메뉴 건너뛰기




Volumn 88, Issue 1, 2015, Pages 28-48

N3-substituted temozolomide analogs overcome methylguanine-DNA methyltransferase and mismatch repair precipitating apoptotic and autophagic cancer cell death

Author keywords

Apoptosis; Autophagy; Glioblastoma multiforme; Methylguanine DNA methyltransferase; Mismatch repair; Temozolomide

Indexed keywords

ACRIDINE ORANGE; BAFILOMYCIN; DNA METHYLTRANSFERASE; METHYLGUANINE DNA METHYLTRANSFERASE; PROTEIN P53; TEMOZOLOMIDE; UNCLASSIFIED DRUG; ALKYLATING AGENT; DACARBAZINE; H2AFX PROTEIN, HUMAN; HISTONE; MGMT PROTEIN, HUMAN; POLYDEOXYRIBONUCLEOTIDE SYNTHASE; TUMOR SUPPRESSOR PROTEIN;

EID: 84925285758     PISSN: 00302414     EISSN: 14230232     Source Type: Journal    
DOI: 10.1159/000366131     Document Type: Article
Times cited : (22)

References (46)
  • 1
    • 0028133013 scopus 로고
    • NMR and molecular modeling investigation of the mechanism of activation of the antitumor drug temozolomide and its interaction with DNA
    • Denny BJ, Wheelhouse RT, Stevens MF, Tsang LL, Slack JA: NMR and molecular modeling investigation of the mechanism of activation of the antitumor drug temozolomide and its interaction with DNA . Biochemistry 1994; 33: 9045-9051
    • (1994) Biochemistry , vol.33 , pp. 9045-9051
    • Denny, B.J.1    Wheelhouse, R.T.2    Stevens, M.F.3    Tsang, L.L.4    Slack, J.A.5
  • 2
    • 0023160388 scopus 로고
    • Antitumor imidazotetrazines 15 Role of guanine O6 alkylation in the mechanism of cytotoxicity of imidazotetrazinones
    • Tisdale MJ: Antitumor imidazotetrazines. 15. Role of guanine O6 alkylation in the mechanism of cytotoxicity of imidazotetrazinones . Biochem Pharmacol 1987; 36: 457-462
    • (1987) Biochem Pharmacol , vol.36 , pp. 457-462
    • Tisdale, M.J.1
  • 3
    • 0028133013 scopus 로고
    • NMR and molecular modeling investigation of the mechanism of activation of the antitumor drug temozolomide and its interaction with DNA
    • Denny BJ, Wheelhouse RT, Stevens MFG, Tsang LLH, Slack JA: NMR and molecular modeling investigation of the mechanism of activation of the antitumor drug temozolomide and its interaction with DNA . Biochemistry 1994; 33: 9045-9051
    • (1994) Biochemistry , vol.33 , pp. 9045-9051
    • Denny, B.J.1    Wheelhouse, R.T.2    Stevens, M.F.G.3    Tsang, L.L.H.4    Slack, J.A.5
  • 4
    • 0028794564 scopus 로고
    • Structure, function, and inhibition of O6-alkylguanine-DNA alkyltransferase
    • Pegg AE, Dolan ME, Moschel RC: Structure, function, and inhibition of O6-alkylguanine-DNA alkyltransferase . Prog Nucleic Acid Res Mol Biol 1995; 51: 167-223
    • (1995) Prog Nucleic Acid Res Mol Biol , vol.51 , pp. 167-223
    • Pegg, A.E.1    Dolan, M.E.2    Moschel, R.C.3
  • 5
    • 0030611736 scopus 로고    scopus 로고
    • Understanding and manipulating O6-methylguanine-DNA methyltransferase expression
    • Pieper RO: Understanding and manipulating O6-methylguanine-DNA methyltransferase expression . Pharmacol Ther 1997; 74: 285-297
    • (1997) Pharmacol Ther , vol.74 , pp. 285-297
    • Pieper, R.O.1
  • 6
    • 0035558723 scopus 로고    scopus 로고
    • Mismatch repair defects as a cause of resistance to cytotoxic drugs
    • Irving JAE, Hall AG: Mismatch repair defects as a cause of resistance to cytotoxic drugs . Expert Rev Anticancer Ther 2001; 1: 149-158
