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Volumn 78, Issue 4, 2003, Pages 313-322

Bisimidazoacridones: 2. Steady-state and Time-resolved Fluorescence Studies of Their Diverse Interactions with DNA

Author keywords

[No Author keywords available]

Indexed keywords

ACRIDONE DERIVATIVE; AMPHOPHILE; ANTINEOPLASTIC AGENT; ANTIVIRUS AGENT; AROMATIC COMPOUND; BISIMIDAZOACRIDONE DERIVATIVE; DNA; IMIDAZOACRIDONE; IMIDAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0242363278     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1562/0031-8655(2003)078<0313:BSATFS>2.0.CO;2     Document Type: Article
Times cited : (10)

References (41)
  • 1
    • 0029133981 scopus 로고
    • Bisimidazoacridones and related compounds: New antineoplastic agents with high selectivity against colon tumors
    • Cholody, W. M., L. Hernandez, L. Hassner, D. A. Scudiero, D. B. Djurickovic and C. J. Michejda (1995) Bisimidazoacridones and related compounds: new antineoplastic agents with high selectivity against colon tumors. J. Med. Chem. 38, 3043-3052.
    • (1995) J. Med. Chem. , vol.38 , pp. 3043-3052
    • Cholody, W.M.1    Hernandez, L.2    Hassner, L.3    Scudiero, D.A.4    Djurickovic, D.B.5    Michejda, C.J.6
  • 2
    • 0029036220 scopus 로고
    • Mechanism of action of bisimidazoacridones, new drugs with potent, selective activity against colon cancer
    • Hernandez, L., W. M. Cholody, E. A. Hudson, J. H. Resau, G. Pauly and C. J. Michejda (1995) Mechanism of action of bisimidazoacridones, new drugs with potent, selective activity against colon cancer. Cancer Res. 55, 2338-2345.
    • (1995) Cancer Res. , vol.55 , pp. 2338-2345
    • Hernandez, L.1    Cholody, W.M.2    Hudson, E.A.3    Resau, J.H.4    Pauly, G.5    Michejda, C.J.6
  • 4
    • 0033212414 scopus 로고    scopus 로고
    • Bisimidazoacridones: Effect of molecular environment on conformation and photophysical properties
    • Tarasov, S. G., J. R. Casas-Finet, W. M. Cholody and C. J. Michejda (1999) Bisimidazoacridones: effect of molecular environment on conformation and photophysical properties. Photochem. Photobiol. 70, 568-578.
    • (1999) Photochem. Photobiol. , vol.70 , pp. 568-578
    • Tarasov, S.G.1    Casas-Finet, J.R.2    Cholody, W.M.3    Michejda, C.J.4
  • 5
    • 0016175370 scopus 로고
    • Theoretical aspects of DNA-protein interactions: Co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice
    • McGhee, J. D. and P. H. von Hippel (1974) Theoretical aspects of DNA-protein interactions: co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice. J. Mol. Biol. 86, 469-489.
    • (1974) J. Mol. Biol. , vol.86 , pp. 469-489
    • McGhee, J.D.1    Von Hippel, P.H.2
  • 6
    • 0000772394 scopus 로고
    • Frequency-domain fluorescence spectroscopy
    • (Edited by J. R. Lakowicz). Plenum Press, New York
    • Lakowicz, J. R. and I. Gryczynski (1991) Frequency-domain fluorescence spectroscopy. In Topics in Fluorescence Spectroscopy, Vol. I (Edited by J. R. Lakowicz), pp. 293-335. Plenum Press, New York.
    • (1991) Topics in Fluorescence Spectroscopy , vol.1 , pp. 293-335
    • Lakowicz, J.R.1    Gryczynski, I.2
  • 7
    • 0023958898 scopus 로고
    • Acrylamide and molecular oxygen fluorescence quenching as a probe of solvent accessibility of aromatic fluorophores complexed with DNA in relation to their conformations: Coronene-DNA and other complexes
    • Zinger, D. and N. E. Geacintov (1988) Acrylamide and molecular oxygen fluorescence quenching as a probe of solvent accessibility of aromatic fluorophores complexed with DNA in relation to their conformations: coronene-DNA and other complexes. Photochem. Photobiol. 47, 181-188.
