메뉴 건너뛰기




Volumn 58, Issue 1, 2006, Pages 62-72

Anti-tumor drug candidate 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole induces single-strand breaks and DNA-protein cross-links in sensitive MCF-7 breast cancer cells

Author keywords

5F 203; Breast cancer; DNA damage; DNA protein cross links; Single strand breaks

Indexed keywords

2 (4 AMINO 3 METHYLPHENYL) 5 FLUOROBENZOTHIAZOLE; 2 (4 AMINO 3 METHYLPHENYL)BENZOTHIAZOLE; 5 FLUORO 2 (4 LYSYLAMINO 3 METHYLPHENYL)BENZOTHIAZOLE; BENZOTHIAZOLE DERIVATIVE; CYTOCHROME P450 1A1; DNA TOPOISOMERASE; DNA TOPOISOMERASE (ATP HYDROLYSING); MESSENGER RNA; NSC 703786; UNCLASSIFIED DRUG;

EID: 33645999638     PISSN: 03445704     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00280-005-0127-z     Document Type: Article
Times cited : (45)

References (39)
  • 3
    • 1542330106 scopus 로고    scopus 로고
    • Down-regulation of nuclear protein ICBP90 by p53/p21Cip1/WAF1-dependent DNA-damage checkpoint signals contributes to cell cycle arrest at G1/S transition
    • Arima Y, Hirota T, Bronner C, Mousli M, Fujiwara T, Niwa S, Ishikawa H, Saya H (2004) Down-regulation of nuclear protein ICBP90 by p53/p21Cip1/WAF1-dependent DNA-damage checkpoint signals contributes to cell cycle arrest at G1/S transition. Genes Cells 9:131-142
    • (2004) Genes Cells , vol.9 , pp. 131-142
    • Arima, Y.1    Hirota, T.2    Bronner, C.3    Mousli, M.4    Fujiwara, T.5    Niwa, S.6    Ishikawa, H.7    Saya, H.8
  • 4
    • 0026332184 scopus 로고
    • Differential induction of secondary DNA fragmentation by topoisomerase II inhibitors in human tumor cell lines with amplified c-myc expression
    • Bertrand R, Sarang M, Jenkin J, Kerrigan D, Pommier Y (1991) Differential induction of secondary DNA fragmentation by topoisomerase II inhibitors in human tumor cell lines with amplified c-myc expression. Cancer Res 51:6280-6285
    • (1991) Cancer Res , vol.51 , pp. 6280-6285
    • Bertrand, R.1    Sarang, M.2    Jenkin, J.3    Kerrigan, D.4    Pommier, Y.5
  • 5
    • 2142694056 scopus 로고    scopus 로고
    • Cisplatin and platinum drugs at the molecular level
    • Boulikas T, Vougiouka M (2003) Cisplatin and platinum drugs at the molecular level (Review). Oncol Rep 10:1663-1682
    • (2003) Oncol Rep , vol.10 , pp. 1663-1682
    • Boulikas, T.1    Vougiouka, M.2
  • 6
    • 9444263203 scopus 로고    scopus 로고
    • Fluorinated 2-(4-amino-3-methylphenyl)benzothiazoles induce CYP1A1 expression, become metabolized, and bind to macromolecules in sensitive human cancer cells
    • Brantley E, Trapani V, Alley MC, Hose CD, Bradshaw TD, Stevens MF, Sausville EA, Stinson SF (2004) Fluorinated 2-(4-amino-3-methylphenyl)benzothiazoles induce CYP1A1 expression, become metabolized, and bind to macromolecules in sensitive human cancer cells. Drug Metab Dispos 32:1392-1401
    • (2004) Drug Metab Dispos , vol.32 , pp. 1392-1401
    • Brantley, E.1    Trapani, V.2    Alley, M.C.3    Hose, C.D.4    Bradshaw, T.D.5    Stevens, M.F.6    Sausville, E.A.7    Stinson, S.F.8
  • 7
    • 0034665390 scopus 로고    scopus 로고
    • Role of Cyp1A1 in modulation of antitumor properties of the novel agent 2-(4-amino-3-methylphenyl)benzothiazole (DF 203, NSC 674495) in human breast cancer cells
    • Chua MS, Kashiyama E, Bradshaw TD, Stinson SF, Brantley E, Sausville EA, Stevens MF (2000) Role of Cyp1A1 in modulation of antitumor properties of the novel agent 2-(4-amino-3-methylphenyl)benzothiazole (DF 203, NSC 674495) in human breast cancer cells. Cancer Res 60:5196-5203
