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Volumn 54, Issue 8, 2006, Pages 3078-3085

Gas and liquid phase acidity of natural antioxidants

Author keywords

Gas phase; Liquid phase; Natural antioxidants

Indexed keywords


EID: 84962419390     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf053180a     Document Type: Article
Times cited : (114)

References (53)
  • 1
    • 0024833331 scopus 로고
    • Oxidation of polyunsaturated fatty acids: Mechanisms, products, and inhibition with emphasis on fish
    • Hsieh, R. J.; Kinsella, J. E. Oxidation of polyunsaturated fatty acids: Mechanisms, products, and inhibition with emphasis on fish. Adv. Food Nutr. Res. 1989, 33, 233-341.
    • (1989) Adv. Food Nutr. Res. , vol.33 , pp. 233-341
    • Hsieh, R.J.1    Kinsella, J.E.2
  • 2
    • 0016906546 scopus 로고
    • The flavonoids. A class of semi-essential food components: Their role in human nutrition
    • Kuhnau, J. The flavonoids. A class of semi-essential food components: Their role in human nutrition. World Rev. Nutr. Diet. 1976, 24, 117-191.
    • (1976) World Rev. Nutr. Diet. , vol.24 , pp. 117-191
    • Kuhnau, J.1
  • 3
    • 0000682759 scopus 로고    scopus 로고
    • Antioxidant flavonoids: Structure, function and clinical usage
    • Miller, A. L. Antioxidant flavonoids: Structure, function and clinical usage. Altern. Med. Rev. 1996, 1, 103-111.
    • (1996) Altern. Med. Rev. , vol.1 , pp. 103-111
    • Miller, A.L.1
  • 4
    • 0027742757 scopus 로고
    • Inhibitory effects of flavonoids on xanthine oxidase
    • Chang, W. S.; Lee, Y. J.; Lu, F. J.; Chiang, H. C. Inhibitory effects of flavonoids on xanthine oxidase. Anticancer Res. 1993, 13, 2165-2170.
    • (1993) Anticancer Res. , vol.13 , pp. 2165-2170
    • Chang, W.S.1    Lee, Y.J.2    Lu, F.J.3    Chiang, H.C.4
  • 6
    • 0025287069 scopus 로고
    • Flavonoids inhibit the oxidative modification of low-density lipoproteins
    • DeWhalley, C. V.; Rankin, J. F.; Rankin, S. M. Flavonoids inhibit the oxidative modification of low-density lipoproteins. Biochem. Pharmacol. 1990, 39, 1743-1749.
    • (1990) Biochem. Pharmacol. , vol.39 , pp. 1743-1749
    • DeWhalley, C.V.1    Rankin, J.F.2    Rankin, S.M.3
  • 7
    • 0031038440 scopus 로고    scopus 로고
    • Quercetin protects cutaneous tissue-associated cell types including sensory neurons from oxidative stress induced by glutathyone depletion: Cooperative effects of ascorbic acid
    • Skaper, S. D.; Fabris, M.; Ferrari, V. Quercetin protects cutaneous tissue-associated cell types including sensory neurons from oxidative stress induced by glutathyone depletion: Cooperative effects of ascorbic acid. Free Radical Biol. Med. 1997, 22, 669-678.
    • (1997) Free Radical Biol. Med. , vol.22 , pp. 669-678
    • Skaper, S.D.1    Fabris, M.2    Ferrari, V.3
  • 8
    • 0024247134 scopus 로고
    • Antiinflammatory activity of benzoppyrones that are inhibitors of cyclo-and lipooxygenase
    • Della Loggia, R.; Ragazzi, E.; Tubaro, A. Antiinflammatory activity of benzoppyrones that are inhibitors of cyclo-and lipooxygenase. Pharmacol. Res. Commun. 1988, 20, S91-S94.
