메뉴 건너뛰기




Volumn 51, Issue 7, 2011, Pages 1406-1410

Potency of inhibition of human DNA topoisomerase i by flavones assessed through physicochemical parameters

Author keywords

Anticancer drugs; Energy of the highest occupied molecular orbital; Flavones; Free radicals; Inhibition of eukaryotic topoisomerase I; Redox regulation; Singlet oxygen quenching

Indexed keywords

APIGENIN; CHRYSIN; DNA TOPOISOMERASE; FISETIN; KAEMPFEROL; MORIN; QUERCETIN; REACTIVE OXYGEN METABOLITE; RUTOSIDE;

EID: 80052262854     PISSN: 08915849     EISSN: 18734596     Source Type: Journal    
DOI: 10.1016/j.freeradbiomed.2011.06.021     Document Type: Article
Times cited : (23)

References (39)
  • 1
    • 2542451060 scopus 로고    scopus 로고
    • The inhibitory effects of 12 medicinal plants and their component compounds on lipid peroxidation
    • DOI 10.1142/S0192415X03001648
    • E.J. Cho, T. Yokozawa, D.Y. Rhyu, H.Y. Kim, N. Shibahara, and J.C. Park The inhibitory effects of 12 medicinal plants and their component compounds on lipid peroxidation Am. J. Chin. Med. 31 2003 907 917 (Pubitemid 41758781)
    • (2003) American Journal of Chinese Medicine , vol.31 , Issue.6 , pp. 907-917
    • Cho, E.J.1    Yokozawa, T.2    Rhyu, D.Y.3    Kim, H.Y.4    Shibahara, N.5    Park, J.C.6
  • 2
    • 0041336987 scopus 로고    scopus 로고
    • Study on the inhibitory effects of Korean medicinal plants and their main compounds on the 1,1-diphenyl-2-picrylhydrazyl radical
    • DOI 10.1078/094471103322331520
    • E.J. Cho, T. Yokozawa, D.Y. Rhyu, S.C. Kim, N. Shibahara, and J.C. Park Study on the inhibitory effects of Korean medicinal plants and their main compounds on the 1,1-diphenyl-2-picrylhydrazyl radical Phytomedicine 10 2003 544 551 (Pubitemid 37092680)
    • (2003) Phytomedicine , vol.10 , Issue.6-7 , pp. 544-551
    • Cho, E.J.1    Yokozawa, T.2    Rhyu, D.Y.3    Kim, S.C.4    Shibahara, N.5    Park, J.C.6
  • 4
    • 13844298231 scopus 로고    scopus 로고
    • Health promotion by flavonoids, tocopherols, tocotrienols, and other phenols: Direct or indirect effects? Antioxidant or not?
    • B. Halliwell, J. Rafter, and A. Jenner Health promotion by flavonoids, tocopherols, tocotrienols, and other phenols: direct or indirect effects? Antioxidant or not? Am. J. Clin. Nutr. 81 2005 268S 276S
    • (2005) Am. J. Clin. Nutr. , vol.81
    • Halliwell, B.1    Rafter, J.2    Jenner, A.3
  • 5
    • 1542605222 scopus 로고    scopus 로고
    • Flavonoids: Antioxidants or signalling molecules?
    • DOI 10.1016/j.freeradbiomed.2004.01.001, PII S0891584904000334
    • R.J. Williams, J.P. Spencer, and C. Rice-Evans Flavonoids: antioxidants or signalling molecules? Free Radic. Biol. Med. 36 2004 838 849 (Pubitemid 38352901)
    • (2004) Free Radical Biology and Medicine , vol.36 , Issue.7 , pp. 838-849
    • Williams, R.J.1    Spencer, J.P.E.2    Rice-Evans, C.3
  • 6
    • 0034923502 scopus 로고    scopus 로고
    • DNA topoisomerases: Structure, function, and mechanism
    • DOI 10.1146/annurev.biochem.70.1.369
    • J.J. Champoux DNA topoisomerases: structure, function and mechanism Annu. Rev. Biochem. 70 2001 369 413 (Pubitemid 32662215)
    • (2001) Annual Review of Biochemistry , vol.70 , pp. 369-413
    • Champoux, J.J.1
  • 7
    • 0036085460 scopus 로고    scopus 로고
    • Cellular roles of DNA topoisomerases: A molecular perspective
    • DOI 10.1038/nrm831
    • J.C. Wang Cellular roles of DNA topoisomerases: a molecular perspective Nat. Rev. Mol. Cell Biol. 3 2002 430 440 (Pubitemid 34685700)