    • (2001) Expert Rev Anticancer Ther , vol.1 , pp. 149-158
    • Irving, J.A.E.1    Hall, A.G.2
  • 7
    • 84862925785 scopus 로고    scopus 로고
    • Temozolomide: Mechanisms of action, repair and resistance
    • Zhang J, Stevens MF, Bradshaw TD: Temozolomide: mechanisms of action, repair and resistance . Curr Mol Pharmacol 2012; 5: 102-114
    • (2012) Curr Mol Pharmacol , vol.5 , pp. 102-114
    • Zhang, J.1    Stevens, M.F.2    Bradshaw, T.D.3
  • 8
    • 40849124057 scopus 로고    scopus 로고
    • O6-methylguanine-DNA methyltransferase inactivation and chemotherapy
    • Verbeek B, Southgate TD, Gilham DE, Margison GP: O6-methylguanine-DNA methyltransferase inactivation and chemotherapy . Br Med Bull 2008; 85: 17-33
    • (2008) Br Med Bull , vol.85 , pp. 17-33
    • Verbeek, B.1    Southgate, T.D.2    Gilham, D.E.3    Margison, G.P.4
  • 9
    • 0025196019 scopus 로고
    • Depletion of mammalian O6-alkylguanine-DNA alkyltransferase activity by O6-benzylguanine provides a means to evaluate the role of this protein in protection against carcinogenic and therapeutic alkylating agents
    • Dolan ME, Moschel RC, Pegg AE: Depletion of mammalian O6-alkylguanine-DNA alkyltransferase activity by O6-benzylguanine provides a means to evaluate the role of this protein in protection against carcinogenic and therapeutic alkylating agents . Proc Natl Acad Sci USA 1990; 87: 5368-5372
    • (1990) Proc Natl Acad Sci USA , vol.87 , pp. 5368-5372
    • Dolan, M.E.1    Moschel, R.C.2    Pegg, A.E.3
  • 10
    • 33645085569 scopus 로고    scopus 로고
    • Lomeguatrib, a potent inhibitor of O6-alkylguanine-DNA-alkyltransferase: Phase i safety, pharmacodynamic, and pharmacokinetic trial and evaluation in combination with temozolomide in patients with advanced solid tumors
    • Ranson M, Middleton MR, Bridgewater J, Lee SM, Dawson M, Jowle D, Margison GP: Lomeguatrib, a potent inhibitor of O6-alkylguanine-DNA-alkyltransferase: phase I safety, pharmacodynamic, and pharmacokinetic trial and evaluation in combination with temozolomide in patients with advanced solid tumors . Clin Cancer Res 2006; 12: 1577-1584
    • (2006) Clin Cancer Res , vol.12 , pp. 1577-1584
    • Ranson, M.1    Middleton, M.R.2    Bridgewater, J.3    Lee, S.M.4    Dawson, M.5    Jowle, D.6    Margison, G.P.7
  • 11
    • 31544441555 scopus 로고    scopus 로고
    • The p140k mutant of human o(6)-methylguanine-dna-methyttransferase (mgmt) confers resistance in vitro and in vivo to temozolomide in combination with the novel mgmt inactivator o(6)-(4-bromothenyl)guanine
    • Woolford LB, Southgate TD, Margison GP, Milsom MD, Fairbairn LJ: The P140K mutant of human O(6)-methylguanine-DNA-methyttransferase (MGMT) confers resistance in vitro and in vivo to temozolomide in combination with the novel MGMT inactivator O(6)-(4-bromothenyl)guanine . J Gene Med 2006; 8: 29-34
    • (2006) J Gene Med , vol.8 , pp. 29-34
    • Woolford, L.B.1    Southgate, T.D.2    Margison, G.P.3    Milsom, M.D.4    Fairbairn, L.J.5
  • 12
    • 0036287678 scopus 로고    scopus 로고
    • Pharmacological strategies to increase the antitumor activity of methylating agents
    • Tentori L, Graziani G: Pharmacological strategies to increase the antitumor activity of methylating agents . Curr Med Chem 2002; 9: 1285-1301
