메뉴 건너뛰기




Volumn 68, Issue 11, 2004, Pages 2107-2116

Pharmacological and biological evaluation of a series of substituted 1,4-naphthoquinone bioreductive drugs

Author keywords

Bioreductive drugs; Hypoxia; Naphthoquinones; NQO1

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; 2 ARIZIDINYL 5 HYDROXY 1,4 NAPHTHOQUINONE; 2 ARIZIDINYL 6 HYDROXYMETHYL 1,4 NAPHTHQUINONE; 2,3 BIS(ARIZIDINYL) 5 HYDROXY 1,4 NAPHTHOQUINONE; UNCLASSIFIED DRUG;

EID: 7444258436     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2004.08.007     Document Type: Article
Times cited : (46)

References (38)
  • 1
    • 0027450014 scopus 로고
    • EO9: A novel bioreductive alkylating indoloquinone with preferential solid tumour activity and lack of bone marrow toxicity in preclinical models
    • H.R. Hendriks, P.E. Pizao, D.P. Berger, K.L. Kooistra, M.C. Bibby, and E. Boven EO9: a novel bioreductive alkylating indoloquinone with preferential solid tumour activity and lack of bone marrow toxicity in preclinical models Eur J Cancer 29A 1993 897 906
    • (1993) Eur J Cancer , vol.29 , pp. 897-906
    • Hendriks, H.R.1    Pizao, P.E.2    Berger, D.P.3    Kooistra, K.L.4    Bibby, M.C.5    Boven, E.6
  • 2
    • 0028645493 scopus 로고
    • Enzyme directed bioreductive drug development revisited: A commentary on recent progress and future prospects with emphasis on quinone anti-cancer agents and quinone metabolising enzymes, particularly DT-diaphorase
    • P. Workman Enzyme directed bioreductive drug development revisited: a commentary on recent progress and future prospects with emphasis on quinone anti-cancer agents and quinone metabolising enzymes, particularly DT-diaphorase Oncol Res 6 1994 461 475
    • (1994) Oncol Res , vol.6 , pp. 461-475
    • Workman, P.1
  • 3
    • 0025893246 scopus 로고
    • The role of NAD(P)H quinone reductase (EC 1.6.99.2 DT-diaphorase) in the reductive bioactivation of the novel indoloquinone antitumour agent EO9
    • M.I. Walton, P.J. Smith, and P. Workman The role of NAD(P)H quinone reductase (EC 1.6.99.2 DT-diaphorase) in the reductive bioactivation of the novel indoloquinone antitumour agent EO9 Cancer Commun 3 1991 199 206
    • (1991) Cancer Commun , vol.3 , pp. 199-206
    • Walton, M.I.1    Smith, P.J.2    Workman, P.3
  • 4
    • 0030710552 scopus 로고    scopus 로고
    • Involvement of DT-diaphorase (EC 1.6.99.2) in the DNA cross-linking and sequence selectivity of the bioreductive anti-tumour agent EO9
    • S.M. Bailey, M.D. Wyatt, F. Friedlos, J.A. Hartley, R.J. Knox, and A.D. Lewis Involvement of DT-diaphorase (EC 1.6.99.2) in the DNA cross-linking and sequence selectivity of the bioreductive anti-tumour agent EO9 Br J Cancer 76 1997 1596 1603
    • (1997) Br J Cancer , vol.76 , pp. 1596-1603
    • Bailey, S.M.1    Wyatt, M.D.2    Friedlos, F.3    Hartley, J.A.4    Knox, R.J.5    Lewis, A.D.6
  • 5
    • 0028101349 scopus 로고
    • Factors affecting sensitivity to EO9 in rodent and human tumour cells in vitro: DT-diaphorase activity and hypoxia
    • N. Robertson, A. Haigh, G.E. Adams, and I.J. Stratford Factors affecting sensitivity to EO9 in rodent and human tumour cells in vitro: DT-diaphorase activity and hypoxia Eur J Cancer 30A 1994 1013 1019
    • (1994) Eur J Cancer , vol.30 , pp. 1013-1019
    • Robertson, N.1    Haigh, A.2    Adams, G.E.3    Stratford, I.J.4
  • 6
    • 0028293074 scopus 로고
    • Chemosensitivity to the indolequinone EO9 is correlated with DT-diaphorase activity and gene expression
