메뉴 건너뛰기




Volumn 17, Issue 4, 2003, Pages 423-431

The role of quinone reductase (NQO1) and quinone chemistry in quercetin cytotoxicity

Author keywords

CHO cells; Cytotoxicity; O Semiquinone radical; Pro oxidant; Quercetin; Quinone; Quinone methides; Quinone reductase

Indexed keywords

1,4 BENZOQUINONE; DICOUMAROL; MENADIONE; OXIDIZING AGENT; QUERCETIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE);

EID: 0037756679     PISSN: 08872333     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0887-2333(03)00047-X     Document Type: Article
Times cited : (28)

References (46)
  • 1
    • 0030842112 scopus 로고    scopus 로고
    • Relationship between flavonoid structure and inhibition of phosphatidylinositol 3-kinase: A comparison with tyrosine kinase and protein kinase C inhibition
    • Agullo G., Gamet-Payrastre L., Manenti S., Viala C., Rémésy C., Chap H., Payrastre B. Relationship between flavonoid structure and inhibition of phosphatidylinositol 3-kinase. a comparison with tyrosine kinase and protein kinase C inhibition Biochemical Pharmacology. 53:1997;1649-1657.
    • (1997) Biochemical Pharmacology , vol.53 , pp. 1649-1657
    • Agullo, G.1    Gamet-Payrastre, L.2    Manenti, S.3    Viala, C.4    Rémésy, C.5    Chap, H.6    Payrastre, B.7
  • 2
    • 0033850592 scopus 로고    scopus 로고
    • Dietary intakes of flavonols, flavones and isoflavones by Japanese women and the inverse correlation between quercetin intake and plasma LDL cholesterol concentration
    • Arai Y., Watanabe S., Kimira M., Shimoi K., Mochizuki R., Kinae N. Dietary intakes of flavonols, flavones and isoflavones by Japanese women and the inverse correlation between quercetin intake and plasma LDL cholesterol concentration. Journal of Nutrition. 130:2000;2243-2250.
    • (2000) Journal of Nutrition , vol.130 , pp. 2243-2250
    • Arai, Y.1    Watanabe, S.2    Kimira, M.3    Shimoi, K.4    Mochizuki, R.5    Kinae, N.6
  • 7
    • 0029949969 scopus 로고    scopus 로고
    • P-Quinone methides are the major decomposition products of catechol estrogen o-quinones
    • Bolton J.L., Shen L. p-Quinone methides are the major decomposition products of catechol estrogen o-quinones. Carcinogenesis. 17:1996;925-929.
    • (1996) Carcinogenesis , vol.17 , pp. 925-929
    • Bolton, J.L.1    Shen, L.2
  • 9
    • 0028889025 scopus 로고
    • Antioxidant and prooxidant functions of DT-diaphorase in quinone metabolism
    • Cadenas E. Antioxidant and prooxidant functions of DT-diaphorase in quinone metabolism. Biochemical Pharmacology. 49:1995;127-140.
    • (1995) Biochemical Pharmacology , vol.49 , pp. 127-140
    • Cadenas, E.1
  • 10
    • 0035874028 scopus 로고    scopus 로고
    • Effects of structurally related flavonoids on cell cycle progression of human melanoma cells: Regulation of cyclin-dependent kinases CDK2 and CDK1
    • Casagrande F., Darbon J.-M. Effects of structurally related flavonoids on cell cycle progression of human melanoma cells. regulation of cyclin-dependent kinases CDK2 and CDK1 Biochemical Pharmacology. 61:2001;1205-1215.
    • (2001) Biochemical Pharmacology , vol.61 , pp. 1205-1215
    • Casagrande, F.1    Darbon, J.-M.2
  • 11
    • 0032793633 scopus 로고    scopus 로고
    • Molecular characterization of binding of substrates and inhibitors to DT-Diaphorase: Combined approach involving site-directed mutagenesis, inhibitor-binding analysis, and computer modeling
    • Chen S., Wu K., Zhang D., Sherman M., Knox R., Yang C.S. Molecular characterization of binding of substrates and inhibitors to DT-Diaphorase. combined approach involving site-directed mutagenesis, inhibitor-binding analysis, and computer modeling Molecular Pharmacology. 56:1999;272-278.
    • (1999) Molecular Pharmacology , vol.56 , pp. 272-278
    • Chen, S.1    Wu, K.2    Zhang, D.3    Sherman, M.4    Knox, R.5    Yang, C.S.6
  • 13