    • (2002) Curr Med Chem , vol.9 , pp. 1285-1301
    • Tentori, L.1    Graziani, G.2
  • 13
    • 10744233628 scopus 로고    scopus 로고
    • Novel poly(adp-ribose) polymerase-1 inhibitor, ag14361, restores sensitivity to temozolomide in mismatch repair-deficient cells
    • Curtin NJ, Wang LZ, Yiakouvaki A, Kyle S, Arris CA, Canan-Koch S, Newell DR: Novel poly(ADP-ribose) polymerase-1 inhibitor, AG14361, restores sensitivity to temozolomide in mismatch repair-deficient cells . Clin Cancer Res 2004; 10: 881-889
    • (2004) Clin Cancer Res , vol.10 , pp. 881-889
    • Curtin, N.J.1    Wang, L.Z.2    Yiakouvaki, A.3    Kyle, S.4    Arris, C.A.5    Canan-Koch, S.6    Newell, D.R.7
  • 14
    • 81755164040 scopus 로고    scopus 로고
    • Mass spectrometry based approach to study the kinetics of O6-alkylguanine DNA alkyltransferase-mediated repair of O6-pyridyloxobutyl-2'-deoxyguanosine adducts in DNA
    • Kotandeniya D, Murphy D, Seneviratne U, Guza R, Pegg A, Kanugula S, Tretyakova N: Mass spectrometry based approach to study the kinetics of O6-alkylguanine DNA alkyltransferase-mediated repair of O6-pyridyloxobutyl-2'-deoxyguanosine adducts in DNA . Chem Res Toxicol 2011; 24: 1966-1975
    • (2011) Chem Res Toxicol , vol.24 , pp. 1966-1975
    • Kotandeniya, D.1    Murphy, D.2    Seneviratne, U.3    Guza, R.4    Pegg, A.5    Kanugula, S.6    Tretyakova, N.7
  • 16
    • 84927944973 scopus 로고    scopus 로고
    • 3-Substituted-4-oxo-3 4-dihydro-imidazo [5, 1-d][ 1, 2, 3 5]-tetrazine-8-carboxylic
    • IPAN PCT/ GB2008/004140. International Patent Application No PCT/GB2008/004140
    • Stevens MFG, Cousin D, Jennings S, McCarroll A, Williams JG, Hummersone MG, Zhang J: 3-Substituted-4-oxo-3, 4-dihydro-imidazo [5, 1-d][1, 2, 3, 5]-tetrazine-8-carboxylic acid amides and their use. IPAN PCT/ GB2008/004140. International Patent Application No PCT/GB2008/004140. 2008
    • (2008) Acid Amides and Their Use
    • Stevens, M.F.G.1    Cousin, D.2    Jennings, S.3    McCarroll, A.4    Williams, J.G.5    Hummersone, M.G.6    Zhang, J.7
  • 19
    • 0026669469 scopus 로고
    • P53 function and dysfunction
    • Vogelstein B, Kinzler KW: p53 function and dysfunction . Cell 1992; 70: 523-526
    • (1992) Cell , vol.70 , pp. 523-526
    • Vogelstein, B.1    Kinzler, K.W.2
  • 20
    • 77950059191 scopus 로고    scopus 로고
    • Acquired resistance to temozolomide in glioma cell lines: Molecular mechanisms and potential translational applications
    • Zhang J, Stevens MF, Laughton CA, Madhusudan S, Bradshaw TD: Acquired resistance to temozolomide in glioma cell lines: molecular mechanisms and potential translational applications . Oncology 2010; 78: 103-114
    • (2010) Oncology , vol.78 , pp. 103-114
    • Zhang, J.1    Stevens, M.F.2    Laughton, C.A.3    Madhusudan, S.4    Bradshaw, T.D.5
  • 23
    • 0036789173 scopus 로고    scopus 로고
    • Quantitative detection of (125)IdU-induced DNA double-strand breaks with gamma-H2AX antibody
    • Sedelnikova OA, Rogakou EP, Panyutin IG, Bonner WM: Quantitative detection of (125)IdU-induced DNA double-strand breaks with gamma-H2AX antibody . Radiat Res 2002; 158: 486-492
    • (2002) Radiat Res , vol.158 , pp. 486-492