    • E. Smitkamp-Wilms, G.F. Peters, H.M. Pinedo, J. Van Arkotte, and G. Giaccone Chemosensitivity to the indolequinone EO9 is correlated with DT-diaphorase activity and gene expression Biochem Pharmacol 47 1994 1325 1332
    • (1994) Biochem Pharmacol , vol.47 , pp. 1325-1332
    • Smitkamp-Wilms, E.1    Peters, G.F.2    Pinedo, H.M.3    Van Arkotte, J.4    Giaccone, G.5
  • 7
    • 0028988639 scopus 로고
    • EO9: Relationship between DT-diaphorase levels and response in vitro and in vivo
    • J. Collard, A.M. Matthew, J.A. Double, and M.C. Bibby EO9: relationship between DT-diaphorase levels and response in vitro and in vivo Br J Cancer 71 1995 1199 1203
    • (1995) Br J Cancer , vol.71 , pp. 1199-1203
    • Collard, J.1    Matthew, A.M.2    Double, J.A.3    Bibby, M.C.4
  • 8
    • 0029917028 scopus 로고    scopus 로고
    • Reductase enzyme expression across the National Cancer Institute tumour cell line panel: Correlation with sensitivity to mitomycin C and EO9
    • S.A. Fitzsimmons, P. Workman, M. Grever, K. Paull, R. Camalier, and A.D. Lewis Reductase enzyme expression across the National Cancer Institute tumour cell line panel: correlation with sensitivity to mitomycin C and EO9 J Natl Cancer Inst 88 1996 259 269
    • (1996) J Natl Cancer Inst , vol.88 , pp. 259-269
    • Fitzsimmons, S.A.1    Workman, P.2    Grever, M.3    Paull, K.4    Camalier, R.5    Lewis, A.D.6
  • 9
    • 0028097816 scopus 로고
    • Unusually marked hypoxic sensitisation to indoloquinone EO9 and Mitomycin C in a human colon cell line that lacks DT-diaphorase activity
    • J.A. Plumb, and P. Workman Unusually marked hypoxic sensitisation to indoloquinone EO9 and Mitomycin C in a human colon cell line that lacks DT-diaphorase activity Int J Cancer 56 1994 134 139
    • (1994) Int J Cancer , vol.56 , pp. 134-139
    • Plumb, J.A.1    Workman, P.2
  • 10
    • 0028063368 scopus 로고
    • DT-diaphorase protects cells from the hypoxic cytotoxicity of indoloquinone EO9
    • J.A. Plumb, M. Gerritsen, and P. Workman DT-diaphorase protects cells from the hypoxic cytotoxicity of indoloquinone EO9 Br J Cancer 70 1994 1136 1143
    • (1994) Br J Cancer , vol.70 , pp. 1136-1143
    • Plumb, J.A.1    Gerritsen, M.2    Workman, P.3
  • 11
    • 0030271681 scopus 로고    scopus 로고
    • EO9 phase II study in advanced breast, gastric, pancreatic and colorectal carcinoma by the EORTC Early Clinical Studies Group
    • L.Y. Dirix, F. Tonnesen, J. Cassidy, R. Epelbaum, W.W. ten Bokkel Huinink, and N. Pavlidis EO9 phase II study in advanced breast, gastric, pancreatic and colorectal carcinoma by the EORTC Early Clinical Studies Group Eur J Cancer 32A 1996 2019 2022
    • (1996) Eur J Cancer , vol.32 , pp. 2019-2022
    • Dirix, L.Y.1    Tonnesen, F.2    Cassidy, J.3    Epelbaum, R.4    Ten Bokkel Huinink, W.W.5    Pavlidis, N.6
  • 12
    • 0030016605 scopus 로고    scopus 로고
    • A randomized phase II study with two schedules of the novel indoloquinone EO9 in non-small-cell lung cancer: A study of the EORTC Early Clinical Studies Group (ECSG)
    • N. Pavlidis, A.R. Hanauske, T. Gamucci, J. Smyth, M. Lehnert, and A. te Velde A randomized phase II study with two schedules of the novel indoloquinone EO9 in non-small-cell lung cancer: a study of the EORTC Early Clinical Studies Group (ECSG) Ann Oncol 7 1996 529 531
    • (1996) Ann Oncol , vol.7 , pp. 529-531
    • Pavlidis, N.1    Hanauske, A.R.2    Gamucci, T.3    Smyth, J.4    Lehnert, M.5    Te Velde, A.6
  • 13
    • 0029806841 scopus 로고    scopus 로고
