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Volumn 39, Issue 5, 1996, Pages 1049-1055

Bisindolylmaleimides linked to DNA minor groove binding lexitropsins: Synthesis, inhibitory activity against topoisomerase I, and biological evaluation

Author keywords

[No Author keywords available]

Indexed keywords

4 (3 INDOLYL) 3 [1 [[[[1 METHYL 2 [[[1 METHYL 2 [[[1 METHYL 2 [[[3 (N,N DIMETHYLAMINO)PROPYL]AMINO]CARBONYL] 4 PYRROLYL]AMINO]CARBONYL] 4 PYRROLYL]AMINO]CARBONYL] 4 PYRROLYL]AMINO]CARBONYL]METHYL] 3 INDOLYL] 1H PYRROLE 2,5 DIONE; GYRASE INHIBITOR; MALEIMIDE DERIVATIVE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0029974583     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm950465d     Document Type: Article
Times cited : (29)

References (23)
  • 1
    • 0021891888 scopus 로고
    • DNA Topoisomerases
    • (a) Wang, J. C. DNA Topoisomerases. Annu. Rev. Biochem. 1985, 54, 665-697.
    • (1985) Annu. Rev. Biochem. , vol.54 , pp. 665-697
    • Wang, J.C.1
  • 2
    • 0024316466 scopus 로고
    • DNA Topoisomerase Poisons and Antitumor Drugs
    • (b) Liu, L. F. DNA Topoisomerase Poisons and Antitumor Drugs. Annu. Rev. Biochem. 1989, 58, 371-375.
    • (1989) Annu. Rev. Biochem. , vol.58 , pp. 371-375
    • Liu, L.F.1
  • 3
    • 0024853052 scopus 로고
    • DNA Topoisomerase-targeting Antitumor Drugs
    • (a) D'Arpa, P.; Liu, L. F. DNA Topoisomerase-targeting Antitumor Drugs. Biochem. Biophys. Acta 1989, 989, 163-177.
    • (1989) Biochem. Biophys. Acta , vol.989 , pp. 163-177
    • D'Arpa, P.1    Liu, L.F.2
  • 4
    • 0022340594 scopus 로고
    • Camptothecin Induces Protein-linked DNA Breaks via Mammalian DNA Topoisomerase I
    • (b) Hsiang, Y. H.; Herzberg, R.; Hecht, S.; Liu, L. F. Camptothecin Induces Protein-linked DNA Breaks via Mammalian DNA Topoisomerase I. J. Biol. Chem. 1985, 260, 14873-14878.
    • (1985) J. Biol. Chem. , vol.260 , pp. 14873-14878
    • Hsiang, Y.H.1    Herzberg, R.2    Hecht, S.3    Liu, L.F.4
  • 5
    • 0025272187 scopus 로고
    • Metabolism and Pharmacokinetics of Camptothecin Analogue CPT-11 in the Mouse
    • Kaneda, N.; Nagata, H.; Furuta, T.; Yokokura, T. Metabolism and Pharmacokinetics of Camptothecin Analogue CPT-11 in the Mouse. Cancer Res. 1990, 50, 1715-1720.
    • (1990) Cancer Res. , vol.50 , pp. 1715-1720
    • Kaneda, N.1    Nagata, H.2    Furuta, T.3    Yokokura, T.4
  • 7
    • 0026678588 scopus 로고
    • Induction of Mammalian DNA Topoisomerase I Mediated DNA Cleavage by Antitumor Indolocarbazole Derivatives
    • Yamashita, Y.; Fujii, N.; Murakata, C.; Ashizawa, T.; Okabe, M.; Nakano, H. Induction of Mammalian DNA Topoisomerase I Mediated DNA Cleavage by Antitumor Indolocarbazole Derivatives. Biochemistry 1992, 31, 12069-12075.
    • (1992) Biochemistry , vol.31 , pp. 12069-12075
    • Yamashita, Y.1    Fujii, N.2    Murakata, C.3    Ashizawa, T.4    Okabe, M.5    Nakano, H.6
  • 8
    • 0024353277 scopus 로고
    • Evidence for the reversibility of Cellular DNA Lesion Induced by Mammalian Topoisomerase II Poisons
    • (a) Hsiang, Y. H.; Liu, L. F. Evidence for the reversibility of Cellular DNA Lesion Induced by Mammalian Topoisomerase II Poisons. J. Biol. Chem. 1989, 264, 9713-9715.