    • Sedelnikova, O.A.1    Rogakou, E.P.2    Panyutin, I.G.3    Bonner, W.M.4
  • 24
    • 0035266245 scopus 로고    scopus 로고
    • P53 effects both the duration of G2/M arrest and the fate of temozolomidetreated human glioblastoma cells
    • Hirose Y, Berger MS, Pieper RO: p53 effects both the duration of G2/M arrest and the fate of temozolomidetreated human glioblastoma cells . Cancer Res 2001; 61: 1957-1963
    • (2001) Cancer Res , vol.61 , pp. 1957-1963
    • Hirose, Y.1    Berger, M.S.2    Pieper, R.O.3
  • 25
    • 33846252663 scopus 로고    scopus 로고
    • Apoptosis in malignant glioma cells triggered by the temozolomide-induced DNA lesion O6-methylguanine
    • Roos WP, Batista LF, Naumann SC, Wick W, Weller M, Menck CF, Kaina B: Apoptosis in malignant glioma cells triggered by the temozolomide-induced DNA lesion O6-methylguanine . Oncogene 2007; 26: 186-197
    • (2007) Oncogene , vol.26 , pp. 186-197
    • Roos, W.P.1    Batista, L.F.2    Naumann, S.C.3    Wick, W.4    Weller, M.5    Menck, C.F.6    Kaina, B.7
  • 27
    • 1842865745 scopus 로고    scopus 로고
    • Role of autophagy in temozolomide-induced cytotoxicity for malignant glioma cells
    • Kanzawa T, Germano IM, Komata T, Ito H, Kondo Y, Kondo S: Role of autophagy in temozolomide-induced cytotoxicity for malignant glioma cells . Cell Death Differ 2004; 11: 448-457
    • (2004) Cell Death Differ , vol.11 , pp. 448-457
    • Kanzawa, T.1    Germano, I.M.2    Komata, T.3    Ito, H.4    Kondo, Y.5    Kondo, S.6
  • 28
    • 38949108670 scopus 로고    scopus 로고
    • Guidelines for the use and interpretation of assays for monitoring autophagy in higher eukaryotes
    • Klionsky DJ, Abeliovich H, et al: Guidelines for the use and interpretation of assays for monitoring autophagy in higher eukaryotes . Autophagy 2008; 4: 151-175
    • (2008) Autophagy , vol.4 , pp. 151-175
    • Klionsky, D.J.1    Abeliovich, H.2
  • 29
    • 25444440875 scopus 로고    scopus 로고
    • The role of autophagy in cancer development and response to therapy
    • Kondo Y, Kanzawa T, Sawaya R, Kondo S: The role of autophagy in cancer development and response to therapy . Nat Rev Cancer 2005; 5: 726-734
    • (2005) Nat Rev Cancer , vol.5 , pp. 726-734
    • Kondo, Y.1    Kanzawa, T.2    Sawaya, R.3    Kondo, S.4
  • 30
    • 38949136372 scopus 로고    scopus 로고
    • To be or not to be? Examples of incorrect identification of autophagic compartments in conventional transmission electron microscopy of mammalian cells
    • Eskelinen EL: To be or not to be?. Examples of incorrect identification of autophagic compartments in conventional transmission electron microscopy of mammalian cells . Autophagy 2008; 4: 257-260
    • (2008) Autophagy , vol.4 , pp. 257-260
    • Eskelinen, E.L.1
  • 31
    • 0031593675 scopus 로고    scopus 로고
    • Bafilomycin A1 prevents maturation of autophagic vacuoles by inhibiting fusion between autophagosomes and lysosomes in rat hepatoma cell line H-4-II-E cells
    • Yamamoto A, Tagawa Y, Yoshimori T, Moriyama Y, Masaki R, Tashiro Y: Bafilomycin A1 prevents maturation of autophagic vacuoles by inhibiting fusion between autophagosomes and lysosomes in rat hepatoma cell line, H-4-II-E cells . Cell Struct Funct 1998; 23: 33-42
    • (1998) Cell Struct Funct , vol.23 , pp. 33-42
