Antioxidative activity of tree phenolic constituents I: Radical-capturing reaction of flavon-3-ols with radical initiator

Journal of Wood Science

Volumn 45, Issue 1, 1999, Pages 53-63

  Ohashi, Hideo ^a  

^a GIFU UNIVERSITY   (Japan)

Author keywords

2 Azo bis (2,4 dimethylvaleronitrile) (AMVN); Antioxidative activity; Flavonol; Radical capturing ability; Reaction mechanism the japan wood research society 1999

Indexed keywords

EID: 0009791568     PISSN: 14350211     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00579524     Document Type: Article

References (42)

1. Frankle EN (1991) Recent advances in lipid oxidation. J Sci Food Agric 54:495-511
2. Hamilton RJ, et al. (1997) Chemistry of free radicals in lipids. Food Chem 60:193-199
3. Uchiyama M, Matsuo M, Sagai M (1988) Peroxidized lipids and living body (in Japanese). Gakkai Shuppan Center, Tokyo, pp 79-313
4. Terao J (1993) Effects of α-tocopherol (in Japanese). Shokuhin to Kaihatsu 28:10-13
5. Pryor WA, Strickland T, Church DF (1988) Comparison of the efficiencies of several natural and synthetic antioxidants in aqueous sodium dodecyl sulfate micelle solution. J Am Chem Soc 110:2224-2229
6. Rios JL, et al. (1992) Antioxidant activity of flavonoids from Sidertis javalambrensis. Phytochemistry 31:1947-1950
7. Kikuzaki H, Kakatani N (1993) Antioxidant effects of some ginger constituents. J Food Sci 58:1407-1410
8. Rabe C, et al. (1994) Phenolic metabolites from rooibos tea (Aspalathus linearis). Phytochemistry 35:1559-1565
9. Javanovic SV, et al. (1994) Flavonoids as antioxidants. J Am Chem Soc 116:4846-4851
10. Igile GO, et al. (1994) Flavonoids from Vernonia amygdalina and their antioxidant activities. J Agric Food Chem 42:2445-2448
11. Vinson JA, Hontz B (1995) Phenol antioxidant index: comparative antioxidant effectiveness of red and white wines. J Agric Food Chem 43:401-403
12. Marinova EM, Yanishlieva N (1996) Antioxidative activity of phenolic acids on triacylglycerols and fatty acid methyl ethers from olive oil. Food Chem 56:139-145
13. Ogata M, et al. (1997) Antioxidant activity of magnolol, hinokiol and related phenolic compound. J Am Oil Chem Soc 74:557-562
14. Cuvelier M, Richard H, Berset C (1992) Comparison of the antioxidative activity of some acid phenols. Biosci Biotech Biochem 56:324-325
15. Maoka T, et al. (1997) Comparison of antioxidative activity of phenolic compounds in Boreava orientalis and their related compound. J Jpn Oil Chem Soc 46:1399-1402
16. Kawagishi S (1996) Research method of bioactive compounds in foodstuffs (in Japanese). Gakkai Shuppan Center, Tokyo, pp 7-22
17. Kawase S, et al. (1993) Antioxidative activity of asadanin and its homologs (in Japanese). In: Abstracts of the 43rd annual meeting of the Japan Wood Research Society, p 344
18. Kawase S, et al. (1994) Study on the antioxidative activity of tree phenols. 1. Comparison of antioxidative ability by improved Wills method (in Japanese). In: Abstracts of the 44th annual meeting of the Japan Wood Research Society, p 257
19. Zhongli C, Yongke H, Jilan W (1996) Study of baicalin scavenging hydroxyethyl peroxy radicals by radiolysis of aerated ethanol-baicalin system. Radiat Phys Chem 47:869-871
20. Jovanovic SV, et al. (1996) Reduction potentials of flavonoid and model phenoxyl radicals: which ring in flavonoids is responsible for antioxidant activity? J Chem Soc Perkin Trans 2:2497-2504