    • (2000) Cancer Res , vol.60 , pp. 5196-5203
    • Chua, M.S.1    Kashiyama, E.2    Bradshaw, T.D.3    Stinson, S.F.4    Brantley, E.5    Sausville, E.A.6    Stevens, M.F.7
  • 8
    • 0036732039 scopus 로고    scopus 로고
    • Transcription-coupled nucleotide excision repair as a determinant of cisplatin sensitivity of human cells
    • Furuta T, Ueda T, Aune G, Sarasin A, Kraemer KH, Pommier Y (2002) Transcription-coupled nucleotide excision repair as a determinant of cisplatin sensitivity of human cells. Cancer Res 62:4899-4902
    • (2002) Cancer Res , vol.62 , pp. 4899-4902
    • Furuta, T.1    Ueda, T.2    Aune, G.3    Sarasin, A.4    Kraemer, K.H.5    Pommier, Y.6
  • 10
    • 0022642428 scopus 로고
    • 2-Chloroethyl (methylsulfonyl)methanesulfonate (NSC-338947), a more selective DNA alkylating agent than the chloroethylnitrosoureas
    • Gibson NW, Hartley JA, Strong JM, Kohn KW (1986) 2-Chloroethyl (methylsulfonyl)methanesulfonate (NSC-338947), a more selective DNA alkylating agent than the chloroethylnitrosoureas. Cancer Res 46:553-557
    • (1986) Cancer Res , vol.46 , pp. 553-557
    • Gibson, N.W.1    Hartley, J.A.2    Strong, J.M.3    Kohn, K.W.4
  • 11
    • 2942535435 scopus 로고    scopus 로고
    • Induction of CYP1A1 in tumor cells by the antitumor agent 2-[4-amino-3-methylphenyl]-5-fluoro-benzothiazole: A potential surrogate marker for patient sensitivity
    • Hose CD, Hollingshead M, Sausville EA, Monks A (2003) Induction of CYP1A1 in tumor cells by the antitumor agent 2-[4-amino-3-methylphenyl]-5-fluoro-benzothiazole: a potential surrogate marker for patient sensitivity. Mol Cancer Ther 2:1265-1272
    • (2003) Mol Cancer Ther , vol.2 , pp. 1265-1272
    • Hose, C.D.1    Hollingshead, M.2    Sausville, E.A.3    Monks, A.4
  • 12
    • 0035953321 scopus 로고    scopus 로고
    • Antitumor benzothiazoles 14 Synthesis and in vitro biological properties of fluorinated 2-(4-aminophenyl)benzothiazoles
    • Hutchinson I, Chua MS, Browne HL, Trapani V, Bradshaw TD, Westwell AD, Stevens MF (2001) Antitumor benzothiazoles 14 Synthesis and in vitro biological properties of fluorinated 2-(4-aminophenyl)benzothiazoles. J Med Chem 44:1446-1455
    • (2001) J Med Chem , vol.44 , pp. 1446-1455
    • Hutchinson, I.1    Chua, M.S.2    Browne, H.L.3    Trapani, V.4    Bradshaw, T.D.5    Westwell, A.D.6    Stevens, M.F.7
  • 13
    • 0025298540 scopus 로고
    • Antagonistic effect of aclarubicin on the cytotoxicity of etoposide and 4′-(9-acridinylamino)methanesulfon-m-anisidide in human small cell lung cancer cell lines and on topoisomerase II-mediated DNA cleavage
    • Jensen PB, Sorensen BS, Demant EJ, Sehested M, Jensen PS, Vindelov L, Hansen HH (1990) Antagonistic effect of aclarubicin on the cytotoxicity of etoposide and 4′-(9-acridinylamino)methanesulfon-m-anisidide in human small cell lung cancer cell lines and on topoisomerase II-mediated DNA cleavage. Cancer Res 50:3311-3316
    • (1990) Cancer Res , vol.50 , pp. 3311-3316
    • Jensen, P.B.1    Sorensen, B.S.2    Demant, E.J.3    Sehested, M.4    Jensen, P.S.5    Vindelov, L.6    Hansen, H.H.7
  • 14
    • 0029953538 scopus 로고    scopus 로고
    • Phenylacetic acid halides inhibit estrogen receptor (ER)-positive MCF-7 cells, but not ER-negative human breast cancer cells or normal breast epithelial cells
    • Johnson DE, Ochieng J, Evans SL (1996) Phenylacetic acid halides inhibit estrogen receptor (ER)-positive MCF-7 cells, but not ER-negative human breast cancer cells or normal breast epithelial cells. Anticancer Drugs 7:288-292
