메뉴 건너뛰기




Volumn 419, Issue 1-3, 1998, Pages 43-51

Identification of hydroxyhydroquinone in coffee as a generator of reactive oxygen species that break DNA single strands

Author keywords

Coffee; DNA strand break; Hydroxyhydroquinone; Reactive oxygen species

Indexed keywords

1,2,4 BENZENETRIOL; REACTIVE OXYGEN METABOLITE;

EID: 0032501123     PISSN: 13835718     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1383-5718(98)00123-5     Document Type: Article
Times cited : (52)

References (48)
  • 2
    • 0018888391 scopus 로고
    • An evaluation of instant and regular coffee in the Ames mutagenicity test
    • Aeschbacher H.U., Wurzner H.P. An evaluation of instant and regular coffee in the Ames mutagenicity test. Toxicol. Lett. 5:1980;139-145.
    • (1980) Toxicol. Lett. , vol.5 , pp. 139-145
    • Aeschbacher, H.U.1    Wurzner, H.P.2
  • 3
    • 0019142956 scopus 로고
    • Mutagenicity testing of coffee: A study of problems encountered with the Ames Salmonella test system
    • Aeschbacher H.U., Chappuis C., Wurzner H.P. Mutagenicity testing of coffee: a study of problems encountered with the Ames Salmonella test system. Food Cosmet. Toxicol. 18:1980;605-613.
    • (1980) Food Cosmet. Toxicol. , vol.18 , pp. 605-613
    • Aeschbacher, H.U.1    Chappuis, C.2    Wurzner, H.P.3
  • 4
    • 0020419411 scopus 로고
    • Sulfite suppresses the mutagenic property of coffee
    • Suwa Y., Nagao M., Kosugi A., Sugimura T. Sulfite suppresses the mutagenic property of coffee. Mutation Res. 102:1982;383-391.
    • (1982) Mutation Res. , vol.102 , pp. 383-391
    • Suwa, Y.1    Nagao, M.2    Kosugi, A.3    Sugimura, T.4
  • 5
    • 0020664168 scopus 로고
    • Roasting coffee beans produces compounds that induce prophage λ in E. coli and are mutagenic in E. coli and S. typhimurium
    • Kosugi A., Nagao M., Suwa Y., Wakabayashi K., Sugimura T. Roasting coffee beans produces compounds that induce prophage λ in E. coli and are mutagenic in E. coli and S. typhimurium. Mutation Res. 116:1983;179-184.
    • (1983) Mutation Res. , vol.116 , pp. 179-184
    • Kosugi, A.1    Nagao, M.2    Suwa, Y.3    Wakabayashi, K.4    Sugimura, T.5
  • 6
    • 0021978381 scopus 로고
    • Mutagenicity studies on coffee. The influence of different factors on the mutagenic activity in the Salmonella/mammalian microsome assay
    • Friederich U., Hann D., Albertini S., Schlatter Ch., Wurgler F.E. Mutagenicity studies on coffee. The influence of different factors on the mutagenic activity in the Salmonella/mammalian microsome assay. Mutation Res. 156:1985;39-52.
    • (1985) Mutation Res. , vol.156 , pp. 39-52
    • Friederich, U.1    Hann, D.2    Albertini, S.3    Schlatter, Ch.4    Wurgler, F.E.5
  • 7
    • 0023835788 scopus 로고
    • Comparative mutagenicity of nine brands of coffee to Salmonella typhimurium TA100, TA102 and TA104
    • Shane B.S., Troxclair A.M., McMillin D.J., Henry C.B. Comparative mutagenicity of nine brands of coffee to Salmonella typhimurium TA100, TA102 and TA104. Environ. Mol. Mutagen. 11:1988;195-206.
