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Volumn 51, Issue 20, 2008, Pages 6581-6591

4-[3-(4-Cyclopropanecarbonylpiperazine-1-carbonyl)-4-fluorobenzyl] -2H-phthalazin-1-one: A novel bioavailable inhibitor of poly(ADP-ribose) polymerase-1

Author keywords

[No Author keywords available]

Indexed keywords

4 [3 (4 CYCLOPROPANECARBONYLPIPERAZINE 1 CARBONYL) 4 FLUOROBENZYL] 2H PHTHALAZIN 1 ONE; AZD 2281; BRCA1 PROTEIN; KU 0059436; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE 1; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE 2; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE INHIBITOR; TEMOZOLOMIDE; UNCLASSIFIED DRUG;

EID: 54549103449     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm8001263     Document Type: Article
Times cited : (505)

References (45)
  • 1
    • 0033198919 scopus 로고    scopus 로고
    • Poly(ADP-ribosyl)ation reactions in the regulation of nuclear functions
    • D'Amours, D.; Desnoyers, S.; D'Silva, I.; Poirier, G. G. Poly(ADP-ribosyl)ation reactions in the regulation of nuclear functions. Biochem. J. 1999, 342, 249-268.
    • (1999) Biochem. J , vol.342 , pp. 249-268
    • D'Amours, D.1    Desnoyers, S.2    D'Silva, I.3    Poirier, G.G.4
  • 2
    • 0032842477 scopus 로고    scopus 로고
    • Functions of poly(ADP-ribose) polymerase in controlling telomere length and chromosomal stability
    • d'Adda di Fagagna, F.; Hande, M. P.; Tong, W. M.; Lansdorp, P. M.; Wang, Z. Q.; Jackson, S. P. Functions of poly(ADP-ribose) polymerase in controlling telomere length and chromosomal stability. Nat. Genet. 1999, 23, 76-80.
    • (1999) Nat. Genet , vol.23 , pp. 76-80
    • d'Adda di Fagagna, F.1    Hande, M.P.2    Tong, W.M.3    Lansdorp, P.M.4    Wang, Z.Q.5    Jackson, S.P.6
  • 3
    • 0036733355 scopus 로고    scopus 로고
    • The therapeutic potential of poly(ADP-ribose) polymerase inhibitors
    • Virag, L.; Szabo, C. The therapeutic potential of poly(ADP-ribose) polymerase inhibitors. Pharmacol. Rev. 2002, 54, 375-429.
    • (2002) Pharmacol. Rev , vol.54 , pp. 375-429
    • Virag, L.1    Szabo, C.2
  • 5
    • 18544381071 scopus 로고    scopus 로고
    • Introduction to poly(ADP-ribose) metabolism
    • Diefenbach, J.; Burkle, A. Introduction to poly(ADP-ribose) metabolism. Cell. Mol. Life Sci. 2005, 62, 721-730.
    • (2005) Cell. Mol. Life Sci , vol.62 , pp. 721-730
    • Diefenbach, J.1    Burkle, A.2
  • 6
    • 3242891383 scopus 로고    scopus 로고
    • PARP-1, PARP-2, and ATM in the DNA damage response: Functional synergy in mouse development
    • Huber, A.; Bai, P.; de Murcia, J. M.; de Murcia, G. PARP-1, PARP-2, and ATM in the DNA damage response: functional synergy in mouse development. DNA Repair 2004, 3, 1103-1108.
    • (2004) DNA Repair , vol.3 , pp. 1103-1108
    • Huber, A.1    Bai, P.2    de Murcia, J.M.3    de Murcia, G.4
  • 8
    • 0032553473 scopus 로고    scopus 로고
    • Smith, S.; Giriat, I.; Schmitt, A.; de Lange, T. Tankyrase, a poly(ADP-ribose) polymerase at human telomeres. Science 1998, 282, 1484-1487.
    • Smith, S.; Giriat, I.; Schmitt, A.; de Lange, T. Tankyrase, a poly(ADP-ribose) polymerase at human telomeres. Science 1998, 282, 1484-1487.
  • 9
    • 0023069259 scopus 로고
    • ADP-ribosylation of proteins. Enzymology and biological significance
    • Althaus, F. R.; Richter, C. ADP-ribosylation of proteins. Enzymology and biological significance. Mol. Biol., Biochem. Biophys. 1987, 37, 1-237.