    • (1996) Anticancer Drugs , vol.7 , pp. 288-292
    • Johnson, D.E.1    Ochieng, J.2    Evans, S.L.3
  • 16
    • 0142123054 scopus 로고    scopus 로고
    • Position-specific trapping of topoisomerase II by benzo[a]pyrene diol epoxide adducts: Implications for interactions with intercalating anticancer aaents
    • USA
    • Khan QA, Kohlhagen G, Marshall R, Austin CA, Kalena GP, Kroth H, Sayer JM, Jerina DM, Pommier Y (2003) Position-specific trapping of topoisomerase II by benzo[a]pyrene diol epoxide adducts: implications for interactions with intercalating anticancer aaents. Proc Natl Acad Sci USA 100:12498-12503
    • (2003) Proc Natl Acad Sci , vol.100 , pp. 12498-12503
    • Khan, Q.A.1    Kohlhagen, G.2    Marshall, R.3    Austin, C.A.4    Kalena, G.P.5    Kroth, H.6    Sayer, J.M.7    Jerina, D.M.8    Pommier, Y.9
  • 17
    • 0036085571 scopus 로고    scopus 로고
    • Activation of the antitumor agent aminoflavone (NSC 686288) is mediated by induction of tumor cell cytochrome P450 1A1/1A2
    • Kuffel MJ, Schroeder JC, Pobst LJ, Naylor S, Reid JM, Kaufmann SH, Ames MM (2002) Activation of the antitumor agent aminoflavone (NSC 686288) is mediated by induction of tumor cell cytochrome P450 1A1/1A2. Mol Pharmacol 62:143-153
    • (2002) Mol Pharmacol , vol.62 , pp. 143-153
    • Kuffel, M.J.1    Schroeder, J.C.2    Pobst, L.J.3    Naylor, S.4    Reid, J.M.5    Kaufmann, S.H.6    Ames, M.M.7
  • 19
    • 12344263872 scopus 로고    scopus 로고
    • In vitro, in vivo and in silico analyses of the antitumor activity of 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazoles
    • Leong CO, Suggitt M, Swaine DJ, Bibby MC, Stevens MFG, Bradshaw TD (2004) In vitro, in vivo and in silico analyses of the antitumor activity of 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazoles. Mol Cancer Ther 3:1565-1575
    • (2004) Mol Cancer Ther , vol.3 , pp. 1565-1575
    • Leong, C.O.1    Suggitt, M.2    Swaine, D.J.3    Bibby, M.C.4    Stevens, M.F.G.5    Bradshaw, T.D.6
  • 22
    • 20444442793 scopus 로고    scopus 로고
    • DNA-protein cross-links and replication-dependent histone H2AX phosphorylation induced by aminoflavone (NSC 686288), a novel anticancer agent active against human breast cancer cells
    • Meng LH, Kohlhagen G, Liao Zy, Antony S, Sausville E, Pommier Y (2005) DNA-protein cross-links and replication-dependent histone H2AX phosphorylation induced by aminoflavone (NSC 686288), a novel anticancer agent active against human breast cancer cells. Cancer Res 65:5337-5343
    • (2005) Cancer Res , vol.65 , pp. 5337-5343
    • Meng, L.H.1    Kohlhagen, G.2    Liao, Zy.3    Antony, S.4    Sausville, E.5    Pommier, Y.6
  • 23
    • 0037334157 scopus 로고    scopus 로고
    • Genotoxic profiling of MCF-7 breast cancer cell line elucidates gene expression modifications underlying toxicity of the anticancer drug 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole
    • Monks A, Harris E, Hose C, Connelly J, Sausville EA (2003) Genotoxic profiling of MCF-7 breast cancer cell line elucidates gene expression modifications underlying toxicity of the anticancer drug 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole. Mol Pharmacol 63:766-772
    • (2003) Mol Pharmacol , vol.63 , pp. 766-772
    • Monks, A.1    Harris, E.2    Hose, C.3    Connelly, J.4    Sausville, E.A.5
  • 24
    • 0042319001 scopus 로고    scopus 로고
    • Antitumor benzothiazoles Frontier molecular orbital analysis predicts bioactivation of 2-(4-aminophenyl)benzothiazoles to reactive intermediates by cytochrome P4501A1
