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Original

Free radical generation in rosmarinic acid investigated by electron paramagnetic resonance spectroscopy

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Pages 47-57 | Received 22 Aug 2008, Published online: 06 Aug 2009

References

  • Rice-Evans CA, Miller NJ, Paganga G. Structure-antioxidant activity relationships of flavonoids and phenolic acids. Free Radic Biol Med 1996; 20: 933–956
  • Miller E, Schreier P. Studies on flavonol degradation by peroxidase (donor: H2O2-oxidoreductase, EC 1.11.1.7): Part 1-Kaempferol. Food Chem 1985; 17: 143–154
  • Pirker KF, Stolze K, Reichenauer TG, Nohl H, Goodman BA. Are the biological properties of kaempferol determined by its oxidation products?. Free Radic Res 2006; 40: 513–521
  • Cotelle N, Bernier J-L, Catteau J-P, Pommery J, Wallet J-C, Gaydou EM. Antioxidant properties of hydroxy-flavones. Free Radic Biol Med 1996; 20: 35–43
  • Pedersen JA. Distribution and taxonomic implications of some phenolics in the family Lamiaceae determined by ESR spectroscopy. Biochem Syst Ecol 2000; 28: 229–253
  • Berger, A. Versuche zur Klonierung der Rosmarinsäuresynthase und anderer Gene der Rosmarinsäure-Biosynthese aus Coleus blumei [dissertation]. Düsseldorf (D): Heinrich-Heine-Universität; 2001.
  • Bors W, Michel C, Stettmaier K, Lu Y, Foo LY. Antioxidant mechanisms of polyphenolic caffeic acid oligomers, constituents of Salvia officinalis. Biol Res 2004; 37: 301–311
  • Cao H, Cheng W-X, Li C, Pan X-L, Xie X-G, Lie T-H. DFT study on the antioxidant activity of rosmarinic acid. J Mol Struc-Theochem 2005; 719: 177–183
  • Milic BL, Milic NB. Protective effects of spice plants on mutagenesis. Phytother Res 1998; 12: S3–S6
  • Ito H, Miyazaki T, Ono M, Sakurai H. Antiallergic activities of rabdosiin and its related compounds: chemical and biochemical evaluations. Bioorgan Med Chem 1998; 6: 1051–1056
  • Maegawa Y, Sugino K, Sakurai H. Identification of free radical species derived from caffeic acid and related polyphenols. Free Radic Res 2007; 41: 110–119
  • Mouhajir F, Pedersen JA, Rejdali M, Towers GHN. Phenolics in Moroccan medicinal plant species as studied by electron spin resonance spectroscopy. Pharm Biol 2001; 39: 391–398
  • Pedersen JA. Naturally occurring quinols and quinones studied as semiquinones by electron spin resonance. Phytochemistry 1978; 17: 775–778
  • Petrucci R, Astolfi P, Greci L, Firuzi O, Saso L, Marrosu G. A spectroelectrochemical and chemical study on oxidation of hydroxycinnamic acids in aprotic medium. Electrochim Acta 2007; 52: 2461–2470
  • Bors W, Michel C, Stettmaier K, Lu Y, Foo LY. Pulse radiolysis, electron paramagnetic resonance spectroscopy and theoretical calculations of caffeic acid oligomer radicals. Biochim Biophys Acta 2003; 1620: 97–107
  • Miura T, Muraoka S, Fujimoto Y. Inactivation of creatine kinase induced by quercetin with horseradish peroxidase and hydrogen peroxidase: pro-oxidative and anti-oxidative actions of quercetin. Food Chem Toxicol 2003; 41: 759–765
  • Blank I, Pascual EC, Devaud S, Fay LB, Stadler RH, Yeretzian C, Goodman BA. Degradation of the coffee flavor compound furfuryl mercaptan in model Fenton-type reaction systems. J Agr Food Chem 2002; 50: 2356–2364
  • Valentine JS, Miksztal AR, Sawyer DT. Methods for the study of superoxide chemistry in nonaqueous solutions. Methods Enzymol 1984; 105: 71–81
  • Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JA, Jr, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli R, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefenov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA. Gaussian 03, Revision C.02. Gaussian, Inc, Wallingford, CT 2004
  • Pedersen JA, Ollgaard B. Phenolic acids in the genus Lycopodium. Biochem Syst Ecol 1982; 10: 3–9
  • Ashworth P. Electron spin resonance studies of structure and conformation in anion radicals formed during the autoxidation of hydroxylated coumarins. J Org Chem 1976; 41: 2920–2927
  • Dixon, WT, Moghimi, M, Murphy, D. Electron spin resonance study of the stereochemistry of radicals related to cinnamic acid. J Chem Soc Perk T 2 1975;1189–1191.
  • Buettner GR, Oberley LW. Considerations in the spin trapping of superoxide and hydroxyl radical in aqueous systems using 5,5-dimethyl-1-pyrroline-1-oxide. Biochem Biophys Res Co 1978; 83: 69–74
  • Masuoka N, Isobe T, Kubo I. Antioxidants from Rabdosia japonica. Phytother Res 2006; 20: 206–213
  • Mondal MS, Mitra S. The inhibition of bovine xanthine oxidase activity by Hg2+ and other metal ions. J Inorg Biochem 1996; 62: 271–279
  • Jakopitsch C, Wanasinghe A, Jantschko W, Furtmüller PG, Obinger C. Kinetics of interconversion of ferrous enzymes, compound II and compound III, of wild-type Synechocystis catalase-peroxidase and Y249F. J Biol Chem 2005; 280: 9037–9042

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