    • (1988) Photochem. Photobiol. , vol.47 , pp. 181-188
    • Zinger, D.1    Geacintov, N.E.2
  • 9
    • 0018116734 scopus 로고
    • DNA bifunctional intercalators. 2. Fluorescence properties and DNA binding interaction of an ethidium homodimer and an acridine ethidium heterodimer
    • Gaugain, B., J. Barbet, N. Capelle, B. P. Roques and J.-B. Le Pecq (1978) DNA bifunctional intercalators. 2. Fluorescence properties and DNA binding interaction of an ethidium homodimer and an acridine ethidium heterodimer. Biochemistry 17, 5078-5088.
    • (1978) Biochemistry , vol.17 , pp. 5078-5088
    • Gaugain, B.1    Barbet, J.2    Capelle, N.3    Roques, B.P.4    Le Pecq, J.-B.5
  • 10
    • 0025034527 scopus 로고
    • Environment-induced changes in DNA conformation as probed by ethidium bromide fluorescence
    • Cuniberty, C. and M. Guenza (1990) Environment-induced changes in DNA conformation as probed by ethidium bromide fluorescence. Biophys. Chem. 38, 11-22.
    • (1990) Biophys. Chem. , vol.38 , pp. 11-22
    • Cuniberty, C.1    Guenza, M.2
  • 11
    • 0036569639 scopus 로고    scopus 로고
    • Intercalation of imidazoacridinones to DNA and its relevance to cytotoxic and antitumor activity
    • Dziȩgielewski, J., B. Ślusarski, A. Konitz, A. Składanowski and J. Konopa (2002) Intercalation of imidazoacridinones to DNA and its relevance to cytotoxic and antitumor activity. Biochem. Pharmacol. 63, 1653-1662.
    • (2002) Biochem. Pharmacol. , vol.63 , pp. 1653-1662
    • Dziȩgielewski, J.1    Ślusarski, B.2    Konitz, A.3    Składanowski, A.4    Konopa, J.5
  • 13
    • 0031857716 scopus 로고    scopus 로고
    • Antitumor polycyclic acridines. Part 4. Physico-chemical studies on the interactions between DNA and novel tetracyclic acridine derivatives
    • Giménez-Arnau, E., S. Missailidis and M. F. G. Stevens (1998) Antitumor polycyclic acridines. Part 4. Physico-chemical studies on the interactions between DNA and novel tetracyclic acridine derivatives. Anti-Cancer Drug Des. 13, 431-451.
    • (1998) Anti-Cancer Drug Des. , vol.13 , pp. 431-451
    • Giménez-Arnau, E.1    Missailidis, S.2    Stevens, M.F.G.3
  • 14
    • 0032084179 scopus 로고    scopus 로고
    • Studies of interaction between Safranin T and double helix DNA by spectral methods
    • Cao, Y. and X. He (1998) Studies of interaction between Safranin T and double helix DNA by spectral methods. Spectrochim. Acta Part A 54, 883-892.
    • (1998) Spectrochim. Acta Part A , vol.54 , pp. 883-892
    • Cao, Y.1    He, X.2
  • 15
    • 0029942597 scopus 로고    scopus 로고
    • Comparative evaluation of the intracellular accumulation and DNA binding of Idarubicin and Daunorubicin in sensitive and multidrug-resistant human leukaemia K562 cells
    • Bogush, T. and J. Robert (1996) Comparative evaluation of the intracellular accumulation and DNA binding of Idarubicin and Daunorubicin in sensitive and multidrug-resistant human leukaemia K562 cells. Anticancer Res. 76, 365-368.