    • 0033915810 scopus 로고    scopus 로고
    • Plant polyphenols in cancer and heart disease: Implications as nutritional antioxidants
    • Duthie G.G., Duthie S.J., Kyle J.A.M. Plant polyphenols in cancer and heart disease. implications as nutritional antioxidants Nutrition Research Reviews. 13:2000;79-106.
    • (2000) Nutrition Research Reviews , vol.13 , pp. 79-106
    • Duthie, G.G.1    Duthie, S.J.2    Kyle, J.A.M.3
  • 14
    • 0030918017 scopus 로고    scopus 로고
    • The effect of dietary flavonoids on DNA damage (strand breaks and oxidised pyrimdines) and growth in human cells
    • Duthie S.J., Johnson W., Dobson V.L. The effect of dietary flavonoids on DNA damage (strand breaks and oxidised pyrimdines) and growth in human cells. Mutation Research. 390:1997;141-151.
    • (1997) Mutation Research , vol.390 , pp. 141-151
    • Duthie, S.J.1    Johnson, W.2    Dobson, V.L.3
  • 15
    • 77957000392 scopus 로고
    • DT-diaphorase
    • R.W. Estabrook, & M.E. Pullman. New York and London: Academic Press
    • Ernster L. DT-diaphorase. Estabrook R.W., Pullman M.E. Methods in Enzymology, X. 1967;309-317 Academic Press, New York and London.
    • (1967) Methods in Enzymology, X , pp. 309-317
    • Ernster, L.1
  • 16
    • 0034664193 scopus 로고    scopus 로고
    • Protective action of cardiac DT-diaphorase against menadione toxicity in guinea pig isolated atria
    • Floreani M., Napoli E., Palatini P. Protective action of cardiac DT-diaphorase against menadione toxicity in guinea pig isolated atria. Biochemical Pharmacology. 60:2000;601-605.
    • (2000) Biochemical Pharmacology , vol.60 , pp. 601-605
    • Floreani, M.1    Napoli, E.2    Palatini, P.3
  • 17
    • 0029610477 scopus 로고
    • Review of the biology of quercetin and related bioflavonoids
    • Formica J.V., Regelson W. Review of the biology of quercetin and related bioflavonoids. Food and Chemical Toxicology. 33:1995;1061-1080.
    • (1995) Food and Chemical Toxicology , vol.33 , pp. 1061-1080
    • Formica, J.V.1    Regelson, W.2
  • 18
    • 0032819772 scopus 로고    scopus 로고
    • Dietary flavonoids: Intake, health effects and bioavailability
    • Hollman P.C.H., Katan M.B. Dietary flavonoids. intake, health effects and bioavailability Food and Chemical Toxicology. 37:1999;937-942.
    • (1999) Food and Chemical Toxicology , vol.37 , pp. 937-942
    • Hollman, P.C.H.1    Katan, M.B.2
  • 19
    • 0032756794 scopus 로고    scopus 로고
    • Effects of luteolin and quercetin, inhibitors of tyrosine kinase, on cell growth and metastasis-associated properties in A431 cell overepressing epidermal growth factor receptor
    • Huang Y.T., Hwang J.J., Lee P.P., Ke F.C., Huang J.H., Huang C.J., Kandaswami C., Middleton E. Jr., Lee M.T. Effects of luteolin and quercetin, inhibitors of tyrosine kinase, on cell growth and metastasis-associated properties in A431 cell overepressing epidermal growth factor receptor. British Journal of Pharmacology. 128:1999;999-1010.
    • (1999) British Journal of Pharmacology , vol.128 , pp. 999-1010
    • Huang, Y.T.1    Hwang, J.J.2    Lee, P.P.3    Ke, F.C.4    Huang, J.H.5    Huang, C.J.6    Kandaswami, C.7    Middleton E., Jr.8    Lee, M.T.9
  • 20
    • 0034662467 scopus 로고    scopus 로고
    • Role of NAD(P)H:quinone oxidoreductase 1 (DT diaphorase) in protection against quinone toxicity
    • Joseph P., Long II D.J., Klein-Szanto A.J.P., Jaiswal A.K. Role of NAD(P)H:quinone oxidoreductase 1 (DT diaphorase) in protection against quinone toxicity. Biochemical Pharmacology. 60:2000;207-214.
    • (2000) Biochemical Pharmacology , vol.60 , pp. 207-214
    • Joseph, P.1    Long D.J. II2    Klein-Szanto, A.J.P.3    Jaiswal, A.K.4
  • 21
    • 0025874589 scopus 로고
    • Study on the mutagenic activity of 13 bioflavonoids with the Salmonella Ara test