    • Yamamoto, A.1    Tagawa, Y.2    Yoshimori, T.3    Moriyama, Y.4    Masaki, R.5    Tashiro, Y.6
  • 32
    • 33646256145 scopus 로고    scopus 로고
    • A hypermutation phenotype and somatic MSH6 mutations in recurrent human malignant gliomas after alkylator chemotherapy
    • Hunter C, Smith R, Cahill DP, Stephens P, Stevens C, Teague J, Wooster R: A hypermutation phenotype and somatic MSH6 mutations in recurrent human malignant gliomas after alkylator chemotherapy . Cancer Res 2006; 66: 3987-3991
    • (2006) Cancer Res , vol.66 , pp. 3987-3991
    • Hunter, C.1    Smith, R.2    Cahill, D.P.3    Stephens, P.4    Stevens, C.5    Teague, J.6    Wooster, R.7
  • 33
    • 33645105856 scopus 로고    scopus 로고
    • O6-methylguanine DNA methyltransferase and p53 status predict temozolomide sensitivity in human malignant glioma cells
    • Hermisson M, Klumpp A, Wick W, Wischhusen J, Nagel G, Roos W, Weller M: O6-methylguanine DNA methyltransferase and p53 status predict temozolomide sensitivity in human malignant glioma cells . J Neurochem 2006; 96: 766-776
    • (2006) J Neurochem , vol.96 , pp. 766-776
    • Hermisson, M.1    Klumpp, A.2    Wick, W.3    Wischhusen, J.4    Nagel, G.5    Roos, W.6    Weller, M.7
  • 34
    • 0028171454 scopus 로고
    • P53 gene mutations are associated with decreased sensitivity of human lymphoma cells to DNA damaging agents
    • Fan S, el-Deiry WS, Bae I, Freeman J, Jondle D, Bhatia K, O'Connor PM: p53 gene mutations are associated with decreased sensitivity of human lymphoma cells to DNA damaging agents . Cancer Res 1994; 54: 5824-5830
    • (1994) Cancer Res , vol.54 , pp. 5824-5830
    • Fan, S.1    El-Deiry, W.S.2    Bae, I.3    Freeman, J.4    Jondle, D.5    Bhatia, K.6    O'connor, P.M.7
  • 35
    • 0028901034 scopus 로고
    • Disruption of p53 function sensitizes breast cancer MCF-7 cells to cisplatin and pentoxifylline
    • Fan S, Smith ML, Rivet DJ 2nd, Duba D, Zhan Q, Kohn KW, O'Connor PM: Disruption of p53 function sensitizes breast cancer MCF-7 cells to cisplatin and pentoxifylline . Cancer Res 1995; 55: 1649-1654
    • (1995) Cancer Res , vol.55 , pp. 1649-1654
    • Fan, S.1    Smith, M.L.2    Rivet, D.J.3    Duba, D.4    Zhan, Q.5    Kohn, K.W.6    O'connor, P.M.7
  • 36
    • 0027451668 scopus 로고
    • P53-dependent apoptosis modulates the cytotoxicity of anticancer agents
    • Lowe SW, Ruley HE, Jacks T, Housman DE: p53-dependent apoptosis modulates the cytotoxicity of anticancer agents . Cell 1993; 74: 957-967
    • (1993) Cell , vol.74 , pp. 957-967
    • Lowe, S.W.1    Ruley, H.E.2    Jacks, T.3    Housman, D.E.4
  • 37
    • 0030865104 scopus 로고    scopus 로고
    • Characterization of the p53 tumor suppressor pathway in cell lines of the National Cancer Institute anticancer drug screen and correlations with the growth-inhibitory potency of 123 anticancer agents
    • O'Connor PM, Jackman J, Bae I, Myers TG, Fan S, Mutoh M, Kohn KW: Characterization of the p53 tumor suppressor pathway in cell lines of the National Cancer Institute anticancer drug screen and correlations with the growth-inhibitory potency of 123 anticancer agents . Cancer Res 1997; 57: 4285-4300
    • (1997) Cancer Res , vol.57 , pp. 4285-4300
