메뉴 건너뛰기




Volumn 51, Issue 10, 2008, Pages 2924-2932

Spiro[(dihydropyrazin-2,5-dione)-6,3′-(2′,3′- dihydrothieno[2,3-b]naphtho-4′,9′-dione)]-based cytotoxic agents: Structure-activity relationship studies on the substituent at N4-position of the diketopiperazine domain

Author keywords

[No Author keywords available]

Indexed keywords

4 (2 AMINO)ETHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)] TRIFLUOROACETATE; 4 (2 HYDROXYETHYL)SPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 (2 IMIDAZO)ETHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 (2 MORPHOLINO)ETHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 (2 PIPERIDIN)ETHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 (2 PYRROLYDIN)ETHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 (2 THIOETHYL)SPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 (3 AMINO)PROPYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)] TRIFLUOROACETATE; 4 (3 HYDROXYPROPYL)SPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 (3 IMIDAZO)PROPYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 (3 THIOPROPYL)SPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 [(2 N,N DIETHYL)AMINO]ETHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 [(2 N,N DIMETHYL)AMINO]ETHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 [3 (N,N DIMETHYL)AMINO]PROPYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 ETHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; 4 METHYLSPIRO[(DIHYDROPIRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)]; CYTOTOXIC AGENT; DOXORUBICIN; PIPERAZINEDIONE; SPIRO[(DIHYDROPYRAZIN 2,5 DIONE) 6,3' (2',3' DIHYDROTHIENO[2,3 B]NAPHTHO 4',9' DIONE)];

EID: 43949124156     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm7013056     Document Type: Article
Times cited : (23)