    • (2002) Nature Reviews Molecular Cell Biology , vol.3 , Issue.6 , pp. 430-440
    • Wang, J.C.1
  • 8
    • 0032190561 scopus 로고    scopus 로고
    • Mechanism of action of eukaryotic topoisomerase II and drugs targeted to the enzyme
    • DOI 10.1016/S0167-4781(98)00132-8, PII S0167478198001328
    • D.A. Burden, and N. Osheroff Mechanism of action of eukaryotic topoisomerase II and drugs targeted to the enzyme Biochim. Biophys. Acta 1400 1998 139 154 (Pubitemid 28475100)
    • (1998) Biochimica et Biophysica Acta - Gene Structure and Expression , vol.1400 , Issue.1-3 , pp. 139-154
    • Burden, D.A.1    Osheroff, N.2
  • 9
    • 0042346439 scopus 로고    scopus 로고
    • Catalytic topoisomerase II inhibitors in cancer therapy
    • DOI 10.1016/S0163-7258(03)00058-5
    • A.K. Larsen, A.E. Escargueil, and A. Skladanowski Catalytic topoisomerase II inhibitors in cancer therapy Pharmacol. Ther. 99 2003 167 181 (Pubitemid 36897748)
    • (2003) Pharmacology and Therapeutics , vol.99 , Issue.2 , pp. 167-181
    • Larsen, A.K.1    Escargueil, A.E.2    Skladanowski, A.3
  • 10
    • 33749034730 scopus 로고    scopus 로고
    • Topoisomerase I inhibitors: Camptothecins and beyond
    • DOI 10.1038/nrc1977, PII NRC1977
    • Y. Pommier Topoisomerase I inhibitors: camptothecins and beyond Nat. Rev. Cancer 6 2006 789 802 (Pubitemid 44450467)
    • (2006) Nature Reviews Cancer , vol.6 , Issue.10 , pp. 789-802
    • Pommier, Y.1
  • 11
    • 0034040082 scopus 로고    scopus 로고
    • Topoisomerase I poisons and suppressors as anticancer drugs
    • C. Bailly Topoisomerase I poisons and suppressors as anticancer drugs Curr. Med. Chem. 7 2000 39 58 (Pubitemid 30395448)
    • (2000) Current Medicinal Chemistry , vol.7 , Issue.1 , pp. 39-58
    • Bailly, C.1
  • 12
    • 0032774978 scopus 로고    scopus 로고
    • Redox regulation of tumor cell toxicity by flavones from Lethedon tannaensis
    • DOI 10.1016/S0891-5849(99)00039-8, PII S0891584999000398
    • R.V. Bensasson, A. Jossang, A. Zahir, B. Bodo, and E.J. Land Redox regulation of tumor cell toxicity by flavones from Lethedon tannaensis Free Radic. Biol. Med. 27 1999 95 99 (Pubitemid 29353089)
    • (1999) Free Radical Biology and Medicine , vol.27 , Issue.1-2 , pp. 95-99
    • Bensasson, R.V.1    Jossang, A.2    Zahir, A.3    Bodo, B.4    Land, E.J.5
  • 14
    • 0002945434 scopus 로고
    • Quenchers of singlet oxygen-A critical review
    • B. Ranby, J.F. Rabek, Wiley Chichester
    • D. Bellus Quenchers of singlet oxygen-a critical review B. Ranby, J.F. Rabek, Singlet Oxygen 1978 Wiley Chichester 61 110
    • (1978) Singlet Oxygen , pp. 61-110
    • Bellus, D.1
  • 15
    • 0001162334 scopus 로고
    • Quenching of singlet oxygen
    • H.H. Wasserman, R.W. Murray, Academic Press New York
    • C.S. Foote Quenching of singlet oxygen H.H. Wasserman, R.W. Murray, Singlet Oxygen 1979 Academic Press New York 139 171
    • (1979) Singlet Oxygen , pp. 139-171
    • Foote, C.S.1
  • 16
    • 0005677566 scopus 로고
    • The mechanism of quenching of singlet oxygen
    • B. Ranby, J.F. Rabek, Wiley Chichester
    • R.H. Young, and D.R. Brewer The mechanism of quenching of singlet oxygen B. Ranby, J.F. Rabek, Singlet Oxygen 1978 Wiley Chichester 36 47
    • (1978) Singlet Oxygen , pp. 36-47
    • Young, R.H.1    Brewer, D.R.2
  • 17
    • 0000484843 scopus 로고
    • The oxidation of electron-rich aromatic compounds
    • H.H. Wasserman, R.W. Murray, Academic Press New York