    • (1987) Mol. Biol., Biochem. Biophys , vol.37 , pp. 1-237
    • Althaus, F.R.1    Richter, C.2
  • 10
    • 0040226769 scopus 로고    scopus 로고
    • Cellular responses to DNA damage in the absence of poly(ADP-ribose) polymerase
    • Le Rhun, Y.; Kirkland, J. B.; Shah, G. M. Cellular responses to DNA damage in the absence of poly(ADP-ribose) polymerase. Biochem. Biophys. Res. Commun. 1998, 245, 1-10.
    • (1998) Biochem. Biophys. Res. Commun , vol.245 , pp. 1-10
    • Le Rhun, Y.1    Kirkland, J.B.2    Shah, G.M.3
  • 11
    • 0028922462 scopus 로고
    • Mice lacking ADPRT and poly(ADP-ribosyl)ation develop normally but are susceptible to skin disease
    • Wang, Z. Q.; Auer, B.; Stingl, L.; Berghammer, H.; Haidacher, D.; Schweiger, M.; Wagner, E. F. Mice lacking ADPRT and poly(ADP-ribosyl)ation develop normally but are susceptible to skin disease. Genes Dev. 1995, 9, 509-520.
    • (1995) Genes Dev , vol.9 , pp. 509-520
    • Wang, Z.Q.1    Auer, B.2    Stingl, L.3    Berghammer, H.4    Haidacher, D.5    Schweiger, M.6    Wagner, E.F.7
  • 13
    • 0021242455 scopus 로고
    • Inhibitors of poly(ADP-ribose) synthesis enhance radiation response by differentially affecting repair of potentially lethal versus sublethal damage
    • Ben-Hur, E.; Utsumi, H.; Elkind, M. M. Inhibitors of poly(ADP-ribose) synthesis enhance radiation response by differentially affecting repair of potentially lethal versus sublethal damage. Br. J. Cancer, Suppl. 1984, 6, 39-42.
    • (1984) Br. J. Cancer, Suppl , vol.6 , pp. 39-42
    • Ben-Hur, E.1    Utsumi, H.2    Elkind, M.M.3
  • 14
    • 0032928476 scopus 로고    scopus 로고
    • 4-Amino-1,8-naphthalimide: A novel inhibitor of poly(ADP-ribose) polymerase and radiation sensitizer
    • Schlicker, A.; Peschke, P.; Burkle, A.; Hahn, E. W.; Kim, J. H. 4-Amino-1,8-naphthalimide: a novel inhibitor of poly(ADP-ribose) polymerase and radiation sensitizer. Int. J. Radiat. Biol. 1999, 75, 91-100.
    • (1999) Int. J. Radiat. Biol , vol.75 , pp. 91-100
    • Schlicker, A.1    Peschke, P.2    Burkle, A.3    Hahn, E.W.4    Kim, J.H.5
  • 15
    • 0018906390 scopus 로고
    • (ADP-ribose)n participates in DNA excision repair
    • Durkacz, B. W.; Omidiji, O.; Gray, D. A.; Shall, S. (ADP-ribose)n participates in DNA excision repair. Nature 1980, 283, 593-596.
    • (1980) Nature , vol.283 , pp. 593-596
    • Durkacz, B.W.1    Omidiji, O.2    Gray, D.A.3    Shall, S.4
  • 16
    • 0021997074 scopus 로고
    • (ADP-ribose) in the cellular response to DNA damage
    • Berger, N. A. Poly(ADP-ribose) in the cellular response to DNA damage. Radiat. Res. 1985, 101, 4-14.
    • (1985) Radiat. Res , vol.101 , pp. 4-14
    • Berger, N.A.P.1
  • 17
    • 18944390248 scopus 로고    scopus 로고
    • Poly(ADP-ribose) polymerase and the therapeutic effects of its inhibitors
    • Jagtap, P.; Szabo, C. Poly(ADP-ribose) polymerase and the therapeutic effects of its inhibitors. Nat. Rev. Drug Discovery 2005, 4, 421-440.