    • (1989) J. Biol. Chem. , vol.264 , pp. 9713-9715
    • Hsiang, Y.H.1    Liu, L.F.2
  • 9
    • 0024560495 scopus 로고
    • Structure-Activity Study of the Actions of Camptothecin Derivatives on Mammalian Topoisomerase I: Evidence for a Specific Receptor Site and Relation to Antitumor Activity
    • (b) Jaxel, C.; Kohn, K. W.; Wani, M. C.; Wall, M. C.; Pommier, Y. Structure-Activity Study of the Actions of Camptothecin Derivatives on Mammalian Topoisomerase I: Evidence for a Specific Receptor Site and Relation to Antitumor Activity. Cancer Res. 1989, 49, 1465-1469.
    • (1989) Cancer Res. , vol.49 , pp. 1465-1469
    • Jaxel, C.1    Kohn, K.W.2    Wani, M.C.3    Wall, M.C.4    Pommier, Y.5
  • 10
    • 0024594222 scopus 로고
    • Modulation of Topoisomerase II Catalytic Activity by DNA Minor Groove Binding Agents Distamycin, Hoechst 33258, and 4′,6-Diamidine-2-phenylindone
    • Woynarowski, J. M.; McHugh, M.; Sigmund, R. D.; Beerman, T. A. Modulation of Topoisomerase II Catalytic Activity by DNA Minor Groove Binding Agents Distamycin, Hoechst 33258, and 4′,6-Diamidine-2-phenylindone. Mol. Pharmacol. 1989, 35, 177-182
    • (1989) Mol. Pharmacol. , vol.35 , pp. 177-182
    • Woynarowski, J.M.1    McHugh, M.2    Sigmund, R.D.3    Beerman, T.A.4
  • 11
    • 0025117437 scopus 로고
    • The Effect of Minor Groove Binding Drugs on Camptothecin Induced DNA Lesions in L1210 Nuclei
    • McHugh, M. M.; Sigmund, T.; Beerman, T. A. The Effect of Minor Groove Binding Drugs on Camptothecin Induced DNA Lesions in L1210 Nuclei. Biochem. Pharmacol. 1990, 39, 7077-7140.
    • (1990) Biochem. Pharmacol. , vol.39 , pp. 7077-7140
    • McHugh, M.M.1    Sigmund, T.2    Beerman, T.A.3
  • 12
    • 0027982599 scopus 로고
    • A Facile Synthesis of Staurosporine Aglycone
    • Xie, G.; Lown, J. W. A Facile Synthesis of Staurosporine Aglycone. Tetrahedron Lett. 1994, 35, 5555-5558.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 5555-5558
    • Xie, G.1    Lown, J.W.2
  • 13
    • 37049070960 scopus 로고
    • Synthesis of the Indolo-[2,3-a]carbazole Natural Products Staurosporinone and Acriflavin B
    • Hughes, I.; Nolan, W. P.; Raphael, R. A. Synthesis of the Indolo-[2,3-a]carbazole Natural Products Staurosporinone and Acriflavin B. J. Chem. Soc., Perkin Trans. 1 1990, 2457-2480.
    • (1990) J. Chem. Soc., Perkin Trans. 1 , pp. 2457-2480
    • Hughes, I.1    Nolan, W.P.2    Raphael, R.A.3
  • 14
    • 0027261230 scopus 로고
    • Synthesis and DNA Cleaving Properties of Hybrid Molecules Containing Propargylic Sulfones and Minor Groove Binding Lexitropsins
    • (a) Xie, G.; Morgan, A. R.; Lown, J. W. Synthesis and DNA Cleaving Properties of Hybrid Molecules Containing Propargylic Sulfones and Minor Groove Binding Lexitropsins. Bioorg. Med. Chem. Lett. 1993, 13, 1565-1570.
    • (1993) Bioorg. Med. Chem. Lett. , vol.13 , pp. 1565-1570
    • Xie, G.1    Morgan, A.R.2    Lown, J.W.3
  • 15
    • 0001767337 scopus 로고
    • Efficient Total Syntheses of the Oligopeptide Antibiotics Netropsin and Distamycin
    • (b) Lown, J. W.; Krowicki, K. Efficient Total Syntheses of the Oligopeptide Antibiotics Netropsin and Distamycin. J. Org. Chem. 1985, 50, 3774-3778.