    • Bioreductive agents, hypoxic cells and therapy
    • T.A. Connors Bioreductive agents, hypoxic cells and therapy Eur J Cancer 32A 1996 1833 1834
    • (1996) Eur J Cancer , vol.32 , pp. 1833-1834
    • Connors, T.A.1
  • 14
    • 0031798535 scopus 로고    scopus 로고
    • Evaluation of a novel in vitro assay for assessing drug penetration into avascular regions of tumours
    • R.M. Phillips, P.M. Loadman, and B.P. Cronin Evaluation of a novel in vitro assay for assessing drug penetration into avascular regions of tumours Br J Cancer 77 1998 2112 2119
    • (1998) Br J Cancer , vol.77 , pp. 2112-2119
    • Phillips, R.M.1    Loadman, P.M.2    Cronin, B.P.3
  • 15
    • 0024408986 scopus 로고
    • Blood flow, oxygen and nutrient supply and metabolic microenvironment of human tumours: A review
    • P. Vaupel, F. Kallinowski, and P. Okunieff Blood flow, oxygen and nutrient supply and metabolic microenvironment of human tumours: a review Cancer Res 49 1989 6449 6465
    • (1989) Cancer Res , vol.49 , pp. 6449-6465
    • Vaupel, P.1    Kallinowski, F.2    Okunieff, P.3
  • 16
    • 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
    • A.M. Malkinson, D. Siegel, G.L. Forrest, A.F. Gazdar, H.K. Oie, and D.C. Chan 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 Res 52 1992 4752 4757
    • (1992) Cancer Res , 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
  • 17
    • 0031666337 scopus 로고    scopus 로고
    • Immunohistochemical detection of NAD(P)H:Quinone oxidoreductase in human lung and lung tumours
    • D. Siegel, W.A. Franklin, and D. Ross Immunohistochemical detection of NAD(P)H:Quinone oxidoreductase in human lung and lung tumours Clin Cancer Res 4 1999 2065 2070
    • (1999) Clin Cancer Res , vol.4 , pp. 2065-2070
    • Siegel, D.1    Franklin, W.A.2    Ross, D.3
  • 19
    • 0036850427 scopus 로고    scopus 로고
    • Pharmacological approach towards the development of indolequinone bioreductive drugs based on the clinically inactive agent EO9
    • P.M. Loadman, M.C. Bibby, and R.M. Phillips Pharmacological approach towards the development of indolequinone bioreductive drugs based on the clinically inactive agent EO9 Br J Pharmacol 137 2002 701 709
    • (2002) Br J Pharmacol , vol.137 , pp. 701-709
    • Loadman, P.M.1    Bibby, M.C.2    Phillips, R.M.3
  • 20
    • 0024351964 scopus 로고
    • Synthesis of 2,3-diaziridinyl-1,4-naphthoquinone sulfonate derivatives as potential antineoplastic agents
    • T.S. Lin, S.P. Xu, L.Y. Zhu, L.A. Cosby, and A.C. Sartorelli Synthesis of 2,3-diaziridinyl-1,4-naphthoquinone sulfonate derivatives as potential antineoplastic agents J Med Chem 32 1989 1467 1471
    • (1989) J Med Chem , vol.32 , pp. 1467-1471
    • Lin, T.S.1    Xu, S.P.2    Zhu, L.Y.3    Cosby, L.A.4    Sartorelli, A.C.5
  • 21
    • 0025771377 scopus 로고
    • Synthesis antimalarial activity of 2-aziridinyl- and 2,3-bis(aziridinyl)- 1,4-naphthoquinonyl sulfonate and acylate derivatives
    • T.S. Lin, L.Y. Zhu, S.P. Xu, A.A. Divo, and A.C. Sartorelli Synthesis antimalarial activity of 2-aziridinyl- and 2,3-bis(aziridinyl)-1,4- naphthoquinonyl sulfonate and acylate derivatives J Med Chem 34 1991 1634 1639
    • (1991) J Med Chem , vol.34 , pp. 1634-1639
    • Lin, T.S.1    Zhu, L.Y.2    Xu, S.P.3    Divo, A.A.4    Sartorelli, A.C.5
  • 22
    • 7444266032 scopus 로고    scopus 로고
    • 2,3-Bis(azridinyl)-1,4-naphthoquinone sulphonate derivatives having antineoplastic activity. United States Patent. Patent number 4,806,531 (1989).