    • O'Brien SE, Browne HL, Bradshaw TD, Westwell AD, Stevens MF, Laughton CA (2003) Antitumor benzothiazoles Frontier molecular orbital analysis predicts bioactivation of 2-(4-aminophenyl)benzothiazoles to reactive intermediates by cytochrome P4501A1. Org Biomol Chem 1:493-497
    • (2003) Org Biomol Chem , vol.1 , pp. 493-497
    • O'Brien, S.E.1    Browne, H.L.2    Bradshaw, T.D.3    Westwell, A.D.4    Stevens, M.F.5    Laughton, C.A.6
  • 25
    • 33646013951 scopus 로고    scopus 로고
    • CYP1A1 activation of aminoflavone leads to DNA damage in human tumor cell lines
    • Pobst LJ, Ames MM (2005) CYP1A1 activation of aminoflavone leads to DNA damage in human tumor cell lines. Cancer Chemother Pharmacol 11:1-8
    • (2005) Cancer Chemother Pharmacol , vol.11 , pp. 1-8
    • Pobst, L.J.1    Ames, M.M.2
  • 27
    • 0029081258 scopus 로고
    • Interaction of an alkylating camptothecin derivative with a DNA base at topoisomerase I-DNA cleavage sites
    • USA
    • Pommier Y, Kohlhagen G, Kohn KW, Leteurtre F, Wani MC, Wall ME (1995) Interaction of an alkylating camptothecin derivative with a DNA base at topoisomerase I-DNA cleavage sites. Proc Natl Acad Sci USA 92:8861-8865
    • (1995) Proc Natl Acad Sci , vol.92 , pp. 8861-8865
    • Pommier, Y.1    Kohlhagen, G.2    Kohn, K.W.3    Leteurtre, F.4    Wani, M.C.5    Wall, M.E.6
  • 28
    • 22944462043 scopus 로고    scopus 로고
    • Targeting chk2 kinase: Molecular interaction maps and therapeutic rationale
    • Pommier Y, Sordet O, Rao VA, Zhang H, Kohn KW (2005) Targeting chk2 kinase: molecular interaction maps and therapeutic rationale.Curr Pharm Des 11:2855-2872
    • (2005) Curr Pharm Des , vol.11 , pp. 2855-2872
    • Pommier, Y.1    Sordet, O.2    Rao, V.A.3    Zhang, H.4    Kohn, K.W.5
  • 29
    • 0036318818 scopus 로고    scopus 로고
    • Molecular anatomy of the human excision nuclease assembled at sites of DNA damage
    • Reardon JT, Sancar A (2002) Molecular anatomy of the human excision nuclease assembled at sites of DNA damage. Mol Cell Biol 22:5938-5945
    • (2002) Mol Cell Biol , vol.22 , pp. 5938-5945
    • Reardon, J.T.1    Sancar, A.2
  • 30
    • 0033152250 scopus 로고    scopus 로고
    • Selective toxicity of the tricyclic thiophene NSC 652287 in renal carcinoma cell lines: Differential accumulation and metabolism
    • Rivera MI, Stinson SF, Vistica DT, Jorden JL, Kenney S, Sausville EA (1999) Selective toxicity of the tricyclic thiophene NSC 652287 in renal carcinoma cell lines: differential accumulation and metabolism. Biochem Pharmacol 57:1283-1295
    • (1999) Biochem Pharmacol , vol.57 , pp. 1283-1295
    • Rivera, M.I.1    Stinson, S.F.2    Vistica, D.T.3    Jorden, J.L.4    Kenney, S.5    Sausville, E.A.6
  • 31
    • 0030870632 scopus 로고    scopus 로고
    • Abrogation of an S-phase checkpoint and potentiation of camptothecin cytotoxicity by 7-hydroxystaurosporine (UCN-01) in human cancer cell lines, possibly influenced by p53 function
    • Shao RG, Cao CX, Shimizu T, O'Connor PM, Kohn KW, Pommier Y (1997) Abrogation of an S-phase checkpoint and potentiation of camptothecin cytotoxicity by 7-hydroxystaurosporine (UCN-01) in human cancer cell lines, possibly influenced by p53 function. Cancer Res 57:4029-4035
    • (1997) Cancer Res , vol.57 , pp. 4029-4035
    • Shao, R.G.1    Cao, C.X.2    Shimizu, T.3    O'Connor, P.M.4    Kohn, K.W.5    Pommier, Y.6
  • 32
    • 0027195713 scopus 로고
    • Dual inhibition of topoisomerase II and tubulin polymerization by azatoxin, a novel cytotoxic agent
