메뉴 건너뛰기




Volumn 44, Issue 9, 1996, Pages 2503-2510

Antioxidant Properties of Novel Tetraoxygenated Phenylindan Isomers Formed during Thermal Decomposition of Caffeic Acid

Author keywords

Antioxidants, prooxidants; Caffeic acid; Lipid peroxidation; Phenylindan isomers; Polyphenols

Indexed keywords


EID: 0001176052     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf9508155     Document Type: Article
Times cited : (57)

References (52)
  • 1
    • 85033753202 scopus 로고    scopus 로고
    • Procédé d'obtention d'acide carnosique et son utilisation pour ses propriétés anticarcinogènes et antivirales. Eur. Pat. No. 90119218.7, 1990
    • Aeschbach, R.; Aeschbacher H. U.; Philippossian G. H. Procédé d'obtention d'acide carnosique et son utilisation pour ses propriétés anticarcinogènes et antivirales. Eur. Pat. No. 90119218.7, 1990.
    • Aeschbach, R.1    Aeschbacher, H.U.2    Philippossian, G.H.3
  • 3
    • 0025902273 scopus 로고
    • Endogenous mutagens and the causes of aging and cancer
    • Ames, B. N.; Gold, L. S. Endogenous mutagens and the causes of aging and cancer. Mutat. Res. 1991, 250, 3-16.
    • (1991) Mutat. Res. , vol.250 , pp. 3-16
    • Ames, B.N.1    Gold, L.S.2
  • 4
    • 0027171266 scopus 로고
    • Oxidants, antioxidants, and the degenerative diseases of aging
    • Ames, B. N.; Shigenaga, M. K.; Hagen, T. M. Oxidants, antioxidants, and the degenerative diseases of aging. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 7915-7922.
    • (1993) Proc. Natl. Acad. Sci. U.S.A. , vol.90 , pp. 7915-7922
    • Ames, B.N.1    Shigenaga, M.K.2    Hagen, T.M.3
  • 6
    • 0002796899 scopus 로고
    • Prooxidant properties: An important consideration for food additives and /or nutrient components?
    • Aruoma, O. I., Halliwell, B., Eds.; Taylor & Francis: London
    • Aruoma, O. I. Prooxidant properties: an important consideration for food additives and /or nutrient components? In Free Radicals and Food Additives; Aruoma, O. I., Halliwell, B., Eds.; Taylor & Francis: London, 1991; pp 173-195.
    • (1991) Free Radicals and Food Additives , pp. 173-195
    • Aruoma, O.I.1
  • 7
    • 0027939613 scopus 로고
    • Nutrition and health aspects of free radicals and antioxidants
    • Aruoma, O. I. Nutrition and health aspects of free radicals and antioxidants. Food Chem. Toxicol. 1994, 32, 671-683.
    • (1994) Food Chem. Toxicol. , vol.32 , pp. 671-683
    • Aruoma, O.I.1
  • 8
    • 0025646133 scopus 로고
    • An evaluation of the antioxidant and potential prooxidant properties of food additives and of trolox c, vitamin E and probucol
    • Aruoma, O. I.; Evans, P. J.; Kaur, H.; Sutcliffe, L.; Halliwell, B. An evaluation of the antioxidant and potential prooxidant properties of food additives and of trolox c, vitamin E and probucol. Free Radical Res. Commun. 1990, 10, 143-147.
    • (1990) Free Radical Res. Commun. , vol.10 , pp. 143-147
    • Aruoma, O.I.1    Evans, P.J.2    Kaur, H.3    Sutcliffe, L.4    Halliwell, B.5
  • 9
    • 0017872475 scopus 로고
    • Microsomal lipid peroxidation
    • Buege, J. A.; Aust, S. D. Microsomal lipid peroxidation. Methods Enzymol. 1978, 12, 302-310.
    • (1978) Methods Enzymol. , vol.12 , pp. 302-310
    • Buege, J.A.1    Aust, S.D.2
  • 10
    • 0000306313 scopus 로고
    • Chlorogenic acids
    • Clarke, R. J., Macrae, R., Eds.; Elsevier Applied Science: London
    • Clifford, M. N. Chlorogenic acids. In Coffee, Vol. 1: Chemistry; Clarke, R. J., Macrae, R., Eds.; Elsevier Applied Science: London, 1985; pp 153-202.