    • Sartorelli AC, Lin TS. 2,3-Bis(azridinyl)-1,4-naphthoquinone sulphonate derivatives having antineoplastic activity. United States Patent. Patent number 4,806,531 (1989).
    • Sartorelli, A.C.1    Lin, T.S.2
  • 23
    • 0033533801 scopus 로고    scopus 로고
    • Bioreductive activation of a series of indolequinones by human DT-diaphorase: Structure activity relationships
    • R.M. Phillips, M.A. Naylor, M. Jaffar, S.W. Doughty, S.A. Everett, and A.G. Breen Bioreductive activation of a series of indolequinones by human DT-diaphorase: structure activity relationships J Med Chem 42 1999 4071 4080
    • (1999) J Med Chem , vol.42 , pp. 4071-4080
    • Phillips, R.M.1    Naylor, M.A.2    Jaffar, M.3    Doughty, S.W.4    Everett, S.A.5    Breen, A.G.6
  • 24
    • 0035914266 scopus 로고    scopus 로고
    • A novel strategy for NQO1 (NAD(P)H:quinone oxidoreductase EC 1. 6. 99. 2) mediated therapy of bladder cancer based on the pharmacological properties of EO9
    • G.A. Choudry, P.A. Hamilton-Stewart, J.A. Double, M.R.L. Krul, B. Naylor, and G.M. Flannigan A novel strategy for NQO1 (NAD(P)H:quinone oxidoreductase EC 1. 6. 99. 2) mediated therapy of bladder cancer based on the pharmacological properties of EO9 Br J Cancer 85 2001 1137 1146
    • (2001) Br J Cancer , vol.85 , pp. 1137-1146
    • Choudry, G.A.1    Hamilton-Stewart, P.A.2    Double, J.A.3    Krul, M.R.L.4    Naylor, B.5    Flannigan, G.M.6
  • 25
    • 0026505943 scopus 로고
    • NAD(P)H:Quinone oxidoreductase gene expression in human colon carcinoma cells: Characterisation of a mutation which modulates DT-diaphorase activity and mitomycin sensitivity
    • R.D. Traver, T. Horikoshi, K.D. Dannenberg, T.H.W. Stadlbauer, P.V. Dannenberg, and D. Ross NAD(P)H:Quinone oxidoreductase gene expression in human colon carcinoma cells: characterisation of a mutation which modulates DT-diaphorase activity and mitomycin sensitivity Cancer Res 52 1992 797 802
    • (1992) Cancer Res , vol.52 , pp. 797-802
    • Traver, R.D.1    Horikoshi, T.2    Dannenberg, K.D.3    Stadlbauer, T.H.W.4    Dannenberg, P.V.5    Ross, D.6
  • 26
    • 0026575978 scopus 로고
    • In vitro activity of the novel indoloquinone EO9 and the influence of pH on cytotoxicity
    • R.M. Phillips, P.B. Hulbert, M.C. Bibby, N.R. Sleigh, and J.A. Double In vitro activity of the novel indoloquinone EO9 and the influence of pH on cytotoxicity Br J Cancer 65 1992 359 364
    • (1992) Br J Cancer , vol.65 , pp. 359-364
    • Phillips, R.M.1    Hulbert, P.B.2    Bibby, M.C.3    Sleigh, N.R.4    Double, J.A.5
  • 27
    • 0642379637 scopus 로고    scopus 로고
    • Viral delivery of P450 reductase recapitulates the ability of constitutive overexpression of reductase enzymes to potentiate the activity of mitomycin C in human breast cancer xenografts
    • R.L. Cowen, A.V. Patterson, B.A. Telfer, R.E. Airley, S. Hobbs, and R.M. Phillips Viral delivery of P450 reductase recapitulates the ability of constitutive overexpression of reductase enzymes to potentiate the activity of mitomycin C in human breast cancer xenografts Mol Cancer Ther 2 2003 901 909
    • (2003) Mol Cancer Ther , vol.2 , pp. 901-909