21. Gadow A, Joubert E, Hansmann CF (1997) Comparison of the antioxidative activity of aspalthin with that of other plant phenols of Rooibos tea (Aspalathus linearis). J Agric Food Chem 45:632-638
22. Nagaratnam P, Ratty AK (1986) Effects of flavonoids on induced non-enzymic lipid peroxidation. In: Cody V, et al (eds) Plant flavonoids in biology and medicines. Liss, New York, pp 243-247
23. Frankel EN, et al. (1994) Interfacial phenomena in the evaluation of antioxidant, bulk oils vs emulsions. J Agric Food Chem 42:1054-1059
24. Mukai K, et al. (1986) Stopped-flow investigation of antioxidant activity of tocopherols. Bull Chem Soc Jpn 59:3113-3116
25. Mukai K, Okabe K, Hosoe H (1989) Synthesis and stopped-flow investigation of antioxidant activity of tocopherol. J Org Chem 54:557-560
26. Kawase S, et al. (1994) Study on the antioxidative activity of tree phenols 2 (in Japanese). In: Abstracts of the 44th annual meeting of the Japan Wood Research Society, p 258
27. Kawase S, et al. (1995) Study on the antioxidative activity of tree phenols 3 (in Japanese). In: Abstracts of the 45th annual meeting of the Japan Wood Research Society, p 409
28. Harborne JB (1989) Natural products of woody plants I. In: Rowe JW (ed) Springer, Berlin, pp 533-570
29. Wollenweber E (1993) Flavones and flavonols. In: Harborne JB (ed) The flavonoid. Chapman & Hall, London, pp 259-335
30. Yamauchi R, et al. (1990) Reaction product of α-tocopherol with methyl linoleate-peroxyradicals. Lipid 25:152-158
31. Koga T, Terao J (1995) Phospholipids increase radical-scavenging activity of vitamin E in a bulk oil model system. J Agric Food Chem 43:1450-1454
32. Yamauchi R, Kato K, Ueno Y (1995) Free-radical scavenging reactions of α-tocopherol during the antioxidation of methyl linoleate in bulk phase. J Agric Good Chem 43:1455-1461
33. Blois M (1958) Antioxidant determinations by the use of a stable free radical. Nature 4617:1199-1200
34. Kyogoku T, et al. (1996) Study on the antioxidative activity of tree phenols. 4. (in Japanese). In: Abstracts of the 46th annual meeting of the Japan Wood Research Society, p 421
35. Kyogoku T, et al. (1997) Study on the antioxidative activity of tree phenols. 5. (in Japanese). In: Abstracts of the 47th annual meeting of the Japan Wood research Society, p 415
36. Matsuura T, Matsushima H, Nakashima R (1970) Photoinduced reactions. XXXVI. Photosensitized oxygenation of 3-hydroxyflavones as a nonenzymatic model for quercetinase. Tetrahedron 26:435-443
37. Hirose Y, Fujita T, Nakayama M (1996) Reaction products of quercetin with radical initiator (in Japanese). In: Abstracts of the 35th annual meeting of the Japan Oil Chemistry Society, p 146
38. Feigl F (1966) 1,2-Dioxo compounds. In: Spot tests in organic analysis. Elsevier, Amsterdam, pp 325-327
39. Terao J, et al. (1981) Structural analysis of hydroperoxide formed by oxidation of phosphatidylcholine with singlet oxygen. Lipid 16:427-432
40. Hirose Y, Yamaoka H, Nakayama M (1991) A novel quasi-dimeric oxidation product of (+)-catechin from lipid peroxidation. J Am Oil Chem Soc 68:131-132
41. Hirose Y, et al. (1992) A novel intramolecular cyclization product of (+)-catechin under radical reaction. Chem Lett 2361-2362
42. Nakayama M, Hirose Y (1994) Antioxidant activity of catechins and an approach to antioxidant mechanism based on the oxidation product (in Japanese). Foods Food Ingred J Jpn 161:4-12