    • (1985) Coffee, Vol. 1: Chemistry , vol.1 , pp. 153-202
    • Clifford, M.N.1
  • 11
    • 46349104537 scopus 로고
    • Comparison of the antioxidative activity of some acid-phenols: Structure-activity relationship
    • Cuvelier, M.-E.; Richard, H.; Berset, C. Comparison of the antioxidative activity of some acid-phenols: structure-activity relationship. Biosci., Biotechnol., Biochem. 1992, 56, 324-325.
    • (1992) Biosci., Biotechnol., Biochem. , vol.56 , pp. 324-325
    • Cuvelier, M.-E.1    Richard, H.2    Berset, C.3
  • 12
    • 0039710702 scopus 로고
    • Antioxidant agents in raw materials and processed foods
    • Corongiu, F., Banni, S., Dessi, M. A., Rice-Evans, C., Eds.; Richelieu Press: London
    • Eriksson, C. E.; Na, A. Antioxidant agents in raw materials and processed foods. In Free Radicals and Antioxidants in Nutrition; Corongiu, F., Banni, S., Dessi, M. A., Rice-Evans, C., Eds.; Richelieu Press: London, 1993; pp 205-225.
    • (1993) Free Radicals and Antioxidants in Nutrition , pp. 205-225
    • Eriksson, C.E.1    Na, A.2
  • 13
    • 0026648153 scopus 로고
    • 8-Hydroxydeoxyguanosine in vitro: Effects of glutathione, ascorbate, and 5-aminosalicylic acid
    • Fischer-Nielsen, A.; Poulsen, H. E.; Loft, S. 8-Hydroxydeoxyguanosine in vitro: effects of glutathione, ascorbate, and 5-aminosalicylic acid. Free Radicals Biol. Med. 1992, 13, 121-126.
    • (1992) Free Radicals Biol. Med. , vol.13 , pp. 121-126
    • Fischer-Nielsen, A.1    Poulsen, H.E.2    Loft, S.3
  • 14
    • 0026688245 scopus 로고
    • Antioxidant potential of ferulic acid
    • Graf, E. Antioxidant potential of ferulic acid. Free Radicals Biol. Med. 1992, 13, 435-448.
    • (1992) Free Radicals Biol. Med. , vol.13 , pp. 435-448
    • Graf, E.1
  • 15
    • 0019428598 scopus 로고
    • Enhancement of bleomycin-iron free radical damage to DNA by antioxidants and their inhibition of lipid peroxidation
    • Gutteridge, J. M. C.; Xaio-Chang, F. Enhancement of bleomycin-iron free radical damage to DNA by antioxidants and their inhibition of lipid peroxidation. FEBS Lett. 1981, 123, 71-74.
    • (1981) FEBS Lett. , vol.123 , pp. 71-74
    • Gutteridge, J.M.C.1    Xaio-Chang, F.2
  • 16
    • 0025069762 scopus 로고
    • How to characterise a biological antioxidant
    • Halliwell, B. How to characterise a biological antioxidant. Free Radical Res. Commun. 1990, 9, 1-32.
    • (1990) Free Radical Res. Commun. , vol.9 , pp. 1-32
    • Halliwell, B.1
  • 17
    • 0001934963 scopus 로고
    • Vitamin C: The key to health or a slow-acting carcinogen?
    • Halliwell, B. Vitamin C: the key to health or a slow-acting carcinogen? Redox Rep. 1994, 1, 5-9.
    • (1994) Redox Rep. , vol.1 , pp. 5-9
    • Halliwell, B.1
  • 20
    • 0020694992 scopus 로고
    • Clastogenic activity of caffeic acid and its relationship to hydrogen peroxide generated during autooxidation
    • Hanham, A. F.; Dunn, B. P.; Stich, H. F. Clastogenic activity of caffeic acid and its relationship to hydrogen peroxide generated during autooxidation. Mutat. Res. 1983, 116, 333-339.