    • Cowen, R.L.1    Patterson, A.V.2    Telfer, B.A.3    Airley, R.E.4    Hobbs, S.5    Phillips, R.M.6
  • 28
    • 0141628918 scopus 로고    scopus 로고
    • 3-Substituted-5-aziridinyl-1-methylindole-47-diones as NQO1-directed antitumour agents: Mechanism of activation and cytotoxicity in vitro
    • M. Jaffar, R.M. Phillips, K.J. Williams, I. Mrema, C. Cole, and N.S. Wind 3-Substituted-5-aziridinyl-1-methylindole-47-diones as NQO1-directed antitumour agents: mechanism of activation and cytotoxicity in vitro Biochem Pharmacol 66 2003 1199 1206
    • (2003) Biochem Pharmacol , vol.66 , pp. 1199-1206
    • Jaffar, M.1    Phillips, R.M.2    Williams, K.J.3    Mrema, I.4    Cole, C.5    Wind, N.S.6
  • 29
    • 0030582840 scopus 로고    scopus 로고
    • Bioreductive activation of a series of analogues of 5-aziridinyl-3- hydroxymethyl-1-methyl-2-[1H-indole-47-dione] prop-β-en-α-ol (EO9) by human DT-diaphorase
    • R.M. Phillips Bioreductive activation of a series of analogues of 5-aziridinyl-3-hydroxymethyl-1-methyl-2-[1H-indole-47-dione] prop-β-en-α-ol (EO9) by human DT-diaphorase Biochem Pharmacol 52 1996 1711 1718
    • (1996) Biochem Pharmacol , vol.52 , pp. 1711-1718
    • Phillips, R.M.1
  • 30
    • 16744368637 scopus 로고    scopus 로고
    • United Kingdom Co-ordinating Committee on Cancer Research (UKCCCR) guidelines for the welfare of animals in experimental neoplasia
    • P. Workman, P. Twentyman, F. Balkwill, A. Balmain, D. Chaplin, and J.A. Double United Kingdom Co-ordinating Committee on Cancer Research (UKCCCR) guidelines for the welfare of animals in experimental neoplasia Br J Cancer 77 1998 1 10
    • (1998) Br J Cancer , vol.77 , pp. 1-10
    • Workman, P.1    Twentyman, P.2    Balkwill, F.3    Balmain, A.4    Chaplin, D.5    Double, J.A.6
  • 31
    • 0033709414 scopus 로고    scopus 로고
    • Predicting response to mitomycin C on the basis of DT-diaphorase activity or drug metabolism by tumour homogenates: Implications for enzyme directed bioreductive drug development
    • R.M. Phillips, A.M. Burger, P.M. Loadman, C.M. Jarret, D.J. Swaine, and H.H. Fiebig Predicting response to mitomycin C on the basis of DT-diaphorase activity or drug metabolism by tumour homogenates: implications for enzyme directed bioreductive drug development Cancer Res 60 2000 6384 6390
    • (2000) Cancer Res , vol.60 , pp. 6384-6390
    • Phillips, R.M.1    Burger, A.M.2    Loadman, P.M.3    Jarret, C.M.4    Swaine, D.J.5    Fiebig, H.H.6
  • 32
    • 0030747303 scopus 로고    scopus 로고
    • 2-cyclopropylindoloquinones and their analogues as bioreductively activated antitumor agents: Structure-activity in vitro and efficacy in vivo
    • M.A. Naylor, M. Jaffar, J. Nolan, M.A. Stephens, S. Butler, and K.B. Patel 2-cyclopropylindoloquinones and their analogues as bioreductively activated antitumor agents: structure-activity in vitro and efficacy in vivo J Med Chem 40 1997 2335 2346
    • (1997) J Med Chem , vol.40 , pp. 2335-2346
    • Naylor, M.A.1    Jaffar, M.2    Nolan, J.3    Stephens, M.A.4    Butler, S.5    Patel, K.B.6
  • 33
    • 7844226621 scopus 로고    scopus 로고
    • Indolequinone antitumor agents: Correlation between quinone structure, rate of metabolism by recombinant human NAD(P)H:quinone oxidoreductase, and in vitro cytotoxicity
