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Volumn 57, Issue 11, 2009, Pages 4630-4635

Effect of protonation and aggregation state of (E)-resveratrol on its hydroperoxidation by lipoxygenase

Author keywords

Aggregation; Cyclodextrin; Lipoxygenase; Protonation; Resveratrol

Indexed keywords

LIPOXYGENASE; RESVERATROL; STILBENE DERIVATIVE; VEGETABLE PROTEIN;

EID: 67149130340     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf9001473     Document Type: Article
Times cited : (8)

References (40)
  • 1
    • 0001506592 scopus 로고
    • Phytoalexin production of grape berries
    • Creasy, L. L.; Coffee, M. J. Phytoalexin production of grape berries. J. Am. Soc. Hortic. Sci. 1988, 113, 230-234.
    • (1988) J. Am. Soc. Hortic. Sci , vol.113 , pp. 230-234
    • Creasy, L.L.1    Coffee, M.J.2
  • 2
    • 0002256765 scopus 로고
    • Concentration of the phytoalexin resveratrol in wine
    • Siemann, E. H.; Creasy, L. L. Concentration of the phytoalexin resveratrol in wine, Am. J. Enol. Vitic. 1992, 43, 49-52.
    • (1992) Am. J. Enol. Vitic , vol.43 , pp. 49-52
    • Siemann, E.H.1    Creasy, L.L.2
  • 5
    • 0034682983 scopus 로고    scopus 로고
    • Cardioprotective effect of resveratrol, a natural antioxidant derived from grapes
    • Hung, L. M.; Chen, J. K.; Huang, S. S.; Lee, R. S.; Su, M. J. Cardioprotective effect of resveratrol, a natural antioxidant derived from grapes. J. Cardiovasc. Res. 2000, 47, 549-555.
    • (2000) J. Cardiovasc. Res , vol.47 , pp. 549-555
    • Hung, L.M.1    Chen, J.K.2    Huang, S.S.3    Lee, R.S.4    Su, M.J.5
  • 6
    • 0027447124 scopus 로고
    • Inhibition of human LDL oxidation by resveratrol
    • Frankel, E. N.; Waterhouse, A. L.; Kinsella, J. E. Inhibition of human LDL oxidation by resveratrol. Lancet 1993, 341, 1103-1104.
    • (1993) Lancet , vol.341 , pp. 1103-1104
    • Frankel, E.N.1    Waterhouse, A.L.2    Kinsella, J.E.3
  • 7
    • 0033591299 scopus 로고    scopus 로고
    • Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids
    • Fremont, L.; Belguendou, L.; Delpal, S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci. 1999, 64, 2511-2521.
    • (1999) Life Sci , vol.64 , pp. 2511-2521
    • Fremont, L.1    Belguendou, L.2    Delpal, S.3
  • 8
    • 36749081135 scopus 로고    scopus 로고
    • Resveratrol as an antioxidant and pro-oxidant agent: Mechanisms and clinical implications
    • Alarcón de la Lastra, C.; Villegas, I. Resveratrol as an antioxidant and pro-oxidant agent: mechanisms and clinical implications. Biochem. Soc. Trans. 2007, 35, 1156-1160.
    • (2007) Biochem. Soc. Trans , vol.35 , pp. 1156-1160
    • Alarcón de la Lastra, C.1    Villegas, I.2
  • 10
    • 0029065391 scopus 로고
    • The red wine phenolics trans-resveratrol and quercetin block human platelet aggregation and eicosanoid synthesis: Implications for protection against coronary heart disease
    • Pace-Asciak, C. R.; Hahn, S. E.; Diamandis, E. P.; Soleas, G.; Goldberg, D.M. The red wine phenolics trans-resveratrol and quercetin block human platelet aggregation and eicosanoid synthesis: implications for protection against coronary heart disease, Clin. Chem. Acta 1995, 235, 207-219.
    • (1995) Clin. Chem. Acta , vol.235 , pp. 207-219
    • Pace-Asciak, C.R.1    Hahn, S.E.2    Diamandis, E.P.3    Soleas, G.4    Goldberg, D.M.5
  • 11
    • 33750606553 scopus 로고    scopus 로고