    • (1996) Anticancer Res. , vol.76 , pp. 365-368
    • Bogush, T.1    Robert, J.2
  • 16
    • 4143080522 scopus 로고    scopus 로고
    • Energetics of drug-DNA interactions
    • Chaires, J. B. (1997) Energetics of drug-DNA interactions. Biopolymers 44, 201-215.
    • (1997) Biopolymers , vol.44 , pp. 201-215
    • Chaires, J.B.1
  • 17
    • 0034713855 scopus 로고    scopus 로고
    • Energetics of DNA intercalation reactions
    • Ren, J., T. C. Jenkins and J. B. Chaires (2000) Energetics of DNA intercalation reactions. Biochemistry 39, 8439-8447.
    • (2000) Biochemistry , vol.39 , pp. 8439-8447
    • Ren, J.1    Jenkins, T.C.2    Chaires, J.B.3
  • 18
    • 0032562105 scopus 로고    scopus 로고
    • The orientation of norfloxacin bound to double-stranded DNA
    • Bailly, C., P. Colson and C. Houssier (1998) The orientation of norfloxacin bound to double-stranded DNA. Biochem. Biophys. Res. Commun. 243, 844-848.
    • (1998) Biochem. Biophys. Res. Commun. , vol.243 , pp. 844-848
    • Bailly, C.1    Colson, P.2    Houssier, C.3
  • 19
    • 0031693340 scopus 로고    scopus 로고
    • Stacking interactions and intercalative DNA binding
    • Gago, F. (1998) Stacking interactions and intercalative DNA binding. Methods: A Companion To Methods In Enzymol. 14, 277-292.
    • (1998) Methods: A Companion to Methods in Enzymol. , vol.14 , pp. 277-292
    • Gago, F.1
  • 21
    • 0033650611 scopus 로고    scopus 로고
    • Concerted intercalation and minor groove recognition of DNA by a homodimeric thiazole orange dye
    • Bunkenborg, J., N. Gadjiev, T. Deligeorgiev and J. P. Jacobsen (2000) Concerted intercalation and minor groove recognition of DNA by a homodimeric thiazole orange dye. Bioconjug. Chem. 11, 861-867.
    • (2000) Bioconjug. Chem. , vol.11 , pp. 861-867
    • Bunkenborg, J.1    Gadjiev, N.2    Deligeorgiev, T.3    Jacobsen, J.P.4
  • 22
    • 0033660582 scopus 로고    scopus 로고
    • The intercalation of imidazoacridinones into DNA induces conformational changes in their side chain
    • Mazerski, J. and K. Muchewicz (2000) The intercalation of imidazoacridinones into DNA induces conformational changes in their side chain. Acta Biochim. Pol. 47, 65-78.
    • (2000) Acta Biochim. Pol. , vol.47 , pp. 65-78
    • Mazerski, J.1    Muchewicz, K.2
  • 23
    • 0019320465 scopus 로고
    • Effects of ring substituents and linker chains on the bifunctional intercalation of diacridines into deoxyribonucleic acid
    • Wright, R. G. McR., L. P. G. Wakelin, A. Fieldes, R. M. Acheson and M. J. Waring (1980) Effects of ring substituents and linker chains on the bifunctional intercalation of diacridines into deoxyribonucleic acid. Biochemistry 19, 5825-5836.
    • (1980) Biochemistry , vol.19 , pp. 5825-5836
    • Wright, R.G.McR.1    Wakelin, L.P.G.2    Fieldes, A.3    Acheson, R.M.4    Waring, M.J.5
  • 24
    • 0024603265 scopus 로고
    • Acridine dimers: Influence of the intercalating ring and of the linking chain nature on the equilibrium and kinetic DNA-binding parameters
    • Markovits, J., C. Garbay-Jaureguiberry, B. P. Roques and J.-B. Le Pecq (1989) Acridine dimers: influence of the intercalating ring and of the linking chain nature on the equilibrium and kinetic DNA-binding parameters. Eur. J. Biochem. 180, 359-366.