    • Jurado J., Alejandre-Duran E., Alonso-Moraga A., Pueyo C. Study on the mutagenic activity of 13 bioflavonoids with the Salmonella Ara test. Mutagenesis. 6:1991;289-295.
    • (1991) Mutagenesis , vol.6 , pp. 289-295
    • Jurado, J.1    Alejandre-Duran, E.2    Alonso-Moraga, A.3    Pueyo, C.4
  • 22
    • 0032896951 scopus 로고    scopus 로고
    • Quinone toxicity in DT-diaphorase-efficient and -deficient colon carcinoma cell lines
    • Karczewski J.M., Peters J.G.P., Noordhoek J. Quinone toxicity in DT-diaphorase-efficient and -deficient colon carcinoma cell lines. Biochemical Pharmacology. 57:1999;27-37.
    • (1999) Biochemical Pharmacology , vol.57 , pp. 27-37
    • Karczewski, J.M.1    Peters, J.G.P.2    Noordhoek, J.3
  • 23
    • 0032761121 scopus 로고    scopus 로고
    • Rapid fluorometric assay for cell viability and cell growth using nucleic acid staining and cell lysis agents
    • Kato F., Tanaka M., Nakamura K. Rapid fluorometric assay for cell viability and cell growth using nucleic acid staining and cell lysis agents. Toxicology in Vitro. 13:1999;923-929.
    • (1999) Toxicology in Vitro , vol.13 , pp. 923-929
    • Kato, F.1    Tanaka, M.2    Nakamura, K.3
  • 26
    • 0032815147 scopus 로고    scopus 로고
    • Comparative analysis of the effects of flavonoids on proliferation, cytotoxicity, and apoptosis in human colon cancer cell lines
    • Kunz S., Wenzel U., Daniel H. Comparative analysis of the effects of flavonoids on proliferation, cytotoxicity, and apoptosis in human colon cancer cell lines. European Journal of Nutrition. 38:1999;133-142.
    • (1999) European Journal of Nutrition , vol.38 , pp. 133-142
    • Kunz, S.1    Wenzel, U.2    Daniel, H.3
  • 27
    • 0024434650 scopus 로고
    • Antioxidant and pro-oxidant actions of the plant phenolics quercetin, gossypol and myricetin. Effects on lipid peroxidation, hydroxyl radical generation and bleomycin-dependent damage to DNA
    • Laughton M.J., Halliwell B., Evans P.J., Hoult J.R.S. Antioxidant and pro-oxidant actions of the plant phenolics quercetin, gossypol and myricetin. Effects on lipid peroxidation, hydroxyl radical generation and bleomycin-dependent damage to DNA. Biochemical Pharmacology. 38:1989;2859-2865.
    • (1989) Biochemical Pharmacology , vol.38 , pp. 2859-2865
    • Laughton, M.J.1    Halliwell, B.2    Evans, P.J.3    Hoult, J.R.S.4
  • 28
    • 0020464384 scopus 로고
    • DT-diaphorase as a quinone reductase: A cellular control device against semiquinone and superoxide radical formation
    • Lind C., Hochstein P., Ernster L. DT-diaphorase as a quinone reductase. a cellular control device against semiquinone and superoxide radical formation Archives of Biochemistry and Biophysics. 216:1982;178-185.
    • (1982) Archives of Biochemistry and Biophysics , vol.216 , pp. 178-185
    • Lind, C.1    Hochstein, P.2    Ernster, L.3
  • 29
    • 0018079525 scopus 로고
    • Mutagenicity of plant flavonoids: Structural requirements for mutagenic activity in Salmonella typhimurium
    • MacGregor J.T., Jurd L. Mutagenicity of plant flavonoids. structural requirements for mutagenic activity in Salmonella typhimurium Mutatation Research. 54:1978;297-309.
    • (1978) Mutatation Research , vol.54 , pp. 297-309
    • MacGregor, J.T.1    Jurd, L.2
  • 30
    • 0026700546 scopus 로고
    • Elevated DT-diaphorase activity and messenger RNA content in human non-small cell lung carcinoma: Relationship to the response of lung tumor xenografts to mitomycin C
    • Malkinson A.M., Siegel D., Forrest G.L., Gazdar A.F., Oie H.K., Chan D.C., Bunn P.A., Mabry M., Dykes D.J., Harrison S.D., Ross D. Elevated DT-diaphorase activity and messenger RNA content in human non-small cell lung carcinoma. relationship to the response of lung tumor xenografts to mitomycin C Cancer Research. 52:1992;4752-4757.
    • (1992) Cancer Research , vol.52 , pp. 4752-4757