    • Determination of stoichiometric coefficients and apparent formation constants for β-cyclodextrin complexes of trans-resveratrol using reversed-phase liquid chroma-tography
    • López-Nicolás, J. M.; Núñez-Delicado, E.; Pérez-López, A. J.; Carbonell, A.; Cuadra-Crespo, P. Determination of stoichiometric coefficients and apparent formation constants for β-cyclodextrin complexes of trans-resveratrol using reversed-phase liquid chroma-tography. J. Chromatogr., A 2006, 1135, 158-165.
    • (2006) J. Chromatogr., A , vol.1135 , pp. 158-165
    • López-Nicolás, J.M.1    Núñez-Delicado, E.2    Pérez-López, A.J.3    Carbonell, A.4    Cuadra-Crespo, P.5
  • 12
    • 9444296057 scopus 로고    scopus 로고
    • High absorption but very low bioavailability of oral resveratrol in humans
    • Walk, T.; Hsieh, F.; Delegge, M.H.; Oatis, J. E. Jr.; Walle, U. K. High absorption but very low bioavailability of oral resveratrol in humans. Drug Metab. Dispos. 2004, 32, 1377-1382.
    • (2004) Drug Metab. Dispos , vol.32 , pp. 1377-1382
    • Walk, T.1    Hsieh, F.2    Delegge, M.H.3    Oatis Jr., J.E.4    Walle, U.K.5
  • 13
    • 0001269795 scopus 로고    scopus 로고
    • Resveratrol: Isomeric molar absorp-tivities and stability
    • Trela, B. C.; Waterliouse, A. L. Resveratrol: isomeric molar absorp-tivities and stability. J. Agric. Food Chem. 1996, 44, 1253-1257.
    • (1996) J. Agric. Food Chem , vol.44 , pp. 1253-1257
    • Trela, B.C.1    Waterliouse, A.L.2
  • 14
    • 20344364428 scopus 로고    scopus 로고
    • Wenzel, E.; Somoza, V. Metabolism and bioavailability of trans-resveratrol. Mol Nutr. Food Res. 2005, 49, 472-481.
    • Wenzel, E.; Somoza, V. Metabolism and bioavailability of trans-resveratrol. Mol Nutr. Food Res. 2005, 49, 472-481.
  • 16
    • 0035015930 scopus 로고    scopus 로고
    • Inhibition of oxidative and antioxidative enzymes by trans-resveratrol
    • Fan, X.; Mattheis, J. P. Inhibition of oxidative and antioxidative enzymes by trans-resveratrol. Food Chem. Toxicol. 2001, 66, 200-203.
    • (2001) Food Chem. Toxicol , vol.66 , pp. 200-203
    • Fan, X.1    Mattheis, J.P.2
  • 17
    • 28444475933 scopus 로고    scopus 로고
    • Oxidation of dietary polyphenolics by hydroperoxidase activity of lipoxygenase
    • Pinto, M. C.; Macias, P. Oxidation of dietary polyphenolics by hydroperoxidase activity of lipoxygenase. J. Agric. Food Chem. 2005, 53, 9225-9230.
    • (2005) J. Agric. Food Chem , vol.53 , pp. 9225-9230
    • Pinto, M.C.1    Macias, P.2
  • 18
    • 0343776131 scopus 로고    scopus 로고
    • Resveratrol is a potent inhibitor of the dioxygenase activity of lipoxygenase
    • Pinto, M. C.; García-Barrado, J. A.; Macias, P. Resveratrol is a potent inhibitor of the dioxygenase activity of lipoxygenase. J. Agric. Food Chem. 1999, 47, 4842-4846.
    • (1999) J. Agric. Food Chem , vol.47 , pp. 4842-4846
    • Pinto, M.C.1    García-Barrado, J.A.2    Macias, P.3
  • 19
    • 33847317321 scopus 로고    scopus 로고
    • Lipoxygenase in fruits and vegetables: A review
    • Baysal, T.; Demird, A. Lipoxygenase in fruits and vegetables: a review. Enzym. Microb. Technol. 2007, 40, 491-496.
    • (2007) Enzym. Microb. Technol , vol.40 , pp. 491-496
    • Baysal, T.1    Demird, A.2
  • 20
    • 0026480564 scopus 로고
    • Mammalian lipoxygenases: Molecular structures and functions
    • Yamamoto, S. Mammalian lipoxygenases: molecular structures and functions. Biochim. Biophys. Acta 1992, 1128, 117-131.
    • (1992) Biochim. Biophys. Acta , vol.1128 , pp. 117-131