    • (1988) Pharmacol. Res. Commun. , vol.20
    • Della Loggia, R.1    Ragazzi, E.2    Tubaro, A.3
  • 9
    • 0031962808 scopus 로고    scopus 로고
    • Effects of naturally occurring flavonoids and bioflavonoids on epiderman cyclooxygenase from guinea pigs
    • Kim, H, P.; Mani, I.; Ziboh, V. A. Effects of naturally occurring flavonoids and bioflavonoids on epiderman cyclooxygenase from guinea pigs. Prostaglandins, Leukotrienes Essent. Fatty Acids 1998, 158, 17-24.
    • (1998) Prostaglandins, Leukotrienes Essent. Fatty Acids , vol.158 , pp. 17-24
    • Kim, H.P.1    Mani, I.2    Ziboh, V.A.3
  • 11
    • 0021932655 scopus 로고
    • Kinetics of the inhibitory effect of flavonoids on histamine secretion from mast cells
    • Bronner, C.; Landry, Y. Kinetics of the inhibitory effect of flavonoids on histamine secretion from mast cells. Agents Actions 1985, 16, 147-151.
    • (1985) Agents Actions , vol.16 , pp. 147-151
    • Bronner, C.1    Landry, Y.2
  • 12
    • 0020621965 scopus 로고
    • Inhibition of human lens aldose reductase by flavonoids, sulindac, and indomethacin
    • Chaudry, P. S.; Cabera, J.; Juliani, H. R.; Varma, S. D. Inhibition of human lens aldose reductase by flavonoids, sulindac, and indomethacin. Biochem. Pharmacol. 1983, 32, 1995-1998.
    • (1983) Biochem. Pharmacol. , vol.32 , pp. 1995-1998
    • Chaudry, P.S.1    Cabera, J.2    Juliani, H.R.3    Varma, S.D.4
  • 13
    • 0022006859 scopus 로고
    • Antiviral effect of flavonoids on human viruses
    • Kaul, T. N.; Middleton, E., Jr.; Ogra, P. L. Antiviral effect of flavonoids on human viruses. J. Med. Virol. 1985, 15, 71-79.
    • (1985) J. Med. Virol. , vol.15 , pp. 71-79
    • Kaul, T.N.1    Middleton Jr., E.2    Ogra, P.L.3
  • 14
    • 0032499596 scopus 로고    scopus 로고
    • Free radical-scavenging properties of olive oil polyphenols
    • Visioli, F.; Bellomo, G.; Galli, C. Free radical-scavenging properties of olive oil polyphenols. Biochem. Biophys. Res. Commun. 1998, 247, 60-64.
    • (1998) Biochem. Biophys. Res. Commun. , vol.247 , pp. 60-64
    • Visioli, F.1    Bellomo, G.2    Galli, C.3
  • 15
    • 0000470222 scopus 로고    scopus 로고
    • Olive oil polyphenols and their potential effects on human health
    • Visioli, F.; Galli, C. Olive oil polyphenols and their potential effects on human health. J. Agric. Food Chem. 1998, 46, 4292-4296.
    • (1998) J. Agric. Food Chem. , vol.46 , pp. 4292-4296
    • Visioli, F.1    Galli, C.2
  • 17
    • 0035857407 scopus 로고    scopus 로고
    • Predicting the activity of phenolic antioxidants: Theoretical method, analysis of substituent effects and application to major families of antioxidants
    • Wright, J. S.; Johnson, E. R.; Di Labio, G. A. Predicting the activity of phenolic antioxidants: Theoretical method, analysis of substituent effects and application to major families of antioxidants. J. Am. Chem. Soc. 2001, 123, 1173-1183.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 1173-1183
    • Wright, J.S.1    Johnson, E.R.2    Di Labio, G.A.3
  • 18
    • 1642502300 scopus 로고    scopus 로고
    • Structure, conformation and electronic properties of apigenin, luteolin and taxifolin antioxidants. A first principle theoretical study
    • Leopoldini, M.; Prieto Pitarch, I.; Russo, N.; Toscano, M. Structure, conformation and electronic properties of apigenin, luteolin and taxifolin antioxidants. A first principle theoretical study. J. Phys. Chem. B 2004, 108, 92-94.