    • H.D. Beall, S. Winski, E. Swann, A.R. Hudnott, A.S. Cotterill, and N. O'Sullivan Indolequinone antitumor agents: correlation between quinone structure, rate of metabolism by recombinant human NAD(P)H:quinone oxidoreductase, and in vitro cytotoxicity Med Chem 41 1998 4755 4766
    • (1998) Med Chem , vol.41 , pp. 4755-4766
    • Beall, H.D.1    Winski, S.2    Swann, E.3    Hudnott, A.R.4    Cotterill, A.S.5    O'Sullivan, N.6
  • 34
    • 0035959970 scopus 로고    scopus 로고
    • Indolequinone antitumor agents: Correlation between quinone structure and rate of metabolism by recombinant human NAD(P)H:quinone oxidoreductase. Part 2
    • E. Swann, P. Barraja, A.M. Oberlander, W.T. Gardipee, A.R. Hudnott, and H.D. Beall Indolequinone antitumor agents: correlation between quinone structure and rate of metabolism by recombinant human NAD(P)H:quinone oxidoreductase. Part 2 J Med Chem 44 2001 3311 3319
    • (2001) J Med Chem , vol.44 , pp. 3311-3319
    • Swann, E.1    Barraja, P.2    Oberlander, A.M.3    Gardipee, W.T.4    Hudnott, A.R.5    Beall, H.D.6
  • 35
    • 0028889025 scopus 로고
    • Antioxidant and prooxidant functions of DT-diaphorase in quinone metabolism
    • E. Cadenas Antioxidant and prooxidant functions of DT-diaphorase in quinone metabolism Biochem Pharmacol 49 1995 127 140
    • (1995) Biochem Pharmacol , vol.49 , pp. 127-140
    • Cadenas, E.1
  • 36
    • 0034662467 scopus 로고    scopus 로고
    • Role of NAD(P)H:quinone oxidoreductase 1 (DT-diaphorase) in protection against quinone toxicity
    • P. Joseph, D.J. Long II, A.J.P. Klein-Szanto, and A.K. Jaiswal Role of NAD(P)H:quinone oxidoreductase 1 (DT-diaphorase) in protection against quinone toxicity Biochem Pharmacol 60 2000 207 214
    • (2000) Biochem Pharmacol , vol.60 , pp. 207-214
    • Joseph, P.1    Long II, D.J.2    Klein-Szanto, A.J.P.3    Jaiswal, A.K.4
  • 37
    • 0035877252 scopus 로고    scopus 로고
    • Relationship between NAD(P)H:Quinone oxidoreductase 1 (NQO1) levels in a series of stably transfected cell lines and susceptibility to antitumour quinines
    • S.L. Winski, E. Swann, R.H.J. Hargreaves, D.L. Dehn, J. Butler, and C.J. Moody Relationship between NAD(P)H:Quinone oxidoreductase 1 (NQO1) levels in a series of stably transfected cell lines and susceptibility to antitumour quinines Biochem Pharmacol 61 2001 1509 1516
    • (2001) Biochem Pharmacol , vol.61 , pp. 1509-1516
    • Winski, S.L.1    Swann, E.2    Hargreaves, R.H.J.3    Dehn, D.L.4    Butler, J.5    Moody, C.J.6
  • 38
    • 0028304021 scopus 로고
    • One and two electron reduction of 2-methyl-1,4-naphthoquinone bioreductive alkylating agents: Kinetic studies, free radical production, thiol oxidation and DNA strand break formation
    • C. Giulivi, and E. Cadenas One and two electron reduction of 2-methyl-1,4-naphthoquinone bioreductive alkylating agents: kinetic studies, free radical production, thiol oxidation and DNA strand break formation Biochem J 301 1994 21 30
    • (1994) Biochem J , vol.301 , pp. 21-30
    • Giulivi, C.1    Cadenas, E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.