    • Solary E, Leteurtre F, Paull KD, Scudiero D, Hamel E, Pommier Y (1993) Dual inhibition of topoisomerase II and tubulin polymerization by azatoxin, a novel cytotoxic agent. Biochem Pharmacol 45:2449-2456
    • (1993) Biochem Pharmacol , vol.45 , pp. 2449-2456
    • Solary, E.1    Leteurtre, F.2    Paull, K.D.3    Scudiero, D.4    Hamel, E.5    Pommier, Y.6
  • 34
    • 0035136529 scopus 로고    scopus 로고
    • Ecteinascidin 743 induces protein-linked DNA breaks in human colon carcinoma HCT116 cells and is cytotoxic independently of topoisomerase 1 expression
    • Takebayashi Y, Goldwasser F, Urasaki Y, Kohlhagen G, Pommier Y (2001) Ecteinascidin 743 induces protein-linked DNA breaks in human colon carcinoma HCT116 cells and is cytotoxic independently of topoisomerase 1 expression. Clin Cancer Res 7:185-191
    • (2001) Clin Cancer Res , vol.7 , pp. 185-191
    • Takebayashi, Y.1    Goldwasser, F.2    Urasaki, Y.3    Kohlhagen, G.4    Pommier, Y.5
  • 35
    • 0037463319 scopus 로고    scopus 로고
    • DNA damage and cell cycle arrest induced by 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F 203, NSC 703786) is attenuated in aryl hydrocarbon receptor deficient MCF-7 cells
    • Trapani V, Patel V, Leong CO, Ciolino HP, Yeh GC, Hose C, Trepel JB, Stevens MF, Sausville EA, Loaiza-Perez AI (2003) DNA damage and cell cycle arrest induced by 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F 203, NSC 703786) is attenuated in aryl hydrocarbon receptor deficient MCF-7 cells. Br J Cancer 88:599-605
    • (2003) Br J Cancer , vol.88 , pp. 599-605
    • Trapani, V.1    Patel, V.2    Leong, C.O.3    Ciolino, H.P.4    Yeh, G.C.5    Hose, C.6    Trepel, J.B.7    Stevens, M.F.8    Sausville, E.A.9    Loaiza-Perez, A.I.10
  • 36
    • 0034548379 scopus 로고    scopus 로고
    • Activity of a novel camptothecin analogue, homocamptothecin, in camptothecin-resistant cell lines with topoisomerase I alterations
    • Urasaki Y, Takebayashi Y, Pommier Y (2000) Activity of a novel camptothecin analogue, homocamptothecin, in camptothecin-resistant cell lines with topoisomerase I alterations. Cancer Res 60:6577-6580
    • (2000) Cancer Res , vol.60 , pp. 6577-6580
    • Urasaki, Y.1    Takebayashi, Y.2    Pommier, Y.3
  • 37
    • 0036085460 scopus 로고    scopus 로고
    • Cellular roles of DNA topoisomerases: A molecular perspective
    • Wang JC (2002) Cellular roles of DNA topoisomerases: a molecular perspective. Nat Rev Mol Cell Biol 3:430-440
    • (2002) Nat Rev Mol Cell Biol , vol.3 , pp. 430-440
    • Wang, J.C.1
  • 38
    • 0346103811 scopus 로고    scopus 로고
    • Sensitization to the cytotoxicity of cisplatin by transfection with nucleotide excision repair gene xeroderma pigmentosun group A antisense RNA in human lung adenocarcinoma cells
    • Wu X, Fan W, Xu S, Zhou Y (2003) Sensitization to the cytotoxicity of cisplatin by transfection with nucleotide excision repair gene xeroderma pigmentosun group A antisense RNA in human lung adenocarcinoma cells. Clin Cancer Res 9:5874-5879
    • (2003) Clin Cancer Res , vol.9 , pp. 5874-5879
    • Wu, X.1    Fan, W.2    Xu, S.3    Zhou, Y.4
  • 39
    • 0028485758 scopus 로고
    • Overexpression of human DNA topoisomerase I in insect cells using a baculovirus vector
    • Zhelkovsky AM, Moore CL (1994) Overexpression of human DNA topoisomerase I in insect cells using a baculovirus vector. Protein Expr Purif 5:364-370
    • (1994) Protein Expr Purif , vol.5 , pp. 364-370
    • Zhelkovsky, A.M.1    Moore, C.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.