Radical scavenging of white tea and its flavonoid constituents by electron paramagnetic resonance (EPR) spectroscopy

Journal of Agricultural and Food Chemistry

Volumn 62, Issue 25, 2014, Pages 5743-5748

  Azman, Nurul A M ^a,b   Peiró, Sara ^a   Fajarí, Lluís ^c   Julià, Luis ^c   Almajano, Maria Pilar ^a  

^a UNIVERSITAT POLITÈCNICA DE CATALUNYA   (Spain)

^b UNIVERSITY MALAYSIA PAHANG   (Malaysia)

^c INSTITUTE OF ADVANCED CHEMISTRY OF CATALONIA IQAC CSIC   (Spain)

Author keywords

antioxidant activity; EPR; radical scavenging; spin trap; white tea

Indexed keywords

ANTIOXIDANTS; ELECTROCARDIOGRAPHY; ELECTRON RESONANCE; FLAVONOIDS; PARAMAGNETIC RESONANCE; PARAMAGNETISM; PHENOLS; VITAMINS; FREE RADICALS; MAGNETIC RESONANCE;

ANTI-OXIDANT ACTIVITIES; ANTIRADICAL ACTIVITIES; ELECTRON PARAMAGNETIC RESONANCE SPECTROSCOPY; EPIGALLOCATECHIN-3-GALLATE; RADICAL SCAVENGING; RADICAL SCAVENGING ACTIVITY; SPIN TRAP; WHITE TEA;

ELECTRON SPIN RESONANCE SPECTROSCOPY;

FLAVONOID; PLANT EXTRACT; SCAVENGER;

CAMELLIA SINENSIS; CHEMISTRY; ELECTRON SPIN RESONANCE; EVALUATION STUDY; OXIDATION REDUCTION REACTION; PROCEDURES;

CAMELLIA SINENSIS; ELECTRON SPIN RESONANCE SPECTROSCOPY; FLAVONOIDS; FREE RADICAL SCAVENGERS; OXIDATION-REDUCTION; PLANT EXTRACTS;

EID: 84903286943     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf501707p     Document Type: Article

References (46)

