메뉴 건너뛰기




Volumn 88, Issue 3, 2003, Pages 470-477

Antitumour 2-(4-aminophenyl)benzothiazoles generate DNA adducts in sensitive tumour cells in vitro and in vivo

Author keywords

2 (4 Aminophenyl)benzothiazole; Breast cancer; DNA adducts; Ovarian cancer; Phortress

Indexed keywords

2 (4 AMINO 3 METHYLPHENYL) 5 FLUOROBENZOTHIAZOLE; 2 (4 AMINO 3 METHYLPHENYL)BENZOTHIAZOLE; 5 FLUORO 2 (4 LYSYLAMINO 3 METHYLPHENYL)BENZOTHIAZOLE; 5F 203; ANTINEOPLASTIC AGENT; BENZOTHIAZOLE DERIVATIVE; CYTOCHROME P450 1A1; DNA; NSC 703786; NSC 710305; PRODRUG; UNCLASSIFIED DRUG;

EID: 0037428819     PISSN: 00070920     EISSN: None     Source Type: Journal    
DOI: 10.1038/sj.bjc.6600719     Document Type: Article
Times cited : (125)

References (30)
  • 2
    • 0037156957 scopus 로고    scopus 로고
    • In vitro evaluation of amino acid prodrugs of novel antitumour 2-(4-amino-3-methylphenyl)benzothiazoles
    • Bradshaw TD, Chua M-S, Browne HL, Trapani V, Sausville EA, Stevens MFG (2002b) In vitro evaluation of amino acid prodrugs of novel antitumour 2-(4-amino-3-methylphenyl)benzothiazoles. Br J Cancer 86: 1348-1354
    • (2002) Br J Cancer , vol.86 , pp. 1348-1354
    • Bradshaw, T.D.1    Chua, M.-S.2    Browne, H.L.3    Trapani, V.4    Sausville, E.A.5    Stevens, M.F.G.6
  • 3
    • 0034049570 scopus 로고    scopus 로고
    • Mechanisms of acquired resistance to 2-(4-aminophenyl)benzothiazole (CJM 126, NSC 34445)
    • Bradshaw TD, Chua M-S, Orr S, Matthews CS, Stevens MFG (2000) Mechanisms of acquired resistance to 2-(4-aminophenyl)benzothiazole (CJM 126, NSC 34445). Br J Cancer 83: 270-277
    • (2000) Br J Cancer , vol.83 , pp. 270-277
    • Bradshaw, T.D.1    Chua, M.-S.2    Orr, S.3    Matthews, C.S.4    Stevens, M.F.G.5
  • 6
    • 0000387694 scopus 로고    scopus 로고
    • 2-(4-Aminophenyl)benzothiazoles: Agents with selective and potent antitumour activity in vitro and in vivo
    • Fiebig HH, Burger AM (eds). Contrib Oncol Basel. Basel: Karger
    • Chua M-S, Bradshaw TD, Stevens MFG (1999a) 2-(4-Aminophenyl)benzothiazoles: agents with selective and potent antitumour activity in vitro and in vivo. In Relevance of Tumour Models for Anticancer Drug Development, Fiebig HH, Burger AM (eds) Vol. 54. Contrib Oncol Basel pp 397-408. Basel: Karger
    • (1999) Relevance of Tumour Models for Anticancer Drug Development , vol.54 , pp. 397-408
    • Chua, M.-S.1    Bradshaw, T.D.2    Stevens, M.F.G.3
  • 7
    • 0034665390 scopus 로고    scopus 로고
    • Role of CYP1A1 in modulation of antitumour properties of the novel agent 2-(4-amino-3-methylphenyl)benzothiazole (DF 203, NSC 674495) in human breast cancer cells
    • Chua M-S, Kashiyama E, Bradshaw TD, Stinson S, Brantley E, Sausville EA, Stevens MFG (2000) Role of CYP1A1 in modulation of antitumour 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.4    Brantley, E.5    Sausville, E.A.6    Stevens, M.F.G.7
  • 8
    • 0032971926 scopus 로고    scopus 로고
    • Antitumour benzothiazoles. 7. Synthesis of 2-(4-acylaminophenyl)benzothiazoles and investigations into the role of acetylation in the antitumour activities of the parent amines
    • Chua M-S, Shi D-F, Wrigley S, Bradshaw TD, Hutchinson I, Shaw PN, Barrett DA, Stanley LA, Stevens MFG (1999b) Antitumour benzothiazoles. 7. Synthesis of 2-(4-acylaminophenyl)benzothiazoles and investigations into the role of acetylation in the antitumour activities of the parent amines. J Med Chem 42: 381-392