    • I. Saito, and T. Matsuura The oxidation of electron-rich aromatic compounds H.H. Wasserman, R.W. Murray, Singlet Oxygen 1979 Academic Press New York 511 574
    • (1979) Singlet Oxygen , pp. 511-574
    • Saito, I.1    Matsuura, T.2
  • 18
    • 0011624784 scopus 로고    scopus 로고
    • Redox properties of diphenols and their correlation to induction of enzyme synthesis
    • R. Scurlock, M. Rougée, and R.V. Bensasson Redox properties of diphenols and their correlation to induction of enzyme synthesis Z. Phys. Chem. 196 1996 85 92
    • (1996) Z. Phys. Chem. , vol.196 , pp. 85-92
    • Scurlock, R.1    Rougée, M.2    Bensasson, R.V.3
  • 19
    • 84981690473 scopus 로고
    • Chemistry of singlet oxygen. XXVI. Photooxygenation of phenols
    • M.J. Thomas, and C.S. Foote Chemistry of singlet oxygen. XXVI. Photooxygenation of phenols Photochem. Photobiol. 27 1978 683 693
    • (1978) Photochem. Photobiol. , vol.27 , pp. 683-693
    • Thomas, M.J.1    Foote, C.S.2
  • 20
    • 0013504214 scopus 로고
    • Theoretical calculations of singlet oxygen reactions
    • A.A. Frimer, CRC Press Boca Raton
    • K. Yamaguchi Theoretical calculations of singlet oxygen reactions A.A. Frimer, Singlet Oxygen vol. 3 1985 CRC Press Boca Raton 119 251
    • (1985) Singlet Oxygen , vol.3 , pp. 119-251
    • Yamaguchi, K.1
  • 23
    • 0022671442 scopus 로고
    • Direct detection of singlet oxygen sensitized by haematoporphyrin and related compounds
    • J.P. Keene, D. Kessel, E.J. Land, R.W. Redmond, and T.G. Truscott Direct detection of singlet oxygen sensitized by haematoporphyrin and related compounds Photochem. Photobiol. 43 1986 117 120
    • (1986) Photochem. Photobiol. , vol.43 , pp. 117-120
    • Keene, J.P.1    Kessel, D.2    Land, E.J.3    Redmond, R.W.4    Truscott, T.G.5
  • 26
    • 84872846883 scopus 로고
    • Reduction potentials of one-electron couples involving free radicals in aqueous solution
    • P. Wardman Reduction potentials of one-electron couples involving free radicals in aqueous solution J. Phys. Chem. Ref. Data 18 1989 1637 1755
    • (1989) J. Phys. Chem. Ref. Data , vol.18 , pp. 1637-1755
    • Wardman, P.1
  • 27
    • 80052273788 scopus 로고
    • The electronic structure of the oxygen molecule
    • W. Moffitt The electronic structure of the oxygen molecule Proc. R. Soc. London A210 1951 224 245
    • (1951) Proc. R. Soc. London , vol.210 A , pp. 224-245
    • Moffitt, W.1
  • 30
    • 43149117906 scopus 로고    scopus 로고
    • Two-step mechanism of induction of the gene expression of a prototypic cancer-protective enzyme by diphenols
    • DOI 10.1021/tx7002883
    • R.V. Bensasson, V. Zoete, A.T. Dinkova-Kostova, and P. Talalay Two-step mechanism of induction of the gene expression of a prototypic cancer-protective enzyme by diphenols Chem. Res. Toxicol. 21 2008 805 812 (Pubitemid 351644558)
    • (2008) Chemical Research in Toxicology , vol.21 , Issue.4 , pp. 805-812
    • Bensasson, R.V.1    Zoete, V.2    Dinkova-Kostova, A.T.3    Talalay, P.4
  • 31
    • 3042574709 scopus 로고    scopus 로고
    • Potential toxicity of flavonoids and other dietary phenolics: Significance for their chemopreventive and anticancer properties
    • DOI 10.1016/j.freeradbiomed.2004.04.034, PII S0891584904003806
    • G. Galati, and P.J. O'Brien Potential toxicity of flavonoids and other dietary phenolics: significance for their chemopreventive and anticancer properties Free Radic. Biol. Med. 37 2004 287 303 (Pubitemid 38833996)
    • (2004) Free Radical Biology and Medicine , vol.37 , Issue.3 , pp. 287-303
    • Galati, G.1    O'Brien, P.J.2