References (24)
  • 2
    • 0027817393 scopus 로고    scopus 로고
    • Lown, J. W. Anthracycline and Anthraquinone Anticancer Agents: Current Status and Recent Developments. Pharmacol. Ther. 1993, 60, 185-214.
    • Lown, J. W. Anthracycline and Anthraquinone Anticancer Agents: Current Status and Recent Developments. Pharmacol. Ther. 1993, 60, 185-214.
  • 4
    • 13244281955 scopus 로고    scopus 로고
    • Innovations in Anthracycline Therapy: Overview
    • Thigpen, J. T. Innovations in Anthracycline Therapy: Overview. Community Oncol. 2005, 2 (S1), 3-7.
    • (2005) Community Oncol , vol.2 , Issue.S1 , pp. 3-7
    • Thigpen, J.T.1
  • 5
    • 0020683314 scopus 로고
    • The Design, Synthesis and Development of a New Class of Potent Antineoplastic Anthraquinones
    • Cheng, C. C.; Zee-Cheng, R. K. Y. The Design, Synthesis and Development of a New Class of Potent Antineoplastic Anthraquinones. Prog. Med. Chem. 1983, 20, 83-118.
    • (1983) Prog. Med. Chem , vol.20 , pp. 83-118
    • Cheng, C.C.1    Zee-Cheng, R.K.Y.2
  • 6
    • 0033006172 scopus 로고    scopus 로고
    • Gerwirtz, D. A. A Critical Evaluation of the Mechanisms of Action Proposed for the Antitumor Effects of the Antrhracycline Antibiotics Adriamycin and Daunorubicin. Biochem. Pharmacol. 1999, 57, 727-741.
    • Gerwirtz, D. A. A Critical Evaluation of the Mechanisms of Action Proposed for the Antitumor Effects of the Antrhracycline Antibiotics Adriamycin and Daunorubicin. Biochem. Pharmacol. 1999, 57, 727-741.
  • 7
    • 0033799839 scopus 로고    scopus 로고
    • Multidrug Resistance (MDR) in Cancer. Mechanisms, Reversal Using Modulators of MDR and the Role of MDR Modulators in Influencing the Pharmacokinetics of Anticancer Drugs
    • Krishna, R.; Mayer, L. D. Multidrug Resistance (MDR) in Cancer. Mechanisms, Reversal Using Modulators of MDR and the Role of MDR Modulators in Influencing the Pharmacokinetics of Anticancer Drugs. Eur. J. Pharm. Sci. 2000, 11, 265-83.
    • (2000) Eur. J. Pharm. Sci , vol.11 , pp. 265-283
    • Krishna, R.1    Mayer, L.D.2
  • 8
    • 0242331206 scopus 로고    scopus 로고
    • Drug Resistance Reversal - Are We Getting Closer
    • Baird, R. D.; Kaye, S. B. Drug Resistance Reversal - Are We Getting Closer. Eur. J. Cancer 2003, 39, 2450-2461.
    • (2003) Eur. J. Cancer , vol.39 , pp. 2450-2461
    • Baird, R.D.1    Kaye, S.B.2
  • 9
    • 2642566088 scopus 로고    scopus 로고
    • Anthracyclines: Molecular Advances and Pharmacologic Developments in Antitumor Activity and Cardiotoxicity
    • Minotti, G.; Menna, P.; Salvatorelli, E.; Cairo, G.; Gianni, L. Anthracyclines: Molecular Advances and Pharmacologic Developments in Antitumor Activity and Cardiotoxicity. Pharmacol. Rev. 2004, 56, 185-229.
    • (2004) Pharmacol. Rev , vol.56 , pp. 185-229
    • Minotti, G.1    Menna, P.2    Salvatorelli, E.3    Cairo, G.4    Gianni, L.5
  • 10
    • 0032961434 scopus 로고    scopus 로고
    • Cardioselective and Cumulative Oxidation of Mitochondrial DNA Following Subchronic Doxorubicin Administration
    • Serrano, J.; Palmeira, C. M.; Kuehl, D. W.; Wallace, K. B. Cardioselective and Cumulative Oxidation of Mitochondrial DNA Following Subchronic Doxorubicin Administration. Biochim. Biophys. Acta 1999, 1411, 201-205.
    • (1999) Biochim. Biophys. Acta , vol.1411 , pp. 201-205
    • Serrano, J.1    Palmeira, C.M.2    Kuehl, D.W.3    Wallace, K.B.4
  • 11
    • 0035855347 scopus 로고    scopus 로고
    • Cycloaddition Reactions of Thiazolidine Derivatives. An Approach to the Synthesis of New Functionalized Heterocyclic Systems
    • Gomez-Monterrey, I.; Campiglia, P; Mazzoni, O.; Novellino, E.; Diurno, M. V. Cycloaddition Reactions of Thiazolidine Derivatives. An Approach to the Synthesis of New Functionalized Heterocyclic Systems. Tetrahedron Lett. 2001, 42, 5755-5757.
    • (2001) Tetrahedron Lett , vol.42 , pp. 5755-5757
    • Gomez-Monterrey, I.1    Campiglia, P.2    Mazzoni, O.3    Novellino, E.4    Diurno, M.V.5
  • 12
    • 0043123417 scopus 로고    scopus 로고
    • New Benzo[g]isoquinoline-5,10-diones and Dihydrothieno[2,3-b]naphtho-4,9-dione Derivatives: Synthesis and Biological Evaluation as Potential Antitumoral Agents
    • Gomez-Monterrey, I.; Campiglia, P.; Grieco, P.; Diurno, M. V.; Bolognese, A.; La Colla, P.; Novellino, E. New Benzo[g]isoquinoline-5,10-diones and Dihydrothieno[2,3-b]naphtho-4,9-dione Derivatives: Synthesis and Biological Evaluation as Potential Antitumoral Agents. Bioorg. Med. Chem. 2003, 11, 3769-3775.
    • (2003) Bioorg. Med. Chem , vol.11 , pp. 3769-3775
    • Gomez-Monterrey, I.1    Campiglia, P.2    Grieco, P.3    Diurno, M.V.4    Bolognese, A.5    La Colla, P.6    Novellino, E.7
  • 15
    • 11844291970 scopus 로고    scopus 로고
    • The Search of DNA-Intercalators as Antitumoral Drugs: What it Worked and What did not Work
    • Martínez, R.; Chacón-García, L. The Search of DNA-Intercalators as Antitumoral Drugs: What it Worked and What did not Work. Curr. Med. Chem. 2005, 12, 127-151.
    • (2005) Curr. Med. Chem , vol.12 , pp. 127-151
    • Martínez, R.1    Chacón-García, L.2
  • 17
    • 33746565261 scopus 로고    scopus 로고
    • Topoisomerase II inhibitors
    • Hande, K. R. Topoisomerase II inhibitors. Update Cancer Ther 2006, 1, 3-15.
    • (2006) Update Cancer Ther , vol.1 , pp. 3-15
    • Hande, K.R.1
  • 19
    • 0031952285 scopus 로고    scopus 로고
    • CaCo-2 Cells Express a Combination of Colonocyte and Enterocyte Phenotypes
    • (b) Engle, M. J.; Goetz, G. S.; Alpers, D. H. CaCo-2 Cells Express a Combination of Colonocyte and Enterocyte Phenotypes. J. Cell. Physiol. 1998, 174, 362-369.
    • (1998) J. Cell. Physiol , vol.174 , pp. 362-369
    • Engle, M.J.1    Goetz, G.S.2    Alpers, D.H.3
  • 20
    • 0036692835 scopus 로고    scopus 로고
    • Cyclin A in Cell Cycle Control and Cancer
    • Yam, C. H.; Fung, T. K.; Poon, R. Y. C. Cyclin A in Cell Cycle Control and Cancer. Cell. Mol. Life Sci. 2004, 59, 1317-1326.
    • (2004) Cell. Mol. Life Sci , vol.59 , pp. 1317-1326
    • Yam, C.H.1    Fung, T.K.2    Poon, R.Y.C.3
  • 21
    • 0033553844 scopus 로고    scopus 로고
    • Characterization of Ligand Binding by Saturation Transfer Difference NMR Spectroscopy
    • Mayer, M.; Meyer, B. Characterization of Ligand Binding by Saturation Transfer Difference NMR Spectroscopy. Angew. Chem., Int. Ed. 1999, 38, 1784-1788.
    • (1999) Angew. Chem., Int. Ed , vol.38 , pp. 1784-1788
    • Mayer, M.1    Meyer, B.2
  • 22
    • 0037463033 scopus 로고    scopus 로고
    • Meyer, B.; Peters, T. NMR Spectroscopy Techniques for Screening and Identifying Ligand Binding to Protein Receptors. Angew. Chem., Int. Ed. 2003, 42, 864-890.
    • Meyer, B.; Peters, T. NMR Spectroscopy Techniques for Screening and Identifying Ligand Binding to Protein Receptors. Angew. Chem., Int. Ed. 2003, 42, 864-890.
  • 23
    • 29544434772 scopus 로고    scopus 로고
    • Differential-Frequency Saturation Transfer Difference NMR Spectroscopy Allows the Detection of Different Ligand-DNA Binding Modes
    • Di Micco, S.; Bassarello, C.; Bifulco, G.; Riccio, R.; Gomez-Paloma, L. Differential-Frequency Saturation Transfer Difference NMR Spectroscopy Allows the Detection of Different Ligand-DNA Binding Modes. Angew. Chem., Int. Ed. 2006, 45, 224-228.
    • (2006) Angew. Chem., Int. Ed , vol.45 , pp. 224-228
    • Di Micco, S.1    Bassarello, C.2    Bifulco, G.3    Riccio, R.4    Gomez-Paloma, L.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.