    • (2005) Nat. Rev. Drug Discovery , vol.4 , pp. 421-440
    • Jagtap, P.1    Szabo, C.2
  • 18
    • 34247324385 scopus 로고    scopus 로고
    • Poly(ADP-ribose) polymerase inhibitors: New pharmacological functions and potential clinical implications
    • De la Lastra, C. A.; Villegas, I.; Sanchez-Fidalgo, S. Poly(ADP-ribose) polymerase inhibitors: new pharmacological functions and potential clinical implications. Curr. Pharm. Des. 2007, 13, 933-962.
    • (2007) Curr. Pharm. Des , vol.13 , pp. 933-962
    • De la Lastra, C.A.1    Villegas, I.2    Sanchez-Fidalgo, S.3
  • 19
    • 0033941729 scopus 로고    scopus 로고
    • Potentiation of temozolomide and topotecan growth inhibition and cytotoxicity by novel poly(adenosine diphosphoribose) polymerase inhibitors in a panel of human tumor cell lines
    • Delaney, C. A.; Wang, L.-Z.; Kyle, S.; White, A. W.; Calvert, H.; Curtin, N. J.; Durkacz, B. W.; Hostomsky, Z.; Newell, D. R. Potentiation of temozolomide and topotecan growth inhibition and cytotoxicity by novel poly(adenosine diphosphoribose) polymerase inhibitors in a panel of human tumor cell lines. Clin. Cancer Res. 2000, 6, 2860-2867.
    • (2000) Clin. Cancer Res , vol.6 , pp. 2860-2867
    • Delaney, C.A.1    Wang, L.-Z.2    Kyle, S.3    White, A.W.4    Calvert, H.5    Curtin, N.J.6    Durkacz, B.W.7    Hostomsky, Z.8    Newell, D.R.9
  • 21
    • 19444375973 scopus 로고    scopus 로고
    • Chemopotentiation by PARP inhibitors in cancer therapy
    • Tentori, L.; Graziani, G. Chemopotentiation by PARP inhibitors in cancer therapy. Pharmacol. Res. 2005, 52, 25-33.
    • (2005) Pharmacol. Res , vol.52 , pp. 25-33
    • Tentori, L.1    Graziani, G.2
  • 22
    • 4544374528 scopus 로고    scopus 로고
    • BRCA1 and BRCA2: 1994 and beyond
    • Narod, S. A.; Foulkes, W. D. BRCA1 and BRCA2: 1994 and beyond. Nat. Rev. Cancer. 2004, 4, 665-676.
    • (2004) Nat. Rev. Cancer , vol.4 , pp. 665-676
    • Narod, S.A.1    Foulkes, W.D.2
  • 25
    • 0037115914 scopus 로고    scopus 로고
    • Homologous repair of DNA damage and tumorigenesis: The BRCA connection
    • Jasin, M. Homologous repair of DNA damage and tumorigenesis: the BRCA connection. Oncogene 2002, 21, 8981-8993.
    • (2002) Oncogene , vol.21 , pp. 8981-8993
    • Jasin, M.1
  • 26
    • 0036893150 scopus 로고    scopus 로고
    • The relationship between the roles of BRCA genes in DNA repair and cancer predisposition
    • Tutt, A.; Ashworth, A. The relationship between the roles of BRCA genes in DNA repair and cancer predisposition. Trends Mol. Med. 2002, 8, 571-576.
    • (2002) Trends Mol. Med , vol.8 , pp. 571-576
    • Tutt, A.1    Ashworth, A.2
  • 27
    • 0036767376 scopus 로고    scopus 로고
    • Mutations of BRCA genes in hereditary breast and ovarian cancer
    • Radice, P. Mutations of BRCA genes in hereditary breast and ovarian cancer. J. Exp. Clin. Cancer Res. 2002, 21, 9-12.
    • (2002) J. Exp. Clin. Cancer Res , vol.21 , pp. 9-12
    • Radice, P.1
  • 28
    • 0035902108 scopus 로고    scopus 로고
    • Genome maintenance mechanisms for preventing cancer
    • Hoeijmakers, J. H. Genome maintenance mechanisms for preventing cancer. Nature 2001, 411, 366-374.