    • (2004) J. Phys. Chem. B , vol.108 , pp. 92-94
    • Leopoldini, M.1    Prieto Pitarch, I.2    Russo, N.3    Toscano, M.4
  • 19
    • 84962429291 scopus 로고    scopus 로고
    • Antioxidant properties of phenolic compounds. H-atom versus electron-transfer mechanism
    • Leopoldini, M.; Marino, T.; Russo, N.; Toscano, M. Antioxidant properties of phenolic compounds. H-atom versus electron-transfer mechanism. J. Phys. Chem. B 2004, 108, 4916-4922.
    • (2004) J. Phys. Chem. B , vol.108 , pp. 4916-4922
    • Leopoldini, M.1    Marino, T.2    Russo, N.3    Toscano, M.4
  • 20
    • 2442417429 scopus 로고    scopus 로고
    • Density functional computations of the energetic and spectroscopic parameters of quercetin and its radicals in the gas phase and in solvent
    • Leopoldini, M.; Marino, T.; Russo, N.; Toscano, M. Density functional computations of the energetic and spectroscopic parameters of quercetin and its radicals in the gas phase and in solvent. Theor. Chem. Acc. 2004, 111, 210-216.
    • (2004) Theor. Chem. Acc. , vol.111 , pp. 210-216
    • Leopoldini, M.1    Marino, T.2    Russo, N.3    Toscano, M.4
  • 25
    • 0037064468 scopus 로고    scopus 로고
    • Iron and copper chelation by flavonoids - An electrospray mass spectrometry study
    • Fernandez, M. T.; Mira, L.; Florêncio, M. H.; Jennings, K. R. Iron and copper chelation by flavonoids - An electrospray mass spectrometry study. J. Inorg. Biochem. 2002, 92, 105-115.
    • (2002) J. Inorg. Biochem. , vol.92 , pp. 105-115
    • Fernandez, M.T.1    Mira, L.2    Florêncio, M.H.3    Jennings, K.R.4
  • 26
    • 3242756623 scopus 로고    scopus 로고
    • Polyphenols content in some Italian red wines of different geographical origins
    • Gambelli, L.; Santaroni, G. P. Polyphenols content in some Italian red wines of different geographical origins. J. Food Compos. Anal. 2004, 17, 613-618.
    • (2004) J. Food Compos. Anal. , vol.17 , pp. 613-618
    • Gambelli, L.1    Santaroni, G.P.2
  • 28
    • 0000189651 scopus 로고
    • Density-functional thermochemistry. 3. The role of exact exchange
    • Becke, A. D. J. Density-functional thermochemistry. 3. The role of exact exchange. Chem. Phys. 1993, 98, 5648-5652.
    • (1993) Chem. Phys. , vol.98 , pp. 5648-5652
    • Becke, A.D.J.1
  • 29
    • 0345491105 scopus 로고
    • Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density
    • Lee, C.; Yang, W.; Parr, R. G. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys. Rev. B 1988, 37, 785-789.
    • (1988) Phys. Rev. B , vol.37 , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 30
    • 36849115659 scopus 로고
    • Self-consistent molecular-orbital methods: IX. An extended Gaussian-type basis for molecular-orbital studies of organic molecules
    • Ditchfield, R.; Hehre, W. J.; Pople, J. A. Self-consistent molecular-orbital methods: IX. An extended Gaussian-type basis for molecular-orbital studies of organic molecules. J. Chem. Phys. 1971, 54, 724-728.
    • (1971) J. Chem. Phys. , vol.54 , pp. 724-728
    • Ditchfield, R.1    Hehre, W.J.2    Pople, J.A.3
  • 31
    • 0347170005 scopus 로고
    • Self-consistent molecular orbital methods: XII. Further extensions of Gaussian-type basis sets for use in molecular orbital studies of organic molecules
    • Hehre, W. J.; Ditchfield, R.; Pople, J. A. Self-consistent molecular orbital methods: XII. Further extensions of Gaussian-type basis sets for use in molecular orbital studies of organic molecules. J. Chem. Phys. 1972, 56, 2257-2261.