    • Malkinson, A.M.1    Siegel, D.2    Forrest, G.L.3    Gazdar, A.F.4    Oie, H.K.5    Chan, D.C.6    Bunn, P.A.7    Mabry, M.8    Dykes, D.J.9    Harrison, S.D.10    Ross, D.11
  • 32
    • 84892138934 scopus 로고
    • The impact of plant flavonoids on mammalian biology: Implications for immunity, inflammation and cancer
    • J.B. Harborne. London: Chapman and Hall
    • Middleton E. Jr., Kandaswami Ch. The impact of plant flavonoids on mammalian biology. implications for immunity, inflammation and cancer Harborne J.B. The Flavonoids: Advances in Research Since 1986. 1993;619-652 Chapman and Hall, London.
    • (1993) The Flavonoids: Advances in Research Since 1986 , pp. 619-652
    • Middleton E., Jr.1    Kandaswami, Ch.2
  • 33
    • 0034947164 scopus 로고    scopus 로고
    • Catechin metabolism: Glutathione conjugate formation catalysed by tyrosinase, peroxidase, and cytochrome P450
    • Moridani M.Y., Scobie H., Salehi P., O'Brien P.J. Catechin metabolism. glutathione conjugate formation catalysed by tyrosinase, peroxidase, and cytochrome P450 Chemical Research in Toxicology. 14:2001;841-848.
    • (2001) Chemical Research in Toxicology , vol.14 , pp. 841-848
    • Moridani, M.Y.1    Scobie, H.2    Salehi, P.3    O'Brien, P.J.4
  • 36
  • 40
    • 0026612119 scopus 로고
    • DT-diaphorase and cancer chemotherapy
    • Riley R.J., Workman P. DT-diaphorase and cancer chemotherapy. Biochemical Pharmacology. 43:1992;1657-1669.
    • (1992) Biochemical Pharmacology , vol.43 , pp. 1657-1669
    • Riley, R.J.1    Workman, P.2
  • 41
    • 0025248106 scopus 로고
    • Cytosolic NAD(P)H(quinone acceptor)oxidoreductase in human normal and tumor tissue: Effects of cigarette smoking and alcohol
    • Schlager J.J., Powis G. Cytosolic NAD(P)H(quinone acceptor)oxidoreductase in human normal and tumor tissue. effects of cigarette smoking and alcohol International Journal of Cancer. 45:1990;403-409.
    • (1990) International Journal of Cancer , vol.45 , pp. 403-409
    • Schlager, J.J.1    Powis, G.2
  • 42
    • 0028825881 scopus 로고
    • Identification of a class 3 aldehyde dehydrogenase in human saliva and increased levels of this enzyme, glutathione S-transferases, and DT-diaphorase in the saliva of subjects who continually ingest large quantities of coffee and broccoli
    • Sreerama L., Hedge M.W., Sladek N.E. Identification of a class 3 aldehyde dehydrogenase in human saliva and increased levels of this enzyme, glutathione S-transferases, and DT-diaphorase in the saliva of subjects who continually ingest large quantities of coffee and broccoli. Clinical Cancer Research. 1:1995;1153-1163.
    • (1995) Clinical Cancer Research , vol.1 , pp. 1153-1163
    • Sreerama, L.1    Hedge, M.W.2    Sladek, N.E.3
  • 44
    • 0030660603 scopus 로고    scopus 로고
    • Induction of the anticarcinogenic marker enzyme, quinone reductase, in marine hepatoma cells in vitro by flavonoids
    • Uda Y., Price K.R., Williamson G., Rhodes M.J.C. Induction of the anticarcinogenic marker enzyme, quinone reductase, in marine hepatoma cells in vitro by flavonoids. Cancer Letters. 120:1997;213-216.
    • (1997) Cancer Letters , vol.120 , pp. 213-216
    • Uda, Y.1    Price, K.R.2    Williamson, G.3    Rhodes, M.J.C.4
  • 45
    • 0031835127 scopus 로고    scopus 로고
    • Induction of rat pancreatic glutathione S-transferase and quinone reductase activities by a mixture of glucosinolate breakdown derivatives found in Brussels Sprouts
    • Wallig M.A., Kingston S., Staack R., Jefferey E.H. Induction of rat pancreatic glutathione S-transferase and quinone reductase activities by a mixture of glucosinolate breakdown derivatives found in Brussels Sprouts. Food and Chemical Toxicology. 36:1998;365-373.
    • (1998) Food and Chemical Toxicology , vol.36 , pp. 365-373
    • Wallig, M.A.1    Kingston, S.2    Staack, R.3    Jefferey, E.H.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.