    • (1989) Eur. J. Biochem. , vol.180 , pp. 359-366
    • Markovits, J.1    Garbay-Jaureguiberry, C.2    Roques, B.P.3    Le Pecq, J.-B.4
  • 25
    • 0017146579 scopus 로고
    • Ion effects on ligand-nucleic acid interactions
    • Record Jr., M. T., T. M. Lohman and P. de Haseth (1976) Ion effects on ligand-nucleic acid interactions. J. Mol. Biol. 107, 145-158.
    • (1976) J. Mol. Biol. , vol.107 , pp. 145-158
    • Record M.T., Jr.1    Lohman, T.M.2    De Haseth, P.3
  • 27
    • 0029026601 scopus 로고
    • Criteria for the mode of binding of DNA binding agents
    • Suh, D. and J. B. Chaires (1995) Criteria for the mode of binding of DNA binding agents. Bioorg. Med. Chem. 3, 723-728.
    • (1995) Bioorg. Med. Chem. , vol.3 , pp. 723-728
    • Suh, D.1    Chaires, J.B.2
  • 28
    • 0036167911 scopus 로고    scopus 로고
    • Fluorescence characteristics of site-specific and stereochemically distinct benzo[a]pyrene diol epoxide-DNA adducts as probes of adduct conformation
    • Huang, W., S. Amin and N. E. Geacintov (2002) Fluorescence characteristics of site-specific and stereochemically distinct benzo[a]pyrene diol epoxide-DNA adducts as probes of adduct conformation. Chem. Res. Toxicol. 15, 118-126.
    • (2002) Chem. Res. Toxicol. , vol.15 , pp. 118-126
    • Huang, W.1    Amin, S.2    Geacintov, N.E.3
  • 30
    • 0029112164 scopus 로고
    • Berenil [1,3-bis(4′-amidinophenyl)triazene] binding to DNA duplexes and to a RNA duplex: Evidence for both intercalative and minor groove binding properties
    • Pilch, D. S., M. A. Kirolos, X. Liu, G. E. Plum and K. J. Breslauer (1995) Berenil [1,3-bis(4′-amidinophenyl)triazene] binding to DNA duplexes and to a RNA duplex: evidence for both intercalative and minor groove binding properties. Biochemistry 34, 9962-9976.
    • (1995) Biochemistry , vol.34 , pp. 9962-9976
    • Pilch, D.S.1    Kirolos, M.A.2    Liu, X.3    Plum, G.E.4    Breslauer, K.J.5
  • 31
    • 0030002584 scopus 로고    scopus 로고
    • Characterizing the DNA binding modes of the topoisomerase I-poisoning terbenzimidazole: Evidence for both intercalative and minor groove binding properties
    • Pilch, D. S., Z. Xu, Q. Sun, E. J. Lavoie, L. F. Liu, N. E. Geacintov and K. J. Breslauer (1996) Characterizing the DNA binding modes of the topoisomerase I-poisoning terbenzimidazole: evidence for both intercalative and minor groove binding properties. Drug Des. Discov. 13, 115-133.
    • (1996) Drug Des. Discov. , vol.13 , pp. 115-133
    • Pilch, D.S.1    Xu, Z.2    Sun, Q.3    Lavoie, E.J.4    Liu, L.F.5    Geacintov, N.E.6    Breslauer, K.J.7
  • 32
    • 0027315980 scopus 로고
    • Search for structure-specific nucleic acid interactive drugs: Effects of compound structure on RNA versus DNA interaction strength
    • Wilson, W. D., L. Ratmayer, M. Zhao, L. Strekowski and D. Boykin (1993) Search for structure-specific nucleic acid interactive drugs: effects of compound structure on RNA versus DNA interaction strength. Biochemistry 32, 4098-4104.