    • (2001) Nature , vol.411 , pp. 366-374
    • Hoeijmakers, J.H.1
  • 29
    • 0036270993 scopus 로고    scopus 로고
    • DNA repair/pro-apoptotic dual-role proteins in five major DNA repair pathways: Fail-safe protection against carcinogenesis
    • Bernstein, C.; Bernstein, H.; Payne, C. M.; Garewal, H. DNA repair/pro-apoptotic dual-role proteins in five major DNA repair pathways: fail-safe protection against carcinogenesis. Mutat. Res. 2002, 511, 145-178.
    • (2002) Mutat. Res , vol.511 , pp. 145-178
    • Bernstein, C.1    Bernstein, H.2    Payne, C.M.3    Garewal, H.4
  • 30
    • 33747376928 scopus 로고    scopus 로고
    • DNA repair pathways in clinical practice: Lessons from pediatric cancer susceptibility syndromes
    • Kennedy, R. D.; D'Andrea, A. D. DNA repair pathways in clinical practice: lessons from pediatric cancer susceptibility syndromes. J. Clin. Oncol. 2006, 24, 3799-3808.
    • (2006) J. Clin. Oncol , vol.24 , pp. 3799-3808
    • Kennedy, R.D.1    D'Andrea, A.D.2
  • 31
    • 33947380240 scopus 로고    scopus 로고
    • Current development of clinical inhibitors of poly(ADP-ribose) polymerase in oncology
    • Ratnam, K.; Low, J. A. Current development of clinical inhibitors of poly(ADP-ribose) polymerase in oncology. Clin. Cancer Res. 2007, 13, 1383-1388.
    • (2007) Clin. Cancer Res , vol.13 , pp. 1383-1388
    • Ratnam, K.1    Low, J.A.2
  • 33
    • 38149076469 scopus 로고    scopus 로고
    • INO-1001, a novel inhibitor of poly(ADP-ribose) polymerase, enhances tumor response to doxorubicin
    • Mason, K. A.; Valdecanas, D.; Hunter, N. R.; Milas, L. INO-1001, a novel inhibitor of poly(ADP-ribose) polymerase, enhances tumor response to doxorubicin. Invest. New Drugs 2008, 26, 1-5.
    • (2008) Invest. New Drugs , vol.26 , pp. 1-5
    • Mason, K.A.1    Valdecanas, D.2    Hunter, N.R.3    Milas, L.4
  • 34
    • 34249006299 scopus 로고    scopus 로고
    • Donawho, C. K.; Luo, Y.; Luo, Y.; Penning, T. D.; Bauch, J. L.; Bouska, J. J.; Bontcheva-Diaz, V. D.; Cox, B. F.; DeWeese, T. L.; Dillehay, L. E.; Ferguson, D. C.; Ghoreishi-Haack, N. S.; Grimm, D. R.; Guan, R.; Han, E. K.; Holley-Shanks, R. R.; Hristov, B.; Idler, K. B.; Jarvis, K.; Johnson, E. F.; Kleinberg, L. R.; Klinghofer, V.; Lasko, L. M.; Liu, X.; Marsh, K. C.; McGonigal, T. P.; Meulbroek, J. A.; Olson, A. M.; Palma, J. P.; Rodriguez, L. E.; Shi, Y.; Stavropoulos, J. A.; Tsurutani, A. C.; Zhu, G. D.; Rosenberg, S. H.; Giranda, V. L.; Frost, D. J. ABT-888, an orally active poly(ADP-ribose) polymerase inhibitor that potentiates DNA-damaging agents in preclinical tumor models. Clin. Cancer Res. 2007, 13, 2728-2737.
    • Donawho, C. K.; Luo, Y.; Luo, Y.; Penning, T. D.; Bauch, J. L.; Bouska, J. J.; Bontcheva-Diaz, V. D.; Cox, B. F.; DeWeese, T. L.; Dillehay, L. E.; Ferguson, D. C.; Ghoreishi-Haack, N. S.; Grimm, D. R.; Guan, R.; Han, E. K.; Holley-Shanks, R. R.; Hristov, B.; Idler, K. B.; Jarvis, K.; Johnson, E. F.; Kleinberg, L. R.; Klinghofer, V.; Lasko, L. M.; Liu, X.; Marsh, K. C.; McGonigal, T. P.; Meulbroek, J. A.; Olson, A. M.; Palma, J. P.; Rodriguez, L. E.; Shi, Y.; Stavropoulos, J. A.; Tsurutani, A. C.; Zhu, G. D.; Rosenberg, S. H.; Giranda, V. L.; Frost, D. J. ABT-888, an orally active poly(ADP-ribose) polymerase inhibitor that potentiates DNA-damaging agents in preclinical tumor models. Clin. Cancer Res. 2007, 13, 2728-2737.