    • Yamamoto, S.1
  • 21
    • 0001081578 scopus 로고
    • Membrane deterioration in senescing carnation flowers: Coordinated effects of phospholipid degradation and the action of membranous lipoxygenase
    • Fobel, M.; Lynch, D. V.; John, E. T. Membrane deterioration in senescing carnation flowers: coordinated effects of phospholipid degradation and the action of membranous lipoxygenase. Plant Physiol. 1987, 85, 204-211.
    • (1987) Plant Physiol , vol.85 , pp. 204-211
    • Fobel, M.1    Lynch, D.V.2    John, E.T.3
  • 22
    • 0001556613 scopus 로고    scopus 로고
    • Potato (Solarium tuberosum var. Desiree) tuber 5-lipoxygenase selectivity for the physicochemical properties of linoleic acid
    • Brú, R.; García-Carmona, F. Potato (Solarium tuberosum var. Desiree) tuber 5-lipoxygenase selectivity for the physicochemical properties of linoleic acid. J. Agric. Food Chem. 1997, 45, 28692-2875.
    • (1997) J. Agric. Food Chem , vol.45 , pp. 28692-32875
    • Brú, R.1    García-Carmona, F.2
  • 23
    • 52649175432 scopus 로고    scopus 로고
    • a values of (E)-resveratrol as determined by fluorescence spectroscopy and UV-visible absorption
    • a values of (E)-resveratrol as determined by fluorescence spectroscopy and UV-visible absorption. J. Agric. Food Chem. 2008, 56, 7600-7605.
    • (2008) J. Agric. Food Chem , vol.56 , pp. 7600-7605
    • López-Nicolás, J.M.1    García-Carmona, F.2
  • 24
    • 9344241819 scopus 로고    scopus 로고
    • Structural basis for antioxidant activity of trans-resveratrol: Ab initio calculations and crystal and molecular structure
    • Caruso, F.; Tanski, J.; Villegas-Estrada, A.; Rossi, M. Structural basis for antioxidant activity of trans-resveratrol: ab initio calculations and crystal and molecular structure. J. Agric. Food Chem. 2004, 52, 7279-7285.
    • (2004) J. Agric. Food Chem , vol.52 , pp. 7279-7285
    • Caruso, F.1    Tanski, J.2    Villegas-Estrada, A.3    Rossi, M.4
  • 25
  • 26
    • 0017667084 scopus 로고
    • The influence of micelle formation on lipoxygenase kinetics
    • Galpin, J. R.; Allen, J. C. The influence of micelle formation on lipoxygenase kinetics. Biochim. Biophys. Acta 1977, 488, 392-401.
    • (1977) Biochim. Biophys. Acta , vol.488 , pp. 392-401
    • Galpin, J.R.1    Allen, J.C.2
  • 27
    • 0035139185 scopus 로고    scopus 로고
    • Eggplant lipoxygenase (Solatium melongena): Product characterization and effect of physicochemical properties of linoleic acid on the enzymatic activity
    • López-Nicolás, J. M.; Pérez-Gilabert, M.; García-Carmona, F. Eggplant lipoxygenase (Solatium melongena): product characterization and effect of physicochemical properties of linoleic acid on the enzymatic activity. J. Agric. Food Chem. 2001, 49, 433-438.
    • (2001) J. Agric. Food Chem , vol.49 , pp. 433-438
    • López-Nicolás, J.M.1    Pérez-Gilabert, M.2    García-Carmona, F.3
  • 29
    • 77956908706 scopus 로고
    • Phospholipases
    • Boyer, P. D, Ed, Academic Press: New York
    • Dennis, E. A. Phospholipases. In The Enzymes; Boyer, P. D., Ed.; Academic Press: New York, 1983; Vol. 16, pp 308-357.
    • (1983) The Enzymes , vol.16 , pp. 308-357
    • Dennis, E.A.1
  • 30
    • 0022994168 scopus 로고
    • Hydrolysis of dipalmitoylphosphatidylcholine small unilamellar vesicles by porcine pancreatic phospholipase A2