    • (1983) Mutat. Res. , vol.116 , pp. 333-339
    • Hanham, A.F.1    Dunn, B.P.2    Stich, H.F.3
  • 22
    • 0026732638 scopus 로고
    • Caffeic acid causes metal-dependent damage to cellular and isolated DNA through hydrogen peroxide formation
    • Inoue, S.; Ito, K.; Yamamoto, K.; Kawanishi, S. Caffeic acid causes metal-dependent damage to cellular and isolated DNA through hydrogen peroxide formation. Carcinogenesis 1992, 13, 1497-1502.
    • (1992) Carcinogenesis , vol.13 , pp. 1497-1502
    • Inoue, S.1    Ito, K.2    Yamamoto, K.3    Kawanishi, S.4
  • 23
    • 0021769722 scopus 로고
    • Hydroxylation of deoxyguanosine at the C-8 position by ascorbic acid and other reducing agents
    • Kasai, H.; Nishimura, S. Hydroxylation of deoxyguanosine at the C-8 position by ascorbic acid and other reducing agents. Nucleic Acids Res. 1984, 12, 2137-2145.
    • (1984) Nucleic Acids Res. , vol.12 , pp. 2137-2145
    • Kasai, H.1    Nishimura, S.2
  • 24
    • 0022556814 scopus 로고
    • Hydroxylation of guanine in nucleosides and DNA at the C-8 position by heated glucose and oxygen radical forming agents
    • Kasai, H.; Nishimura, S. Hydroxylation of guanine in nucleosides and DNA at the C-8 position by heated glucose and oxygen radical forming agents. Environ. Health Perspect. 1986, 67, 111-116.
    • (1986) Environ. Health Perspect. , vol.67 , pp. 111-116
    • Kasai, H.1    Nishimura, S.2
  • 25
    • 0006587362 scopus 로고
    • Chemistry of antioxidants in relation to shelf life of foods
    • Charalambous, G., Ed.; Elsevier: Amsterdam
    • King, D. L.; Hahm, T. S.; Min, D. B. Chemistry of antioxidants in relation to shelf life of foods. In Shelf Life Studies of Foods and Beverages; Charalambous, G., Ed.; Elsevier: Amsterdam, 1993; pp 629-650.
    • (1993) Shelf Life Studies of Foods and Beverages , pp. 629-650
    • King, D.L.1    Hahm, T.S.2    Min, D.B.3
  • 26
    • 0026785685 scopus 로고
    • A remarkable antioxidation effect of natural phenol derivatives on the autoxidation of gamma-irradiated methyl linoleate
    • Kitahara, K.; Matsumoto, Y.; Ueda, H.; Ueoka, R. A remarkable antioxidation effect of natural phenol derivatives on the autoxidation of gamma-irradiated methyl linoleate. Chem. Pharm. Bull. 1992, 40, 2208-2209.
    • (1992) Chem. Pharm. Bull. , vol.40 , pp. 2208-2209
    • Kitahara, K.1    Matsumoto, Y.2    Ueda, H.3    Ueoka, R.4
  • 27
    • 0000668339 scopus 로고
    • Antioxidative activity of an isoflavanoid, 2″-O-glycosylisovitexin isolated from green barley leaves
    • Kitta, K.; Hagiwara, Y.; Shibamoto, T. Antioxidative activity of an isoflavanoid, 2″-O-glycosylisovitexin isolated from green barley leaves. J. Agric. Food Chem. 1992, 40, 1843-1845.
    • (1992) J. Agric. Food Chem. , vol.40 , pp. 1843-1845
    • Kitta, K.1    Hagiwara, Y.2    Shibamoto, T.3
  • 29
    • 0029160111 scopus 로고
    • Reduction of ferrylmyoglobin by dietary phenolic acid derivatives of cinnamic acid
    • Laranjinha, J.; Almeida, L.; Madeira, V. Reduction of ferrylmyoglobin by dietary phenolic acid derivatives of cinnamic acid. Free Radicals Biol. Med. 1995, 19, 329-337.