  • 33
    • 34248562439 scopus 로고    scopus 로고
    • Possible controversy over dietary polyphenols: Benefits vs risks
    • DOI 10.1021/tx7000515
    • J.D. Lambert, S. Sang, and C.S. Yang Possible controversy over dietary polyphenols: benefits vs risk Chem. Res. Toxicol. 20 2007 583 585 (Pubitemid 46762092)
    • (2007) Chemical Research in Toxicology , vol.20 , Issue.4 , pp. 583-585
    • Lambert, J.D.1    Sang, S.2    Yang, C.S.3
  • 34
    • 27244453562 scopus 로고    scopus 로고
    • Quantitative structure-activity relationships in prooxidant cytotoxicity of polyphenols: Role of potential of phenoxyl radical/phenol redox couple
    • DOI 10.1016/j.abb.2005.07.002
    • A. Nemeikaité-Ceniene, A. Imbrasaite, E. Sergediene, and N. Cenas Quantitative structure-activity relationships in prooxidant cytotoxicity of polyphenols: role of potential of phenoxyl radical/phenol redox couple Arch. Biochem. Biophys. 441 2005 182 190 (Pubitemid 41557695)
    • (2005) Archives of Biochemistry and Biophysics , vol.441 , Issue.2 , pp. 182-190
    • Nemeikaite-Ceniene, A.1    Imbrasaite, A.2    Sergediene, E.3    Cenas, N.4
  • 35
    • 0026574138 scopus 로고
    • Site-specific DNA cleavage by mammalian DNA topoisomerase II induced by novel flavone and catechin derivatives
    • C.A. Austin, S. Patel, K. Ono, H. Nakane, and L.M. Fisher Site-specific DNA cleavage by mammalian DNA topoisomerase II induced by novel flavone and catechin derivatives Biochem. J. 282 1992 883 889
    • (1992) Biochem. J. , vol.282 , pp. 883-889
    • Austin, C.A.1    Patel, S.2    Ono, K.3    Nakane, H.4    Fisher, L.M.5
  • 36
    • 0025237150 scopus 로고
    • Comparison of the structural and cytotoxic activity of novel 2,5-bis(carboethoxyamino)-3,6-diaziridinyl-1,4-benzoquinone analogues
    • A. Dzielendziak, J. Butler, B.M. Hoey, J.S. Lea, and T.H. Ward Comparison of the structural and cytotoxic activity of novel 2,5-bis(carboethoxyamino)-3, 6-diaziridinyl-1,4-benzoquinone analogues Cancer Res. 50 1990 2003 2008 (Pubitemid 20115066)
    • (1990) Cancer Research , vol.50 , Issue.7 , pp. 2003-2008
    • Dzielendziak, A.1    Butler, J.2    Hoey, B.M.3    Lea, J.S.4    Ward, T.H.5
  • 37
    • 10944248747 scopus 로고    scopus 로고
    • Comparative analysis of topoisomerase IB inhibition and DNA intercalation by flavonoids and similar compounds: Structural determinates of activity
    • DOI 10.1042/BJ20040474
    • M.R. Webb, and S.E. Ebeler Comparative analysis of topoisomerase IB inhibition and DNA intercalation by flavonoids and similar compounds: structural determinates of activity Biochem. J. 384 2004 527 541 (Pubitemid 40018966)
    • (2004) Biochemical Journal , vol.384 , Issue.3 , pp. 527-541
    • Webb, M.R.1    Ebeler, S.E.2
  • 38
    • 33644970269 scopus 로고    scopus 로고
    • A novel norindenoisoquinoline structure reveals a common interfacial inhibitor paradigm for ternary trapping of the topoisomerase I-DNA covalent complex
    • C. Marchand, S. Antony, K.W. Kohn, M. Cushman, A. Ioanoviciu, B.L. Staker, A.B. Burgin, L. Stewart, and Y. Pommier A novel norindenoisoquinoline structure reveals a common interfacial inhibitor paradigm for ternary trapping of the topoisomerase I-DNA covalent complex Mol. Cancer Ther. 5 2006 287 295
    • (2006) Mol. Cancer Ther. , vol.5 , pp. 287-295
    • Marchand, C.1    Antony, S.2    Kohn, K.W.3    Cushman, M.4    Ioanoviciu, A.5    Staker, B.L.6    Burgin, A.B.7    Stewart, L.8    Pommier, Y.9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.