    • (1993) Biochemistry , vol.32 , pp. 4098-4104
    • Wilson, W.D.1    Ratmayer, L.2    Zhao, M.3    Strekowski, L.4    Boykin, D.5
  • 33
    • 0028942808 scopus 로고
    • Analysis of van der Waals and electrostatic contributions in the interactions of minor groove binding benzimidazoles with DNA
    • Czarny, A., D. Boykin, A. Wood, C. M. Nunn, S. Neidle, M. Zhao and W. D. Wilson (1995) Analysis of van der Waals and electrostatic contributions in the interactions of minor groove binding benzimidazoles with DNA. J. Am. Chem. Soc. 117, 4716-4717.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 4716-4717
    • Czarny, A.1    Boykin, D.2    Wood, A.3    Nunn, C.M.4    Neidle, S.5    Zhao, M.6    Wilson, W.D.7
  • 34
    • 0019364861 scopus 로고
    • DNA modification and cancer
    • Waring, M. J. (1981) DNA modification and cancer. Ann. Rev. Biochem. 50, 159-192.
    • (1981) Ann. Rev. Biochem. , vol.50 , pp. 159-192
    • Waring, M.J.1
  • 35
    • 0026569363 scopus 로고
    • Conformation of B-DNA containing O6-ethyl-G-C base pairs stabilized by minor groove binding drugs: Molecular structure of d(CGC[e6G]AATTCGCG) complexed with Hoechst 33258 or Hoechst 33342
    • Sriram, M., G. A. van der Marel, H. L. Roelen, J. H. van Boom and A. H. Wang (1992) Conformation of B-DNA containing O6-ethyl-G-C base pairs stabilized by minor groove binding drugs: molecular structure of d(CGC[e6G]AATTCGCG) complexed with Hoechst 33258 or Hoechst 33342. EMBO J. 11(1), 225-232.
    • (1992) EMBO J. , vol.11 , Issue.1 , pp. 225-232
    • Sriram, M.1    Van der Marel, G.A.2    Roelen, H.L.3    Van Boom, J.H.4    Wang, A.H.5
  • 36
    • 0037130278 scopus 로고    scopus 로고
    • Self-association and unique DNA binding properties of the anti-cancer agent TAS-103, a dual inhibitor of topoisomerases 1 and II
    • Ishida, K. and T. Asao (2002) Self-association and unique DNA binding properties of the anti-cancer agent TAS-103, a dual inhibitor of topoisomerases 1 and II. Biochim. Biophys. Acta 1587, 155-163.
    • (2002) Biochim. Biophys. Acta , vol.1587 , pp. 155-163
    • Ishida, K.1    Asao, T.2
  • 38
    • 0018866267 scopus 로고
    • The structure of drug-deoxydinucleoside phosphate complex; generalized conformational behavior of intercalation complexes with DNA and RNA fragments
    • Shieh, H.-S., H. M. Berman, M. Dabrow and S. Neidle (1980) The structure of drug-deoxydinucleoside phosphate complex; generalized conformational behavior of intercalation complexes with DNA and RNA fragments. Nucleic Acids Res. 8, 85-97.
    • (1980) Nucleic Acids Res. , vol.8 , pp. 85-97
    • Shieh, H.-S.1    Berman, H.M.2    Dabrow, M.3    Neidle, S.4
  • 39
    • 0026046808 scopus 로고
    • Binding of antibiotics to DNA
    • Waring, M. (1991) Binding of antibiotics to DNA. Ciba Found. Symp. 158, 128-142.
    • (1991) Ciba Found. Symp. , vol.158 , pp. 128-142
    • Waring, M.1
  • 40
    • 0034781209 scopus 로고    scopus 로고
    • Interest of acridine derivatives in the anticancer chemotherapy
    • Demeunynck, M., F. Charmantray and A. Martelli (2001) Interest of acridine derivatives in the anticancer chemotherapy. Curr. Pharm. Des. 7, 1703-1724.
    • (2001) Curr. Pharm. Des. , vol.7 , pp. 1703-1724
    • Demeunynck, M.1    Charmantray, F.2    Martelli, A.3
  • 41


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