    • (1999) J Med Chem , vol.42 , pp. 381-392
    • Chua, M.-S.1    Shi, D.-F.2    Wrigley, S.3    Bradshaw, T.D.4    Hutchinson, I.5    Shaw, P.N.6    Barrett, D.A.7    Stanley, L.A.8    Stevens, M.F.G.9
  • 9
    • 0031721084 scopus 로고    scopus 로고
    • Metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by human cytochrome P4501A1, P4501A2 and P4501B1
    • Crofts FG, Sutter TR, Strickland PT (1998) Metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by human cytochrome P4501A1, P4501A2 and P4501B1. Carcinogenesis (London) 19: 1969-1973
    • (1998) Carcinogenesis (London) , vol.19 , pp. 1969-1973
    • Crofts, F.G.1    Sutter, T.R.2    Strickland, P.T.3
  • 11
    • 0027347002 scopus 로고
    • The Bernard B Brodie award lecture: Bioactivation and detoxification of toxic and carcinogenic chemicals
    • Guengerich FP (1992) The Bernard B Brodie award lecture: bioactivation and detoxification of toxic and carcinogenic chemicals. Drug Metab Dispos 21: 1-6
    • (1992) Drug Metab Dispos , vol.21 , pp. 1-6
    • Guengerich, F.P.1
  • 12
    • 0022149817 scopus 로고
    • 32P-postlabeling analysis of aromatic carcinogen-DNA adducts
    • 32P-postlabeling analysis of aromatic carcinogen-DNA adducts. Cancer Res 45: 5656-5662
    • (1985) Cancer Res , vol.45 , pp. 5656-5662
    • Gupta, R.C.1
  • 13
    • 0012293288 scopus 로고    scopus 로고
    • Induction of CYP1A1 in tumour ceils by the antitumour agent 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole: A potent surrogate marker for patient sensitivity
    • in press
    • Hose C, Holligshead M, Sausville E, Monks A (in press) Induction of CYP1A1 in tumour ceils by the antitumour agent 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole: a potent surrogate marker for patient sensitivity. Cancer Research
    • Cancer Research
    • Hose, C.1    Holligshead, M.2    Sausville, E.3    Monks, A.4
  • 14
    • 0035953321 scopus 로고    scopus 로고
    • Antitumour benzothiazoles. 14. Synthesis and in vitro biological properties of fluorinated 2-(4-aminophenyl)benzothiazoles
    • Hutchinson I, Chua M-S, Browne HL, Trapani V, Bradshaw TD, Westwell AD, Stevens MFG (2001) Antitumour 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.G.7
  • 15
    • 0037203997 scopus 로고    scopus 로고
    • Antitumour benzothiazoles. 16. Synthesis and pharmaceutical properties of antitumour 2-(4-aminophenyl)benzothiazole amino acid prodrugs
    • Hutchinson I, Jennings SA, Vishnuvajjala BR, Westwell AD, Stevens MFG (2002) Antitumour benzothiazoles. 16. Synthesis and pharmaceutical properties of antitumour 2-(4-aminophenyl)benzothiazole amino acid prodrugs. J Med Chem 45: 744-747
    • (2002) J Med Chem , vol.45 , pp. 744-747
    • Hutchinson, I.1    Jennings, S.A.2    Vishnuvajjala, B.R.3    Westwell, A.D.4    Stevens, M.F.G.5
  • 21
    • 0000204337 scopus 로고    scopus 로고
    • Gene expression changes induced by a novel antitumour agent, 2-(4-amino-3-methylphenyl)benzothiazole, in MCF-7, a sensitive breast cancer cell line, using cDNA microarrays