    • Menashe, M.; Romero, G.; Biltonen, R. L.; Lichtenberg, D. Hydrolysis of dipalmitoylphosphatidylcholine small unilamellar vesicles by porcine pancreatic phospholipase A2. J. Biol. Chem. 1986, 261, 5328-5333.
    • (1986) J. Biol. Chem , vol.261 , pp. 5328-5333
    • Menashe, M.1    Romero, G.2    Biltonen, R.L.3    Lichtenberg, D.4
  • 31
    • 37049178013 scopus 로고    scopus 로고
    • Randolph, T. W.; Clark, D. S.; Blanch, H. W.; Prausnitz, J. M Enzymic oxidation of cholesterol aggregates in supercritical carbon dioxide. Science 1988, 239, 387-390.
    • Randolph, T. W.; Clark, D. S.; Blanch, H. W.; Prausnitz, J. M Enzymic oxidation of cholesterol aggregates in supercritical carbon dioxide. Science 1988, 239, 387-390.
  • 34
    • 0001589016 scopus 로고
    • Aggregation of polyunsaturated fatty acids in the presence of cydodextrins
    • Bru, R.; López-Nicolás, J. M.; García-Carmona, F. Aggregation of polyunsaturated fatty acids in the presence of cydodextrins. Colloids Surf. 1995, 97, 263-269.
    • (1995) Colloids Surf , vol.97 , pp. 263-269
    • Bru, R.1    López-Nicolás, J.M.2    García-Carmona, F.3
  • 35
    • 0031575180 scopus 로고    scopus 로고
    • Kinetic characteristics of the enzymatic conversion in presence of cydodextrins: Study of the oxidation of polyunsaturated fatty acids by lipoxygenase
    • López-Nicolás, J. M.; Bru, R.; García-Carmona, F. Kinetic characteristics of the enzymatic conversion in presence of cydodextrins: study of the oxidation of polyunsaturated fatty acids by lipoxygenase. Biochim. Biophys. Acta 1997, 1347, 140-150.
    • (1997) Biochim. Biophys. Acta , vol.1347 , pp. 140-150
    • López-Nicolás, J.M.1    Bru, R.2    García-Carmona, F.3
  • 36
    • 41549158102 scopus 로고    scopus 로고
    • Rapid, simple and sensitive determination of the apparent formation constants of trans-resveratrol complexes with natural cydodextrins in aqueous medium using HPLC
    • López-Nicolás, J. M.; García-Carmona, F. Rapid, simple and sensitive determination of the apparent formation constants of trans-resveratrol complexes with natural cydodextrins in aqueous medium using HPLC. Food Chem. 2008, 109, 868-875.
    • (2008) Food Chem , vol.109 , pp. 868-875
    • López-Nicolás, J.M.1    García-Carmona, F.2
  • 37
    • 33750606553 scopus 로고    scopus 로고
    • Determination of stoichiometric coefficients and apparent formation constants for β-cyclodextrin complexes of trans-resveratrol using reversed-phase liquid chroma-tography
    • López-Nicolás, J. M.; Núñez-Delicado, E.; Pérez-López, A. J.; Carbonell, A.; Cuadra-Crespo, P. Determination of stoichiometric coefficients and apparent formation constants for β-cyclodextrin complexes of trans-resveratrol using reversed-phase liquid chroma-tography. J. Chromatogr., A 2006, 1135, 158-165.
    • (2006) J. Chromatogr., A , vol.1135 , pp. 158-165
    • López-Nicolás, J.M.1    Núñez-Delicado, E.2    Pérez-López, A.J.3    Carbonell, A.4    Cuadra-Crespo, P.5
  • 39
    • 0029043339 scopus 로고    scopus 로고
    • López-Nicolás, J. M.; Bru, R.; Sánchez-Ferrer, A.; García-Carmona, F. Use of soluble lipids for biochemical processes: linoleic acid: cyclodextrin inclusion complexes in aqueous solutions. Biochem. J. 1995, 308, 151-154.
    • López-Nicolás, J. M.; Bru, R.; Sánchez-Ferrer, A.; García-Carmona, F. Use of "soluble lipids" for biochemical processes: linoleic acid: cyclodextrin inclusion complexes in aqueous solutions. Biochem. J. 1995, 308, 151-154.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.