    • (1972) J. Chem. Phys. , vol.56 , pp. 2257-2261
    • Hehre, W.J.1    Ditchfield, R.2    Pople, J.A.3
  • 32
    • 0000812163 scopus 로고
    • n equilibrium geometries by single determinant molecular orbital theory
    • n equilibrium geometries by single determinant molecular orbital theory. Mol. Phys. 1974, 27, 209-214.
    • (1974) Mol. Phys. , vol.27 , pp. 209-214
    • Hariharan, P.C.1    Pople, J.A.2
  • 33
    • 85022583881 scopus 로고
    • The isomers of silacyclopropane
    • Gordon, M. S. The isomers of silacyclopropane. Chem. Phys. Lett. 1980, 76, 163-168.
    • (1980) Chem. Phys. Lett. , vol.76 , pp. 163-168
    • Gordon, M.S.1
  • 34
    • 84946893847 scopus 로고
    • Electrostatic interaction of a solute with a continuum. A direct utilization of ab initio molecular potentials for the prevision of solvent effects
    • Miertus, S.; Scrocco, E.; Tomasi, J. Electrostatic interaction of a solute with a continuum. A direct utilization of ab initio molecular potentials for the prevision of solvent effects. Chem. Phys. 1981, 55, 117-129.
    • (1981) Chem. Phys. , vol.55 , pp. 117-129
    • Miertus, S.1    Scrocco, E.2    Tomasi, J.3
  • 35
    • 84962432699 scopus 로고
    • Approximate evaluations of the electrostatic free energy and internal energy changes in solution processes
    • Miertus, S.; Tomasi, J. Approximate evaluations of the electrostatic free energy and internal energy changes in solution processes. Chem. Phys. 1982, 65, 239-245.
    • (1982) Chem. Phys. , vol.65 , pp. 239-245
    • Miertus, S.1    Tomasi, J.2
  • 36
    • 84962359221 scopus 로고    scopus 로고
    • Ab initio study of solvated molecules: A new implementation of the polarizable continuum model
    • Cossi, M.; Barone, V.; Commi, R.; Tomasi, J. Ab initio study of solvated molecules: A new implementation of the polarizable continuum model. Chem. Phys. Lett. 1996, 255, 327-335.
    • (1996) Chem. Phys. Lett. , vol.255 , pp. 327-335
    • Cossi, M.1    Barone, V.2    Commi, R.3    Tomasi, J.4
  • 37
    • 84961981991 scopus 로고    scopus 로고
    • A new definition of cavities for the computation of solvation free energies by the polarizable continuum model
    • Barone, V.; Cossi, M.; Tomasi, J. A new definition of cavities for the computation of solvation free energies by the polarizable continuum model. J. Chem. Phys. 1997, 107, 3210-3221.
    • (1997) J. Chem. Phys. , vol.107 , pp. 3210-3221
    • Barone, V.1    Cossi, M.2    Tomasi, J.3
  • 38
    • 45449123708 scopus 로고
    • Analysis of the geometry of the hydroxymethyl radical by the different hybrids for different spins natural bond orbital procedure
    • Carpenter, J. E.; Weinhold, F. Analysis of the geometry of the hydroxymethyl radical by the different hybrids for different spins natural bond orbital procedure J. Mol. Struct. (THEOCHEM) 1988, 169, 41-62.
    • (1988) J. Mol. Struct. (THEOCHEM) , vol.169 , pp. 41-62
    • Carpenter, J.E.1    Weinhold, F.2
  • 39
    • 84962347382 scopus 로고
    • Ph.D. Thesis, University of Wisconsin, Madison, WI
    • Carpenter, J. E. Ph.D. Thesis, University of Wisconsin, Madison, WI, 1987.
    • (1987)
    • Carpenter, J.E.1
  • 41
    • 36749116113 scopus 로고
    • Natural bond orbital analysis of near-Hartree-Fock water dimer
    • Reed, A. E.; Weinhold, F. Natural bond orbital analysis of near-Hartree-Fock water dimer J. Chem. Phys. 1983, 78, 4066-4073.