    • (1988) Environ. Mol. Mutagen. , vol.11 , pp. 195-206
    • Shane, B.S.1    Troxclair, A.M.2    McMillin, D.J.3    Henry, C.B.4
  • 9
    • 0022392204 scopus 로고
    • Instant and brewed coffees in the in vitro human lymphocyte mutagenicity test
    • Aeschbacher H.U., Ruch E., Meier H., Wurzner H.P. Instant and brewed coffees in the in vitro human lymphocyte mutagenicity test. Food Chem. Toxicol. 23:1985;747-752.
    • (1985) Food Chem. Toxicol. , vol.23 , pp. 747-752
    • Aeschbacher, H.U.1    Ruch, E.2    Meier, H.3    Wurzner, H.P.4
  • 10
    • 0022993771 scopus 로고
    • Investigation of coffee in Drosophila genotoxicity tests
    • Graf U., Wurgler F.E. Investigation of coffee in Drosophila genotoxicity tests. Food Chem. Toxicol. 24:1986;835-842.
    • (1986) Food Chem. Toxicol. , vol.24 , pp. 835-842
    • Graf, U.1    Wurgler, F.E.2
  • 11
    • 0010312737 scopus 로고
    • Mutagenicity and DNA damage in Chinese hamster ovary cells treated with coffee
    • Suppl. 8
    • Rinkus S.J., Tyler S.I., Taylor R.T. Mutagenicity and DNA damage in Chinese hamster ovary cells treated with coffee. Environ. Mutagen. 9:1987;90. Suppl. 8.
    • (1987) Environ. Mutagen. , vol.9 , pp. 90
    • Rinkus, S.J.1    Tyler, S.I.2    Taylor, R.T.3
  • 12
    • 0024414646 scopus 로고
    • Cytogenetic response to coffee in Chinese hamster ovary AUXB1 cells and human peripheral lymphocytes
    • Tucker J.D., Taylor R.T., Christensen M.L., Strout C.L., Hanna M.L. Cytogenetic response to coffee in Chinese hamster ovary AUXB1 cells and human peripheral lymphocytes. Mutagenesis. 4:1989;343-348.
    • (1989) Mutagenesis , vol.4 , pp. 343-348
    • Tucker, J.D.1    Taylor, R.T.2    Christensen, M.L.3    Strout, C.L.4    Hanna, M.L.5
  • 13
    • 0022354622 scopus 로고
    • Implication of hydrogen peroxide in the mutagenicity of coffee
    • Fujita Y., Wakabayashi K., Nagao M., Sugimura T. Implication of hydrogen peroxide in the mutagenicity of coffee. Mutation Res. 144:1985;227-230.
    • (1985) Mutation Res. , vol.144 , pp. 227-230
    • Fujita, Y.1    Wakabayashi, K.2    Nagao, M.3    Sugimura, T.4
  • 14
    • 0023769853 scopus 로고
    • Study of the causes of direct-acting mutagenicity in coffee and tea using the Ara test in Salmonella typhimurium
    • Ariza R.R., Dorado G., Barbacho M., Camen C. Study of the causes of direct-acting mutagenicity in coffee and tea using the Ara test in Salmonella typhimurium. Mutation Res. 291:1988;89-96.
    • (1988) Mutation Res. , vol.291 , pp. 89-96
    • Ariza, R.R.1    Dorado, G.2    Barbacho, M.3    Camen, C.4
  • 16
    • 0022752627 scopus 로고
    • Fluorometric reaction rate method for determination of hydrogen peroxide at the nanomolar level
    • Peinado J., Toribio F., Perez-Bendito D. Fluorometric reaction rate method for determination of hydrogen peroxide at the nanomolar level. Anal. Chem. 58:1986;1725-1729.
    • (1986) Anal. Chem. , vol.58 , pp. 1725-1729
    • Peinado, J.1    Toribio, F.2    Perez-Bendito, D.3
  • 17
    • 0025362178 scopus 로고
    • Analysis of hydrogen peroxide in freshly prepared coffee
    • Rinkus S.J., Taylor R.T. Analysis of hydrogen peroxide in freshly prepared coffee. Food Chem. Toxicol. 18:1990;323-331.
