    • van Acker, F.A.; Hageman, J.A.; Haenen, G.R.; van Der Vijgh, W.J.; Bast, A.; Menge, W.M. Synthesis of novel 3,7-substituted-2-(3',4'-dihydroxyphenyl) flavones with improved antioxidant activity. J. Med. Chem. 2000, 43, 3752-3760.
    • (2000) J. Med. Chem. , vol.43 , pp. 3752-3760
    • Van Acker, F.A.1    Hageman, J.A.2    Haenen, G.R.3    Van Der Vijgh, W.J.4    Bast, A.5    Menge, W.M.6
  • 14
    • 0029888128 scopus 로고    scopus 로고
    • Structure-antioxidant activity relationships of flavonoids and phenolic acids
    • DOI 10.1016/0891-5849(95)02227-9
    • 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. (Pubitemid 26157509)
    • (1996) Free Radical Biology and Medicine , vol.20 , Issue.7 , pp. 933-956
    • Rice-Evans, C.A.1    Miller, N.J.2    Paganga, G.3
  • 15
    • 0032987218 scopus 로고    scopus 로고
    • Applicability of an improved Trolox equivalent antioxidant capacity (TEAC) assay for evaluation of antioxidant capacity measurements of mixtures
    • DOI 10.1016/S0308-8146(99)00089-8, PII S0308814699000898
    • van den Berg, R.; Haenen, G.R.; van den Berg, H.; Bast, A. Applicability of an improved Trolox equivalent antioxidant capacity (TEAC) assay for evaluation of antioxidant capacity measurements of mixtures. Food Chem. 1999, 66, 511-517. (Pubitemid 29255866)
    • (1999) Food Chemistry , vol.66 , Issue.4 , pp. 511-517
    • Van Den Berg, R.1    Haenen, G.R.M.M.2    Van Den Berg, H.3    Bast, A.4
  • 16
    • 0034115582 scopus 로고    scopus 로고
    • Antioxidant activity and radioprotective effects against chromosomal damage induced in vivo by X-rays of flavan-3-ols (Procyanidins) from grape seeds (Vitis vinifera): Comparative study versus other phenolic and organic compounds
    • DOI 10.1021/jf990665o
    • Castillo, J.; Benavente-Garcia, O.; Lorente, J.; Alcaraz, M.; Redondo, A.; Ortuno, A.; Del Rio, J.A. Antioxidant activity and radioprotective effects against chromosomal damage induced in vivo by X-rays of flavan-3-ols (Procyanidins) from grape seeds (Vitis vinifera): Comparative study versus other phenolic and organic compounds. J. Agric. Food Chem. 2000, 48, 1738-1745. (Pubitemid 30331518)
    • (2000) Journal of Agricultural and Food Chemistry , vol.48 , Issue.5 , pp. 1738-1745
    • Castillo, J.1    Benavente-Garcia, O.2    Lorente, J.3    Alcaraz, M.4    Redondo, A.5    Ortuno, A.6    Del Rio, J.A.7
  • 17
    • 0030902648 scopus 로고    scopus 로고
    • .+ radical cation assay
    • Miller, N.J.; Rice-Evans, C.A. Factors influencing the antioxidant activity determined by the ABTS.+ radical cation assay. Free Radic. Res. 1997, 26, 195-199. (Pubitemid 27187035)
    • (1997) Free Radical Research , vol.26 , Issue.3 , pp. 195-199
    • Miller, N.J.1    Rice-Evans, C.A.2
  • 18
    • 0032982508 scopus 로고    scopus 로고
    • Antioxidant activity applying an improved ABTS radical cation decolorization assay
    • DOI 10.1016/S0891-5849(98)00315-3, PII S0891584998003153
    • Re, R.; Pellegrini, N.; Proteggente, A.; Pannala, A.; Yang, M.; Rice-Evans, C. Antioxidant activity applying an improved ABTS radical cation decolorization assay. Free Radic. Biol. Med. 1999, 26, 1231-1237. (Pubitemid 29262709)
    • (1999) Free Radical Biology and Medicine , vol.26 , Issue.9-10 , pp. 1231-1237
    • Re, R.1    Pellegrini, N.2    Proteggente, A.3    Pannala, A.4    Yang, M.5    Rice-Evans, C.6
  • 19
    • 0033291451 scopus 로고    scopus 로고
    • Glycosylation esterification and polymerization of flavonoids and hydroxycinnamates: Effects on antioxidant properties
    • Williamson, G.; Plumb, G.W.; Garcia-Conesa, M.T. Glycosylation, esterification and polymerization of flavonoids and hydroxycinnamates: Effects on antioxidant properties. Basic Life Sci. 1999, 66, 483-494.
    • (1999) Basic Life Sci. , vol.66 , pp. 483-494
    • Williamson, G.1    Plumb, G.W.2    Garcia-Conesa, M.T.3
  • 20
    • 0031020195 scopus 로고    scopus 로고
    • Antioxidant and prooxidant behavior of flavonoids: Structure-activity relationships
    • DOI 10.1016/S0891-5849(96)00351-6, PII S0891584996003516
    • Cao, G.; Sofic, E.; Prior, R.L. Antioxidant and prooxidant behavior of flavonoids: structureactivity relationships. Free Radic. Biol. Med. 1997, 22, 749-760. (Pubitemid 27058337)
    • (1997) Free Radical Biology and Medicine , vol.22 , Issue.5 , pp. 749-760
    • Cao, G.1    Sofic, E.2    Prior, R.L.3
  • 23
  • 24
    • 84961982107 scopus 로고    scopus 로고
    • A comparative study of the antioxidant power of flavonoid catechin and its planar analogue
    • DOI 10.1021/jf070449c
    • Leopoldini, M.; Russo, N.; Toscano, M. A comparative study of the antioxidant power of flavonoid catechin and its planar analogue. J. Agric. Food Chem. 2007, 55, 7944-7949. (Pubitemid 47527021)
    • (2007) Journal of Agricultural and Food Chemistry , vol.55 , Issue.19 , pp. 7944-7949
    • Leopoldini, M.1    Russo, N.2    Toscano, M.3
  • 25
    • 84962433222 scopus 로고    scopus 로고
    • The molecular basis of working mechanism of natural polyphenolic antioxidants
    • Leopoldini, M.; Russo, N.; Toscano, M. The molecular basis of working mechanism of natural polyphenolic antioxidants. Food Chem. 2011, 125, 288-306.
    • (2011) Food Chem. , vol.125 , pp. 288-306
    • Leopoldini, M.1    Russo, N.2    Toscano, M.3
  • 26
    • 71649098481 scopus 로고    scopus 로고
    • Methylation of dietary flavones increases their metabolic stability and chemopreventive effects
    • Walle, T. Methylation of dietary flavones increases their metabolic stability and chemopreventive effects. Int. J. Mol. Sci. 2009, 10, 5002-5019.
    • (2009) Int. J. Mol. Sci. , vol.10 , pp. 5002-5019
    • Walle, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.