  • 35
    • 54449102470 scopus 로고    scopus 로고
    • Yap, T. A. First in human phase I pharmacokinetic (PK) and pharmacodynamic (PD) study of KU-0059436 (Ku), a small molecule inhibitor of poly ADP-ribose polymerase (PARP) in cancer patients (p), including BRCA1/2 mutation carriers. Presented at the 43rd Annual Meeting of the ASCO, Chicago, IL, June 1-5, 2007; Abstr. No. 3529.
    • Yap, T. A. First in human phase I pharmacokinetic (PK) and pharmacodynamic (PD) study of KU-0059436 (Ku), a small molecule inhibitor of poly ADP-ribose polymerase (PARP) in cancer patients (p), including BRCA1/2 mutation carriers. Presented at the 43rd Annual Meeting of the ASCO, Chicago, IL, June 1-5, 2007; Abstr. No. 3529.
  • 36
    • 0026601666 scopus 로고
    • Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferase
    • Banasik, M.; Komura, H.; Shimoyama, M.; Ueda, K. Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferase. J. Biol. Chem. 1992, 267, 1569-1575.
    • (1992) J. Biol. Chem , vol.267 , pp. 1569-1575
    • Banasik, M.1    Komura, H.2    Shimoyama, M.3    Ueda, K.4
  • 37
    • 0028090317 scopus 로고
    • Inhibitors and activators of ADP-ribosylation reactions
    • Banasik, M.; Ueda, K. Inhibitors and activators of ADP-ribosylation reactions. Mol. Cell. Biochem. 1994, 138, 185-197.
    • (1994) Mol. Cell. Biochem , vol.138 , pp. 185-197
    • Banasik, M.1    Ueda, K.2
  • 38
    • 7044232068 scopus 로고    scopus 로고
    • Neuroprotective effects of ONO-1924H, an inhibitor of poly ADP-ribose polymerase (PARP), on cytotoxicity of PC12 cells and ischemic cerebral damage
    • Kamanaka, Y.; Kondo, K.; Ikeda, Y.; Kamoshima, W.; Kitajima, T.; Suzuki, Y.; Nakamura, Y.; Umemura, K. Neuroprotective effects of ONO-1924H, an inhibitor of poly ADP-ribose polymerase (PARP), on cytotoxicity of PC12 cells and ischemic cerebral damage. Life Sci. 2004, 76, 151-162.
    • (2004) Life Sci , vol.76 , pp. 151-162
    • Kamanaka, Y.1    Kondo, K.2    Ikeda, Y.3    Kamoshima, W.4    Kitajima, T.5    Suzuki, Y.6    Nakamura, Y.7    Umemura, K.8
  • 41
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • Lipinski, C. A.; Lombardo, F.; Dominy, B. W.; Feeny, P. J. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Delivery Rev. 1997, 23, 3-25.
    • (1997) Adv. Drug Delivery Rev , vol.23 , pp. 3-25
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeny, P.J.4
  • 42
    • 0018990986 scopus 로고
    • Novel inhibitors of poly(ADP-ribose) synthetase
    • Purnell, M. R.; Whish, W. J. Novel inhibitors of poly(ADP-ribose) synthetase. Biochem. J. 1980, 185, 775-777.
    • (1980) Biochem. J , vol.185 , pp. 775-777
    • Purnell, M.R.1    Whish, W.J.2
  • 43
    • 0842320460 scopus 로고    scopus 로고
    • A FlashPlate assay for the identification of PARP-1 inhibitors
    • Dillon, K. J.; Smith, G. C.; Martin, N. M. A FlashPlate assay for the identification of PARP-1 inhibitors. J. Biomol. Screening 2003, 8, 347-352.
    • (2003) J. Biomol. Screening , vol.8 , pp. 347-352
    • Dillon, K.J.1    Smith, G.C.2    Martin, N.M.3


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