    • Monks A, Rivera MI, Harris E, Hose C, Sausville EA (2001) Gene expression changes induced by a novel antitumour agent, 2-(4-amino-3-methylphenyl)benzothiazole, in MCF-7, a sensitive breast cancer cell line, using cDNA microarrays. Proc Am Assoc Cancer Res 42 (3417): 635
    • (2001) Proc Am Assoc Cancer Res , vol.42 , Issue.3417 , pp. 635
    • Monks, A.1    Rivera, M.I.2    Harris, E.3    Hose, C.4    Sausville, E.A.5
  • 22
    • 0034647734 scopus 로고    scopus 로고
    • Human damage-specific DNA-binding protein p48: Characterization of XPE mutations and regulation following UV irradiation
    • Nichols AF, Itoh T, Graham JA, Liu W, Yamaizumi M (2000) Human damage-specific DNA-binding protein p48: characterization of XPE mutations and regulation following UV irradiation. J Biol Chem 275: 21422-21428
    • (2000) J Biol Chem , vol.275 , pp. 21422-21428
    • Nichols, A.F.1    Itoh, T.2    Graham, J.A.3    Liu, W.4    Yamaizumi, M.5
  • 23
    • 0012280904 scopus 로고    scopus 로고
    • Antitumour benzothiazoles. Cytochrome P 450 1A1 mediated activation of fluorinated 2-(4-aminophenyl)benzothiazoles: Frontier molecular orbital methods rationalise and predict metabolites
    • in press
    • O'Brien S, Browne HL, Bradshaw TD, Westwell AD, Laughton CA, Stevens MFG (in press) Antitumour benzothiazoles. Cytochrome P 450 1A1 mediated activation of fluorinated 2-(4-aminophenyl)benzothiazoles: frontier molecular orbital methods rationalise and predict metabolites. Org Biomol Chem
    • Org Biomol Chem
    • O'Brien, S.1    Browne, H.L.2    Bradshaw, T.D.3    Westwell, A.D.4    Laughton, C.A.5    Stevens, M.F.G.6
  • 24
    • 0022774562 scopus 로고
    • 32P-postlabeling test for structurally diverse DNA adducts
    • 32P-postlabeling test for structurally diverse DNA adducts. Carcinogenesis 7: 1543-1551
    • (1986) Carcinogenesis , vol.7 , pp. 1543-1551
    • Reddy, M.V.1    Randerath, K.2
  • 25
    • 0029780539 scopus 로고    scopus 로고
    • Antitumour benzothiazoles 3 Synthesis of 2-(4-aminophenyl)-benzothiazoles and evaluation of their activities against breast cancer cell lines in vitro and in vivo
    • Shi D-F, Bradshaw TD, Wrigley S, McCall CJ, Lelieveld P, Stevens MFG (1996) Antitumour benzothiazoles 3 Synthesis of 2-(4-aminophenyl)-benzothiazoles and evaluation of their activities against breast cancer cell lines in vitro and in vivo. J Med Chem 39: 3375-3384
    • (1996) J Med Chem , vol.39 , pp. 3375-3384
    • Shi, D.-F.1    Bradshaw, T.D.2    Wrigley, S.3    McCall, C.J.4    Lelieveld, P.5    Stevens, M.F.G.6
  • 29
    • 1542735937 scopus 로고    scopus 로고
    • Antitumour benzothiazoles. Part 2. Formation of 2,2′-diaminobiphenyls from the decomposition of 2-(4-azidophenyl)benzazoles in trifluoromethanesulfonic acid
    • Stevens MFG, Shi D-F, Castro A (1996) Antitumour benzothiazoles. Part 2. Formation of 2,2′-diaminobiphenyls from the decomposition of 2-(4-azidophenyl)benzazoles in trifluoromethanesulfonic acid. J Chem Soc Perkin Trans 1: 83-93
    • (1996) J Chem Soc Perkin Trans , vol.1 , pp. 83-93
    • Stevens, M.F.G.1    Shi, D.-F.2    Castro, A.3
  • 30
    • 0034615670 scopus 로고    scopus 로고
    • Studies of the murine DDB1 and DDB2 genes
    • Zolezzi F, Linn S (2000) Studies of the murine DDB1 and DDB2 genes. Gene 245: 51-150
    • (2000) Gene , vol.245 , pp. 51-150
    • Zolezzi, F.1    Linn, S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.