    • (1983) J. Chem. Phys. , vol.78 , pp. 4066-4073
    • Reed, A.E.1    Weinhold, F.2
  • 42
    • 36549103221 scopus 로고
    • Natural localized molecular orbitals
    • Reed, A. E.; Weinhold, F. Natural localized molecular orbitals J. Chem. Phys. 1985, 83, 1736-1740.
    • (1985) J. Chem. Phys. , vol.83 , pp. 1736-1740
    • Reed, A.E.1    Weinhold, F.2
  • 44
    • 0011083499 scopus 로고
    • Intermolecular interactions from a natural bond orbital, donor - Acceptor viewpoint
    • Reed, A. E.; Curtiss, L. A.; Weinhold, F. Intermolecular interactions from a natural bond orbital, donor - acceptor viewpoint. Chem. Rev. 1988, 88, 899-926.
    • (1988) Chem. Rev. , vol.88 , pp. 899-926
    • Reed, A.E.1    Curtiss, L.A.2    Weinhold, F.3
  • 46
    • 2442604552 scopus 로고    scopus 로고
    • Toward the prediction of the activity of antioxidants: Experimental and theoretical study of the gas-phase acidities of flavonoids
    • Martins, H. F. P.; Leal, J. P.; Fernandez, M. T.; Lopes, V. H.; Cordeiro, M. N. D. S. Toward the prediction of the activity of antioxidants: Experimental and theoretical study of the gas-phase acidities of flavonoids. J. Am. Soc. Mass Spectrom. 2004, 15, 848-861.
    • (2004) J. Am. Soc. Mass Spectrom. , vol.15 , pp. 848-861
    • Martins, H.F.P.1    Leal, J.P.2    Fernandez, M.T.3    Lopes, V.H.4    Cordeiro, M.N.D.S.5
  • 47
    • 0001749090 scopus 로고    scopus 로고
    • Ab initio study of flavonoids
    • Meyer, M. Ab initio study of flavonoids. Int. J. Quantum Chem. 2000, 76, 724-732.
    • (2000) Int. J. Quantum Chem. , vol.76 , pp. 724-732
    • Meyer, M.1
  • 48
    • 0030467462 scopus 로고    scopus 로고
    • Structural study of flavonoids and their protonated forms
    • To'th, J.; Remko, M.; Nagy, M. Structural study of flavonoids and their protonated forms. Z. Naturforsch. C 1996, 51 (784), 790.
    • (1996) Z. Naturforsch. C , vol.51 , Issue.784 , pp. 790
    • To'th, J.1    Remko, M.2    Nagy, M.3
  • 50
    • 2442418777 scopus 로고    scopus 로고
    • Gas-phase hydrogen/deuterium exchange and conformations of deprotonated flavonoids and gas-phase acidities of flavonoids
    • Zhang, J.; Brodbelt, J. S. Gas-phase hydrogen/deuterium exchange and conformations of deprotonated flavonoids and gas-phase acidities of flavonoids. J. Am. Chem. Soc. 2004, 126, 5906-5919.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 5906-5919
    • Zhang, J.1    Brodbelt, J.S.2
  • 51
    • 0037136784 scopus 로고    scopus 로고
    • Relative acidities of prtho-substituited phenols, as models for modified tyrosines in proteins
    • Himo, F.; Noodleman, L.; Blomberg, M. R. A.; Siegbahn, P. E. M. Relative acidities of prtho-substituited phenols, as models for modified tyrosines in proteins. J. Phys. Chem. A 2002, 106, 8757-8761.
    • (2002) J. Phys. Chem. A , vol.106 , pp. 8757-8761
    • Himo, F.1    Noodleman, L.2    Blomberg, M.R.A.3    Siegbahn, P.E.M.4
  • 52
    • 33847090497 scopus 로고
    • Intrinsic acidities of substituted phenols and benzoic acids determined by gas-phase proton-transfer equilibria
    • McMahon, T. R.; Kebarle, P. Intrinsic acidities of substituted phenols and benzoic acids determined by gas-phase proton-transfer equilibria. J. Am. Chem. Soc. 1977, 99, 2222-2230.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 2222-2230
    • McMahon, T.R.1    Kebarle, P.2


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