    • (1990) Food Chem. Toxicol. , vol.18 , pp. 323-331
    • Rinkus, S.J.1    Taylor, R.T.2
  • 18
    • 85007994958 scopus 로고
    • Studies on the factors affecting the formation of hydrogen peroxide in coffee
    • Tsuji S., Shibata T., Ohara T., Okada N., Ito Y. Studies on the factors affecting the formation of hydrogen peroxide in coffee. J. Food Hyg. Soc. Jpn. 32:1991;504-512.
    • (1991) J. Food Hyg. Soc. Jpn. , vol.32 , pp. 504-512
    • Tsuji, S.1    Shibata, T.2    Ohara, T.3    Okada, N.4    Ito, Y.5
  • 19
    • 0020694992 scopus 로고
    • Clastogenic activity of caffeic acid and its relationship to hydrogen peroxide generated during autoxidation
    • Hanham A.F., Dunn B.P., Stich H.F. Clastogenic activity of caffeic acid and its relationship to hydrogen peroxide generated during autoxidation. Mutation Res. 116:1983;333-339.
    • (1983) Mutation Res. , vol.116 , pp. 333-339
    • Hanham, A.F.1    Dunn, B.P.2    Stich, H.F.3
  • 20
    • 0000301073 scopus 로고
    • Possible presence of 2-amino-3,4-dimethylimidazo[4,5-f]quinoline and other heterocyclic amine-like mutagens in roasted coffee beans
    • Kikugawa K., Kato T., Takahashi S. Possible presence of 2-amino-3,4-dimethylimidazo[4,5-f]quinoline and other heterocyclic amine-like mutagens in roasted coffee beans. J. Agric. Food Chem. 37:1989;881-886.
    • (1989) J. Agric. Food Chem. , vol.37 , pp. 881-886
    • Kikugawa, K.1    Kato, T.2    Takahashi, S.3
  • 21
    • 0024449468 scopus 로고
    • Generation of heterocyclic amine-like mutagens during the roasting of coffee beans
    • Kato T., Takahashi S., Kikugawa K. Generation of heterocyclic amine-like mutagens during the roasting of coffee beans. Eisei Kagaku. 35:1989;370-376.
    • (1989) Eisei Kagaku , vol.35 , pp. 370-376
    • Kato, T.1    Takahashi, S.2    Kikugawa, K.3
  • 22
    • 0026083612 scopus 로고
    • Loss of heterocyclic amine mutagens by insoluble hemicellulose fiber and high-molecular-weight soluble polyphenolics of coffee
    • Kato T., Takahashi S., Kikugawa K. Loss of heterocyclic amine mutagens by insoluble hemicellulose fiber and high-molecular-weight soluble polyphenolics of coffee. Mutation Res. 246:1991;169-178.
    • (1991) Mutation Res. , vol.246 , pp. 169-178
    • Kato, T.1    Takahashi, S.2    Kikugawa, K.3
  • 23
    • 0028297577 scopus 로고
    • Possible occurrence of new mutagens with the DNA breaking activity in coffee
    • Kato T., Hiramoto K., Kikugawa K. Possible occurrence of new mutagens with the DNA breaking activity in coffee. Mutation Res. 306:1994;9-17.
    • (1994) Mutation Res. , vol.306 , pp. 9-17
    • Kato, T.1    Hiramoto, K.2    Kikugawa, K.3
  • 24
    • 0028845532 scopus 로고
    • DNA strand breaks induced through active oxygen radicals by fragrant component 4-hydroxy-2-hydroxymethyl-5-methyl-3(2H)-furanone in Maillard reaction of hexose/amino acid
    • Hiramoto K., Sekiguchi K., Aso-o R., Ayuha K., Ni-iyama H., Kato T., Kikugawa K. DNA strand breaks induced through active oxygen radicals by fragrant component 4-hydroxy-2-hydroxymethyl-5-methyl-3(2H)-furanone in Maillard reaction of hexose/amino acid. Food Chem. Toxicol. 33:1995;803-814.