    • (1995) Free Radicals Biol. Med. , vol.19 , pp. 329-337
    • Laranjinha, J.1    Almeida, L.2    Madeira, V.3
  • 30
    • 0022243427 scopus 로고
    • 8-Substituted guanosine and 2′-deoxyguanosine derivatives as potential inducers of Friend erythroleukemia cells
    • Lin, T. S.; Cheng, J.-C.; Ishiguro, K.; Sartorelli, A. C. 8-Substituted guanosine and 2′-deoxyguanosine derivatives as potential inducers of Friend erythroleukemia cells. J. Med. Chem. 1985, 28, 1194-1198.
    • (1985) J. Med. Chem. , vol.28 , pp. 1194-1198
    • Lin, T.S.1    Cheng, J.-C.2    Ishiguro, K.3    Sartorelli, A.C.4
  • 32
    • 0001833799 scopus 로고
    • Volatile antioxidants isolated from brewed coffee
    • San Fransisco, CA
    • Macku, C. T.; Shibamoto, T. Volatile antioxidants isolated from brewed coffee. 14th ASIC, San Fransisco, CA, 1991; pp 146-155.
    • (1991) 14th ASIC , pp. 146-155
    • Macku, C.T.1    Shibamoto, T.2
  • 33
    • 84861691916 scopus 로고
    • Role of alpha-tocopherol, ascorbic acid, citric acid and EDTA as oxidants in model systems
    • Mahoney, J. R.; Graf, E. Role of alpha-tocopherol, ascorbic acid, citric acid and EDTA as oxidants in model systems. J. Food Sci. 1986, 51, 1293-1296.
    • (1986) J. Food Sci. , vol.51 , pp. 1293-1296
    • Mahoney, J.R.1    Graf, E.2
  • 34
    • 0027199367 scopus 로고
    • Prooxidant role of vitamin E in copper induced lipid peroxidation
    • Maiorino, M. A.; Zamburlini, A.; Roveri, A.; Ursini, F. Prooxidant role of vitamin E in copper induced lipid peroxidation. FEBS Lett. 1993, 330, 174-176.
    • (1993) FEBS Lett. , vol.330 , pp. 174-176
    • Maiorino, M.A.1    Zamburlini, A.2    Roveri, A.3    Ursini, F.4
  • 35
    • 0016272750 scopus 로고
    • Involvement of the superoxide anion radical in the autoxidation of pyrogallol and a convenient assay for superoxide dismutase
    • Marklund, S.; Marklund, G. Involvement of the superoxide anion radical in the autoxidation of pyrogallol and a convenient assay for superoxide dismutase. Eur. J. Biochem. 1974, 47, 469-474.
    • (1974) Eur. J. Biochem. , vol.47 , pp. 469-474
    • Marklund, S.1    Marklund, G.2
  • 36
    • 84998507631 scopus 로고
    • Antioxidative activity of tea leaf catechins
    • Matsuzaki, T.; Hara, M. Antioxidative activity of tea leaf catechins. Nippon Nogeikegatu Kai Shi 1985, 59, 129-134.
    • (1985) Nippon Nogeikegatu Kai Shi , vol.59 , pp. 129-134
    • Matsuzaki, T.1    Hara, M.2
  • 37
    • 0025684883 scopus 로고
    • Antioxidants/Antimutagens in food
    • Namiki, M. Antioxidants/Antimutagens in food. Crit. Rev. Food. Sci. Nutr. 1990, 29, 4, 273-300.
    • (1990) Crit. Rev. Food. Sci. Nutr. , vol.29 , Issue.4 , pp. 273-300
    • Namiki, M.1
  • 38
    • 84972920629 scopus 로고
    • The chemistry and physiological functions of sesame
    • Namiki, M. The chemistry and physiological functions of sesame. Food Rev. Int. 1995, 11, 281-329.
    • (1995) Food Rev. Int. , vol.11 , pp. 281-329
    • Namiki, M.1
  • 39
    • 0002450645 scopus 로고
    • Natural polyphenols as antioxidants and their potential use in cancer prevention
    • Scalbert, A., Ed.; INRA: Paris
    • Okuda, T. Natural polyphenols as antioxidants and their potential use in cancer prevention. In Polyphenolic Phenomena; Scalbert, A., Ed.; INRA: Paris, 1993; pp 221-235.