1. Moderno, P. M.; Carvalho, M.; Silva, B. M. Recent patents on Camellia sinensis: source of health promoting compounds Recent Pat. Food Nutr. Agric. 2009, 1, 182-192
2. Venditti, E.; Bacchetti, T.; Tiano, L.; Carloni, P.; Greci, L.; Damiani, E. Hot vs. cold water steeping of different teas: do they affect antioxidant activity? Food Chem. 2010, 119, 1597-1604
3. Sharangi, A. B. Medicinal and therapeutic potentialities of tea (Camellia sinensis L.)-a review Food Res. Int. 2009, 42, 529-535
4. Rusak, G.; Komes, D.; Likic, S.; Horzic, D.; Kovac, M. Phenolic content and antioxidative capacity of green and white tea extracts depending on extraction conditions and the solvent used Food Chem. 2008, 123, 46-48
5. Peres, R. G.; Tonin, F. G.; Tavares, M. F. M.; Rodriguez-Amaya, D. B. Determination of catechins in green tea infusions by reduced flow micellar electrokinetic chromatography Food Chem. 2011, 127, 651-655
6. Almajano, M. P.; Carbó, R.; Jiménez, J. A. L.; Gordon, M. H. Antioxidant and antimicrobial activities of tea infusions Food Chem. 2008, 108, 55-63
7. Dias, T. R.; Alves, M. G.; Tomás, G. D.; Socorro, S.; Silva, B. M.; Oliveira, P. F. White tea as a promising antioxidant medium additive for sperm storage at room temperature: a comparative study with green tea J. Agric. Food Chem. 2014, 62, 608-617
8. Yen, W. J.; Chyau, C. C.; Lee, C. P.; Chu, H. L.; Chang, L. W.; Duh, P. D. Cytoprotective effect of white tea against H2O2-induced oxidative stress in vitro Food Chem. 2013, 141, 4107-4114
9. Janzen, E. G. Spin trapping Acc. Chem. Res. 1971, 4, 31-40
10. Polovka, M. EPR spectroscopy: a tool to characterize stability and antioxidant properties of foods J. Food Nutr. Res. 2006, 45, 1-11
11. Polovka, M.; Brezová, V.; Staško, A. Antioxidant properties of tea investigated by EPR spectroscopy Biophys. Chem. 2003, 106, 39-56
12. Villamena, F. A.; Zweier, J. L. Detection of reactive oxygen and nitrogen species by EPR spin trapping Antioxid. Redox Signal. 2004, 6, 619-629
13. Guo, Q.; Zhao, B.; Shen, S.; Hou, J.; Hu, J.; Xin, W. ESR study on the structure-antioxidant activity relationship of tea catechins and their epimers Biochim. Biophys. Acta 1999, 1427, 13-23
14. Finkelstein, E.; Rosen, G. M.; Rauckman, E. J. Spin trapping. Kinetics of the reaction of superoxide and hydroxyl radicals with nitrones J. Am. Chem. Soc. 1980, 102, 4994-4999
15. Thornalley, P. J.; Vasák, M. Possible role for metallothionein in protection against radiation-induced oxidative stress. Kinetics and mechanism of its reaction with superoxide and hydroxyl radicals Biochim. Biophys. Acta 1985, 827, 36-44
16. Mitsuta, K.; Mizuta, Y.; Kohno, M.; Hiramatsu, M.; Mori, A. The application of ESR spin-trapping technique to the evaluation of SOD-like activity of biological substances Bull. Chem. Soc. Jpn. 1990, 63, 187-191
17. Naito, Y.; Yoshikawa, T.; Tanigawa, T.; Sakurai, K.; Yamasaki, K.; Uchida, M.; Kondo, M. Reactions of captopril and epicaptopril with transition metal ions and hydroxyl radicals: an EPR spectroscopy study Free Radical Biol. Med. 1995, 18, 117-123
18. Lauderback, C. M.; Breier, A. M.; Hackett, J.; Varadarajan, S.; Goodlett-Mercer, J.; Butterfield, D. A. The pyrrolopyrimidine U101033E is a potent free radical scavenger and prevents Fe(II)-induced lipid peroxidation in synaptosomal membranes Biochim. Biophys. Acta 2000, 1501, 149-161
19. Polyakov, N. Carotenoids as antioxidants: spin trapping EPR and optical study Free Radical Biol. Med. 2001, 31, 43-52
20. Sueishi, Y.; Yoshioka, C.; Olea-Azar, C.; Reinke, L. A.; Kotake, Y. Substituent effect on the rate of the hydroxyl and phenyl radical spin trapping with nitrones Bull. Chem. Soc. Jpn. 2002, 75, 2043-2047
21. Kogure, K.; Tsuchiya, K.; Abe, K.; Akasu, M.; Tamaki, T.; Fukuzawa, K.; Terada, H. Direct radical scavenging by the bisbenzylisoquinoline alkaloid cepharanthhine Biochim. Biophys. Acta 2003, 1622, 1-5
22. Mesa, J. A.; Chávez, S.; Fajarí, L.; Torres, J. L.; Juliá, L. A tri(potassium sulfonate) derivative of perchlorotriphenylmethyl radical (PTM) as a stable water soluble radical scavenger of the hydroxyl radical more powerful than 5,5-dimethyl-1-pyrroline- N -oxide RSC Adv. 2013, 3, 9949-9956