    • (1995) Food Chem. Toxicol. , vol.33 , pp. 803-814
    • Hiramoto, K.1    Sekiguchi, K.2    Aso-O, R.3    Ayuha, K.4    Ni-Iyama, H.5    Kato, T.6    Kikugawa, K.7
  • 25
    • 0017672745 scopus 로고
    • Electrophoresis of DNA in agarose gels. Optimizing separations of conformational isomers of double and single-stranded DNAs
    • Jonson P.H., Grossman L.I. Electrophoresis of DNA in agarose gels. Optimizing separations of conformational isomers of double and single-stranded DNAs. Biochemistry. 16:1977;4217-4224.
    • (1977) Biochemistry , vol.16 , pp. 4217-4224
    • Jonson, P.H.1    Grossman, L.I.2
  • 26
    • 0023505008 scopus 로고
    • Spin trapping: ESR parameters of spin adducts
    • Buettner G.R. Spin trapping: ESR parameters of spin adducts. Free Rad. Biol. Med. 3:1987;259-303.
    • (1987) Free Rad. Biol. Med. , vol.3 , pp. 259-303
    • Buettner, G.R.1
  • 27
    • 0017408776 scopus 로고
    • Spin trapping and its application in the study of lipid peroxidation and free radical production in liver microsomes
    • Saprin A.N., Piette L.H. Spin trapping and its application in the study of lipid peroxidation and free radical production in liver microsomes. Arch. Biochem. Biophys. 180:1977;480-492.
    • (1977) Arch. Biochem. Biophys. , vol.180 , pp. 480-492
    • Saprin, A.N.1    Piette, L.H.2
  • 30
    • 0018279782 scopus 로고
    • Diphenole Caramelkomponenten in Rostkaffees vershiedener Sorten. II
    • Tressl R., Bahri D., Koppler H., Jensen A. Diphenole Caramelkomponenten in Rostkaffees vershiedener Sorten. II. Z. Lebensm. Unters. Forsch. 167:1978;111-114.
    • (1978) Z. Lebensm. Unters. Forsch. , vol.167 , pp. 111-114
    • Tressl, R.1    Bahri, D.2    Koppler, H.3    Jensen, A.4
  • 31
    • 0010311887 scopus 로고
    • Formation of pyrroles and tetrahydroindolizin-6-ones as hydroxyproline-specific Maillard products from glucose and rhamnose
    • Tressl R., Grunewalt K.G., Kersten E., Rewicki D. Formation of pyrroles and tetrahydroindolizin-6-ones as hydroxyproline-specific Maillard products from glucose and rhamnose. J. Agric. Food Chem. 33:1985;1137-1142.
    • (1985) J. Agric. Food Chem. , vol.33 , pp. 1137-1142
    • Tressl, R.1    Grunewalt, K.G.2    Kersten, E.3    Rewicki, D.4
  • 32
    • 0001417567 scopus 로고
    • DNA breaking by Maillard products of glucose-amino acid mixtures formed in an aqueous system
    • Hiramoto K., Kido K., Kikugawa K. DNA breaking by Maillard products of glucose-amino acid mixtures formed in an aqueous system. J. Agric. Food Chem. 42:1994;689-694.
    • (1994) J. Agric. Food Chem. , vol.42 , pp. 689-694
    • Hiramoto, K.1    Kido, K.2    Kikugawa, K.3
  • 33
    • 0031555345 scopus 로고    scopus 로고
    • DNA strand breaking activity and mutagenicity of 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP), a Maillard reaction product of glucose and glycine
    • Hiramoto K., Nasuhara A., Michikoshi K., Kato T., Kikugawa K. DNA strand breaking activity and mutagenicity of 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP), a Maillard reaction product of glucose and glycine. Mutation Res. 395:1997;47-56.