    • (1985) J. Org. Chem. , vol.50 , pp. 3774-3778
    • Lown, J.W.1    Krowicki, K.2
  • 16
    • 0025955290 scopus 로고
    • Fluorometric Assays for DNA Topoisomerases and Topoisomerase-Targeted Drugs: Quantitation of Catalytic Activity and DNA Cleavage
    • (a) Andrea, J. E.; Adachi, K.; Morgan, A. R. Fluorometric Assays for DNA Topoisomerases and Topoisomerase-Targeted Drugs: Quantitation of Catalytic Activity and DNA Cleavage. Mol. Pharmacol. 1991, 40, 495-501.
    • (1991) Mol. Pharmacol. , vol.40 , pp. 495-501
    • Andrea, J.E.1    Adachi, K.2    Morgan, A.R.3
  • 18
    • 0028072167 scopus 로고
    • Inhibition of Topoisomerase I Activity by Tyrphostin Derivatives, Protein Tyrosine Kinase Blockers: Mechanism of Action
    • Aflalo, E.; Iftach, S.; Segal, S.; Gazit, A.; Priel, E. Inhibition of Topoisomerase I Activity by Tyrphostin Derivatives, Protein Tyrosine Kinase Blockers: Mechanism of Action. Cancer Res. 1994, 54, 5138-5142.
    • (1994) Cancer Res. , vol.54 , pp. 5138-5142
    • Aflalo, E.1    Iftach, S.2    Segal, S.3    Gazit, A.4    Priel, E.5
  • 20
    • 0028969820 scopus 로고
    • Protein Kinase C-α Inhibitors; Structure-Activity Relationships in Bis-indole Series
    • Xie, G.; Zimmermann, J.; Meyer, T.; Lown, J. W. Protein Kinase C-α Inhibitors; Structure-Activity Relationships in Bis-indole Series. Bioorg. Med. Chem. Lett. 1995, 5, 479-500.
    • (1995) Bioorg. Med. Chem. Lett. , vol.5 , pp. 479-500
    • Xie, G.1    Zimmermann, J.2    Meyer, T.3    Lown, J.W.4
  • 21
    • 0027748198 scopus 로고
    • CC-1065 Functional Analogues Possessing Different Electron-Withdrawing Substituents and Leaving Groups: Synthesis, Kinetics, and Sequence Specificity of Reaction with DNA and Biological Evaluation
    • Wang, Y.; Gupta, R.; Huang, L.; Lown, J. W. CC-1065 Functional Analogues Possessing Different Electron-Withdrawing Substituents and Leaving Groups: Synthesis, Kinetics, and Sequence Specificity of Reaction with DNA and Biological Evaluation. J. Med. Chem. 1993, 36, 4172-4182.
    • (1993) J. Med. Chem. , vol.36 , pp. 4172-4182
    • Wang, Y.1    Gupta, R.2    Huang, L.3    Lown, J.W.4
  • 22
    • 0019377693 scopus 로고
    • Potential Antitumor Agents. Quantitative Relationships between DNA Binding and Molecular Structure for 9-Anilinoacridines Substituted in the Anilino Ring
    • Baguley, B. C.; Denny, W. A.; Atwell, G. J.; Cain, B. F. Potential Antitumor Agents. Quantitative Relationships between DNA Binding and Molecular Structure for 9-Anilinoacridines Substituted in the Anilino Ring. J. Med. Chem. 1981, 24, 170-177.
    • (1981) J. Med. Chem. , vol.24 , pp. 170-177
    • Baguley, B.C.1    Denny, W.A.2    Atwell, G.J.3    Cain, B.F.4
  • 23
    • 0022880936 scopus 로고
    • Determination of Cell Number in Monolayer Cultures
    • Gillies, R. J.; Didiac, N.; Denton, M. Determination of Cell Number in Monolayer Cultures. Anal. Biochem. 1986, 159, 109-113.
    • (1986) Anal. Biochem. , vol.159 , pp. 109-113
    • Gillies, R.J.1    Didiac, N.2    Denton, M.3


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