23. Levêque, P. P.; Godechal, Q.; Gallez, B. EPR spectroscopy and imaging of free radicals in food Isr. J. Chem. 2008, 48, 19-26
24. Morsy, M. A.; Khaled, M. M. Novel EPR characterization of the antioxidant activity of tea leaves Spectrochim. Acta A: Mol. Biomol. Spectrosc. 2002, 58, 1271-1277
25. Biyik, R.; Tapramaz, R. An EPR study on tea: Identification of paramagnetic species, effect of heat and sweeteners Spectrochim. Acta A: Mol. Biomol. Spectrosc. 2009, 74, 767-770
26. Morsy, M. A. Teas: direct test on quality and antioxidant activity using electron paramagnetic resonance spectroscopy Spectroscopy (Duluth, MN, U.S.) 2002, 16, 371-378
27. Alvarez-Suarez, J. M.; Giampieri, F.; González-Paramás, A. M.; Damiani, E.; Astolfi, P.; Martinez-Sanchez, G.; Bompadre, S.; Quiles, J. L.; Santos-Buelga, C.; Battino, M. Phenolics from monofloral honeys protect human erythrocyte membranes against oxidative damage Food Chem. Toxicol. 2012, 50, 1508-1516
28. Pérez-Llamas, F.; González, D.; Cabrera, L.; Espinosa, C.; López, J. A.; Larqué, E.; Almajano, M. P.; Zamora, S. White tea consumption slightly reduces iron absorption but not growth, food efficiency, protein utilization, or calcium, phosphorus, magnesium, and zinc absorption in rats J. Physiol. Biochem. 2011, 67, 331-337
29. Almajano, M. P.; Vila, I.; Gines, S. Neuroprotective effects of white tea against oxidative stress-induced toxicity in striatal cells Neurotoxic. Res. 2011, 20, 372-378
30. Espinosa, C.; López-Jiménez, J. á.; Cabrera, L.; Larqué, E.; Almajano, M. P.; Arnao, M. B.; Zamora, S.; Pérez-Llamas, F. Protective effect of white tea extract against acute oxidative injury caused by adriamycin in different tissues Food Chem. 2012, 134, 1780-1785
31. Janzen, E. G.; Liu, I. P. Radical addition reactions of 5,5-dimethyl-1-pyrroline-1-oxide. ESR spin trapping with a cyclic nitrone J. Magn. Reson. 1973, 9, 510-512
32. 2-reactive species in oxygen toxicity in biology J. Biol. Chem. 1990, 265, 13589-13594
33. Yamazaki, I.; Piette, L. H. EPR spin-trapping study on the oxidizing species formed in the reaction of the ferrous ion with hydrogen peroxide J. Am. Chem. Soc. 1991, 113, 7588-7593
34. Gozzo, F. Radical and non-radical chemistry of the Fenton-like systems in the presence of the organic substrates J. Mol. Catal. A: Chem. 2001, 171, 1-22
35. Deguillaume, L.; Leriche, M.; Chaumerliac, N. Impact of radical versus non-radical pathway in the Fenton chemistry on the iron redox cycle in clouds Chemosphere 2005, 60, 718-724
36. 2+ ions: evidence for intermediates Int. J. Chem. Kinet. 2006, 38, 725-736
37. Barbusinski, K. Fenton reaction-controversy concerning the chemistry Ecol. Chem. Eng. 2009, 16, 347-358
38. Bataineh, H.; Pestovsky, O.; Bakac, A. pH-Induced mechanistic changeover from hydroxyl radicals to iron(IV) in the Fenton reaction Chem. Sci. 2012, 3, 1594
39. Pestovsky, O.; Bakac, A. Reactivity of aqueous Fe(IV) in hydride atom transfer reactions J. Am. Chem. Soc. 2004, 126, 13757-13764
40. Cannon, R. D. Electron Transfer Reactions, 1st ed.; Butterworth: London, UK, 1980; pp 315-351.
41. 2+ J. Am. Chem. Soc. 1988, 110, 4293-4297
42. Asmus, K. D.; Moeckel, H.; Henglein, A. Pulse radiolytic study of the site of OH• radical attack on aliphatic alcohols in aqueous solution J. Phys. Chem. 1973, 77, 1218-1221
43. Jurva, U.; Wikström, H. V.; Bruins, A. P. Electrochemically assisted Fenton reaction: reaction of hydroxyl radicals with xenobiotics followed by on-line analysis with high-performance liquid chromatography/tandem mass spectrometry Rapid Commun. Mass Spectrom. 2002, 16, 1934-1940
44. Janzen, E. G.; Liu, J. I. P. Radical addition reactions of 5,5-dimethyl-1-pyrroline-1-oxide. ESR spin trapping with a cyclic nitrone J. Magn. Reson. 1973, 9, 510-512
45. Zhang, Y.; Li, Q.; Xing, H.; Lu, X.; Zhao, L.; Qu, K.; Bi, K. Evaluation of antioxidant activity of ten compounds in different tea samples by means of an on-line HPLC-DPPH assay Food Res. Int. 2013, 53, 847-856
46. Higdon, J. V.; Frei, B. Tea catechins and polyphenols: Health effects, metabolism, and antioxidant functions Crit. Rev. Food Sci. Nutr. 2003, 43, 89-143