    • (1997) Mutation Res. , vol.395 , pp. 47-56
    • Hiramoto, K.1    Nasuhara, A.2    Michikoshi, K.3    Kato, T.4    Kikugawa, K.5
  • 34
    • 0030053877 scopus 로고    scopus 로고
    • DNA strand break by 2,5-dimethyl-4-hydroxy-3(2H)-furanone, a fragrant compound in various foodstuffs
    • Hiramoto K., Aso-o R., Ni-iyama H., Hikage S., Kato T., Kikugawa K. DNA strand break by 2,5-dimethyl-4-hydroxy-3(2H)-furanone, a fragrant compound in various foodstuffs. Mutation Res. 359:1996;17-24.
    • (1996) Mutation Res. , vol.359 , pp. 17-24
    • Hiramoto, K.1    Aso-O, R.2    Ni-Iyama, H.3    Hikage, S.4    Kato, T.5    Kikugawa, K.6
  • 35
    • 0029882453 scopus 로고    scopus 로고
    • DNA breaking activity of soy sauce: Characterization of the active components and identification of 4-hydroxy-5-methyl-3(2H)-furanone
    • Hiramoto K., Sekiguchi K., Ayuha K., Ao-o R., Moriya N., Kato T., Kikugawa K. DNA breaking activity of soy sauce: characterization of the active components and identification of 4-hydroxy-5-methyl-3(2H)-furanone. Mutation Res. 359:1996;119-132.
    • (1996) Mutation Res. , vol.359 , pp. 119-132
    • Hiramoto, K.1    Sekiguchi, K.2    Ayuha, K.3    Ao-O, R.4    Moriya, N.5    Kato, T.6    Kikugawa, K.7
  • 36
    • 0032489786 scopus 로고    scopus 로고
    • Identification of 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF) and 4-hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone (HEMF) with DNA breaking activity in soy sauce
    • Li X., Hiramoto K., Yoshida M., Kato T., Kikugawa K. Identification of 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF) and 4-hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone (HEMF) with DNA breaking activity in soy sauce. Food Chem. Toxicol. 36:1998;305-314.
    • (1998) Food Chem. Toxicol. , vol.36 , pp. 305-314
    • Li, X.1    Hiramoto, K.2    Yoshida, M.3    Kato, T.4    Kikugawa, K.5
  • 37
  • 38
    • 0026745028 scopus 로고
    • Enhancement of the mutagenicity of polyphenols by chlorination and nitrosation in Salmonella typhimurium
    • Lin J.-K., Lee S.F. Enhancement of the mutagenicity of polyphenols by chlorination and nitrosation in Salmonella typhimurium. Mutation Res. 269:1992;217-224.
    • (1992) Mutation Res. , vol.269 , pp. 217-224
    • Lin, J.-K.1    Lee, S.F.2
  • 39
    • 0019467474 scopus 로고
    • A proposed mechanism of benzene toxicity: Formation of reactive intermediates from polyphenol metabolites
    • Greenlee W.F., Sun J.D., Bus J.S. A proposed mechanism of benzene toxicity: formation of reactive intermediates from polyphenol metabolites. Toxicol. Appl. Pharm. 59:1981;187-195.
    • (1981) Toxicol. Appl. Pharm. , vol.59 , pp. 187-195
    • Greenlee, W.F.1    Sun, J.D.2    Bus, J.S.3
  • 40
    • 0023690446 scopus 로고
    • Role of oxygen radicals in induction of DNA damage by metabolites of benzene
    • Lewis J.G., Stewart W., Adams D.O. Role of oxygen radicals in induction of DNA damage by metabolites of benzene. Cancer Res. 48:1988;4762-4765.
    • (1988) Cancer Res. , vol.48 , pp. 4762-4765
    • Lewis, J.G.1    Stewart, W.2    Adams, D.O.3
  • 41
    • 0024547417 scopus 로고
    • Human DNA damage induced by 1,2,4-benzenetriol, a benzene metabolite
    • Kawanishi S., Inoue S., Kawanishi M. Human DNA damage induced by 1,2,4-benzenetriol, a benzene metabolite. Cancer Res. 49:1989;164-168.