    • (1993) Polyphenolic Phenomena , pp. 221-235
    • Okuda, T.1
  • 41
    • 0002551922 scopus 로고
    • Natural antioxidants from plant material
    • Phenolic Compounds in Food and Their Effects on Health; Huang, M.-T., Ho, C.-T., Lee, C. Y., Eds.; Washington DC
    • Pratt, D. E. Natural antioxidants from plant material. In Phenolic Compounds in Food and Their Effects on Health; Huang, M.-T., Ho, C.-T., Lee, C. Y., Eds.; ACS Symposium Series; Washington DC, 1992; Vol. II, pp 55-71.
    • (1992) ACS Symposium Series , vol.2 , pp. 55-71
    • Pratt, D.E.1
  • 43
    • 0017075410 scopus 로고
    • Antioxidant activity of curcumin and related compounds
    • Sharma, O. P. Antioxidant activity of curcumin and related compounds. Biochem. Pharmacol. 1976, 25, 1811-1812.
    • (1976) Biochem. Pharmacol. , vol.25 , pp. 1811-1812
    • Sharma, O.P.1
  • 44
    • 85033749223 scopus 로고    scopus 로고
    • Phenylindans, their preparation and utilization. Eur. Pat. No. 94109355.1, 1994
    • Stadler, R. H. Phenylindans, their preparation and utilization. Eur. Pat. No. 94109355.1, 1994.
    • Stadler, R.H.1
  • 46
    • 0001062165 scopus 로고    scopus 로고
    • Thermal decomposition of caffeic acid in model systems: Identification of novel tetraoxygenated phenylindan isomers and their stability in aqueous solution
    • Stadler, R. H.; Welti, D. H.; Stämpfli, A. A.; Fay, L. B. Thermal decomposition of caffeic acid in model systems: identification of novel tetraoxygenated phenylindan isomers and their stability in aqueous solution. J. Agric. Food Chem. 1996, 44, 898-905.
    • (1996) J. Agric. Food Chem. , vol.44 , pp. 898-905
    • Stadler, R.H.1    Welti, D.H.2    Stämpfli, A.A.3    Fay, L.B.4
  • 48
    • 0025259264 scopus 로고
    • Measurement of malondialdehyde by HPLC with fluorescence detection
    • Tatum, V. L.; Changchit, C.; Chow, C. K. Measurement of malondialdehyde by HPLC with fluorescence detection. Lipids 1990, 25, 226-229.
    • (1990) Lipids , vol.25 , pp. 226-229
    • Tatum, V.L.1    Changchit, C.2    Chow, C.K.3
  • 50
    • 0021815329 scopus 로고
    • Natural antioxidants III. Antioxidative components isolated from rhizome of Curcuma longa L.
    • Toda, S.; Miyase, T.; Arichi, H.; Tanizawa, H.; Takino, Y. Natural antioxidants III. Antioxidative components isolated from rhizome of Curcuma longa L. Chem. Pharm. Bull. 1985, 53, 1725-1728.
    • (1985) Chem. Pharm. Bull. , vol.53 , pp. 1725-1728
    • Toda, S.1    Miyase, T.2    Arichi, H.3    Tanizawa, H.4    Takino, Y.5
  • 51
    • 0015498806 scopus 로고
    • Kinetics and mechanism of the metal chelate catalysed oxidation of pyrocatechols
    • Tyson, C. A.; Martell, A. E. Kinetics and mechanism of the metal chelate catalysed oxidation of pyrocatechols. J. Am. Chem. Soc. 1972, 94, 939-945.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 939-945
    • Tyson, C.A.1    Martell, A.E.2
  • 52
    • 0018069570 scopus 로고
    • Determination of malonaldehyde precursor in tissues by thiobarbituric acid test
    • Uchiyama, M.; Mihara, M. Determination of malonaldehyde precursor in tissues by thiobarbituric acid test. Anal. Biochem. 1977, 86, 271-278.
    • (1977) Anal. Biochem. , vol.86 , pp. 271-278
    • Uchiyama, M.1    Mihara, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.