    • O'connor, P.M.1    Jackman, J.2    Bae, I.3    Myers, T.G.4    Fan, S.5    Mutoh, M.6    Kohn, K.W.7
  • 39
    • 0028152615 scopus 로고
    • DNA replication arrest and tolerance to DNA methylation damage
    • Zhukovskaya N, Branch P, Aquilina G, Karran P: DNA replication arrest and tolerance to DNA methylation damage . Carcinogenesis 1994; 15: 2189-2194
    • (1994) Carcinogenesis , vol.15 , pp. 2189-2194
    • Zhukovskaya, N.1    Branch, P.2    Aquilina, G.3    Karran, P.4
  • 40
    • 84901457597 scopus 로고    scopus 로고
    • Temozolomide induces autophagy via ATM-AMPK-ULK1 pathways in glioma
    • Zou Y, Wang Q, Li B, Xie B, Wang W: Temozolomide induces autophagy via ATM-AMPK-ULK1 pathways in glioma . Mol Med Rep 2014; 10: 411-416
    • (2014) Mol Med Rep , vol.10 , pp. 411-416
    • Zou, Y.1    Wang, Q.2    Li, B.3    Xie, B.4    Wang, W.5
  • 41
    • 77953699668 scopus 로고    scopus 로고
    • Targeting the pro-death and pro-survival functions of autophagy as novel therapeutic strategies in cancer
    • Dalby K, Tekedereli I, Lopez-Berestein G, Ozpolat B: Targeting the pro-death and pro-survival functions of autophagy as novel therapeutic strategies in cancer . Autophagy 2010; 6: 322-329
    • (2010) Autophagy , vol.6 , pp. 322-329
    • Dalby, K.1    Tekedereli, I.2    Lopez-Berestein, G.3    Ozpolat, B.4
  • 42
    • 33847008972 scopus 로고    scopus 로고
    • DNA damaging agent-induced autophagy produces a cytoprotective adenosine triphosphate surge in malignant glioma cells
    • Katayama M, Kawaguchi T, Berger MS, Pieper RO: DNA damaging agent-induced autophagy produces a cytoprotective adenosine triphosphate surge in malignant glioma cells . Cell Death Differ 2006; 14: 548-558
    • (2006) Cell Death Differ , vol.14 , pp. 548-558
    • Katayama, M.1    Kawaguchi, T.2    Berger, M.S.3    Pieper, R.O.4
  • 43
    • 67549142261 scopus 로고    scopus 로고
    • Life and death partners: Apoptosis, autophagy and the crosstalk between them
    • Eisenberg-Lerner A, Bialik S, Simon HU, Kimchi A: Life and death partners: apoptosis, autophagy and the crosstalk between them . Cell Death Differ 2009; 16: 966-975
    • (2009) Cell Death Differ , vol.16 , pp. 966-975
    • Eisenberg-Lerner, A.1    Bialik, S.2    Simon, H.U.3    Kimchi, A.4
  • 44
    • 1342268265 scopus 로고    scopus 로고
    • Inhibition of DNA repair for sensitizing resistant glioma cells to temozolomide
    • Kanzawa T, Bedwell J, Kondo Y, Kondo S, Germano IM: Inhibition of DNA repair for sensitizing resistant glioma cells to temozolomide . J Neurosurg 2003; 99: 1047-1052
    • (2003) J Neurosurg , vol.99 , pp. 1047-1052
    • Kanzawa, T.1    Bedwell, J.2    Kondo, Y.3    Kondo, S.4    Germano, I.M.5
  • 45
    • 58749088233 scopus 로고    scopus 로고
    • Inhibition of autophagy at a late stage enhances imatinib-induced cytotoxicity in human malignant glioma cells
    • Shingu T, Fujiwara K, Bogler O, Akiyama Y, Moritake K, Shinojima N, Kondo S: Inhibition of autophagy at a late stage enhances imatinib-induced cytotoxicity in human malignant glioma cells . Int J Cancer 2009; 124: 1060-1071
    • (2009) Int J Cancer , vol.124 , pp. 1060-1071
    • Shingu, T.1    Fujiwara, K.2    Bogler, O.3    Akiyama, Y.4    Moritake, K.5    Shinojima, N.6    Kondo, S.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.