    • (1989) Cancer Res. , vol.49 , pp. 164-168
    • Kawanishi, S.1    Inoue, S.2    Kawanishi, M.3
  • 42
    • 0028214731 scopus 로고
    • Reactive oxygen-dependent DNA damage resulting from the oxidation of phenolic compounds by a copper-redox cycle mechanism
    • Li Y., Trush M.A. Reactive oxygen-dependent DNA damage resulting from the oxidation of phenolic compounds by a copper-redox cycle mechanism. Cancer Res. (Suppl.). 54:1994;1895s-1898s.
    • (1994) Cancer Res. (Suppl.) , vol.54
    • Li, Y.1    Trush, M.A.2
  • 43
    • 0029913018 scopus 로고    scopus 로고
    • Effects of metals, ligands and antioxidants on the reaction of oxygen with 1,2,4-benzenetriol
    • Zhang L., Bandy B., Davison A.J. Effects of metals, ligands and antioxidants on the reaction of oxygen with 1,2,4-benzenetriol. Free Rad. Biol. Med. 20:1996;495-505.
    • (1996) Free Rad. Biol. Med. , vol.20 , pp. 495-505
    • Zhang, L.1    Bandy, B.2    Davison, A.J.3
  • 44
    • 0021848909 scopus 로고
    • Sister chromatid exchange induction in human lymphocytes exposed to benzene and its metabolites in vitro
    • Erexson G.L., Wilmer J.L., Kligerman A.D. Sister chromatid exchange induction in human lymphocytes exposed to benzene and its metabolites in vitro. Cancer Res. 45:1985;2471-2477.
    • (1985) Cancer Res. , vol.45 , pp. 2471-2477
    • Erexson, G.L.1    Wilmer, J.L.2    Kligerman, A.D.3
  • 46
    • 0027310474 scopus 로고
    • Benzene metabolite, 1,2,4-benzenetriol, induces micronuclei and oxidative DNA damage in human lymphocytes and HL60 cells
    • Zhang L., Robertson M.L., Kolachana P., Davison A.J., Smith M.T. Benzene metabolite, 1,2,4-benzenetriol, induces micronuclei and oxidative DNA damage in human lymphocytes and HL60 cells. Environ. Mol. Mutagen. 21:1993;339-348.
    • (1993) Environ. Mol. Mutagen. , vol.21 , pp. 339-348
    • Zhang, L.1    Robertson, M.L.2    Kolachana, P.3    Davison, A.J.4    Smith, M.T.5
  • 47
    • 0027953131 scopus 로고
    • Detection of 1,2,4-benzenetriol induced aneuploidy and microtuble disruption by fluorescence in situ hybridization and immunocytochemistry
    • Zhang L., Venkatesh P., Robertson-Creek M.L. Detection of 1,2,4-benzenetriol induced aneuploidy and microtuble disruption by fluorescence in situ hybridization and immunocytochemistry. Mutation Res. 320:1994;315-327.
    • (1994) Mutation Res. , vol.320 , pp. 315-327
    • Zhang, L.1    Venkatesh, P.2    Robertson-Creek, M.L.3
  • 48
    • 0027408743 scopus 로고
    • Benzene and its phenolic metabolites produce oxidative DNA damage in HL60 cells in vitro and in bone marrow in vivo
    • Kolachana P., Subrahmanyam V.V., Meyer K.B., Zhang L., Smith M.T. Benzene and its phenolic metabolites produce oxidative DNA damage in HL60 cells in vitro and in bone marrow in vivo. Cancer Res. 53:1993;1023-1026.
    • (1993) Cancer Res. , vol.53 , pp. 1023-1026
    • Kolachana, P.1    Subrahmanyam, V.V.2    Meyer, K.B.3    Zhang, L.4    Smith, M.T.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.