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Volumn 51, Issue 11, 2008, Pages 3069-3072

Tuning the DNA conformational perturbations induced by cytotoxic platinum-acridine bisintercalators: Effect of metal cis/trans isomerism and DNA threading groups

Author keywords

[No Author keywords available]

Indexed keywords

ACRIDINE DERIVATIVE; INTERCALATING AGENT; PLATINUM COMPLEX;

EID: 44949122534     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm8003569     Document Type: Article
Times cited : (20)

References (31)
  • 1
    • 0036519363 scopus 로고    scopus 로고
    • DNA and its associated processes as targets for cancer therapy
    • Hurley, L. H. DNA and its associated processes as targets for cancer therapy. Nat. Rev. Cancer 2002, 2, 188-200.
    • (2002) Nat. Rev. Cancer , vol.2 , pp. 188-200
    • Hurley, L.H.1
  • 2
    • 33846899787 scopus 로고    scopus 로고
    • Bisintercalator natural products with potential therapeutic applications: Isolation, structure determination, synthetic and biological studies
    • Dawson, S.; Malkinson, J. P.; Paumier, D.; Searcey, M. Bisintercalator natural products with potential therapeutic applications: isolation, structure determination, synthetic and biological studies. Nat. Prod. Rep. 2007, 24, 109-126.
    • (2007) Nat. Prod. Rep , vol.24 , pp. 109-126
    • Dawson, S.1    Malkinson, J.P.2    Paumier, D.3    Searcey, M.4
  • 3
    • 0031693340 scopus 로고    scopus 로고
    • Stacking interactions and intercalative DNA binding
    • Gago, F. Stacking interactions and intercalative DNA binding. Methods 1998, 14, 277-292.
    • (1998) Methods , vol.14 , pp. 277-292
    • Gago, F.1
  • 4
    • 0347627153 scopus 로고    scopus 로고
    • Bisintercalating threading diacridines: Relationships between DNA binding, cytotoxicity, and cell cycle arrest
    • Wakelin, L. P.; Bu, X.; Eleftheriou, A.; Parmar, A.; Hayek, C.; Stewart, B. W. Bisintercalating threading diacridines: relationships between DNA binding, cytotoxicity, and cell cycle arrest. J. Med. Chem. 2003, 46, 5790-5802.
    • (2003) J. Med. Chem , vol.46 , pp. 5790-5802
    • Wakelin, L.P.1    Bu, X.2    Eleftheriou, A.3    Parmar, A.4    Hayek, C.5    Stewart, B.W.6
  • 5
  • 7
    • 33845357593 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of new asymmetrical bisintercalators as potential antitumor drugs
    • Antonini, I.; Santoni, G.; Lucciarini, R.; Amantini, C.; Sparapani, S.; Magnano, A. Synthesis and biological evaluation of new asymmetrical bisintercalators as potential antitumor drugs. J. Med. Chem. 2006, 49, 7198-7207.
    • (2006) J. Med. Chem , vol.49 , pp. 7198-7207
    • Antonini, I.1    Santoni, G.2    Lucciarini, R.3    Amantini, C.4    Sparapani, S.5    Magnano, A.6
  • 8
    • 10644233929 scopus 로고    scopus 로고
    • Platinum-intercalator conjugates: From DNA-targeted cisplatin derivatives to adenine binding complexes as potential modulators of gene regulation
    • Baruah, H.; Barry, C. G.; Bierbach, U. Platinum-intercalator conjugates: from DNA-targeted cisplatin derivatives to adenine binding complexes as potential modulators of gene regulation. Curr. Top. Med. Chem. 2004, 4, 1537-1549.
    • (2004) Curr. Top. Med. Chem , vol.4 , pp. 1537-1549
    • Baruah, H.1    Barry, C.G.2    Bierbach, U.3
  • 9
    • 27244458221 scopus 로고    scopus 로고
    • Characterization of the bisintercalative DNA binding mode of a bifunctional platinum-acridine agent
    • Choudhury, J. R.; Bierbach, U. Characterization of the bisintercalative DNA binding mode of a bifunctional platinum-acridine agent. Nucleic Acids Res. 2005, 33, 5622-5632.
    • (2005) Nucleic Acids Res , vol.33 , pp. 5622-5632
    • Choudhury, J.R.1    Bierbach, U.2
  • 10
    • 33744798490 scopus 로고    scopus 로고
    • Synthesis, biological activity, and DNA-damage profile of platinum-threading intercalator conjugates designed to target adenine
    • Guddneppanavar, R.; Saluta, G.; Kucera, G. L.; Bierbach, U. Synthesis, biological activity, and DNA-damage profile of platinum-threading intercalator conjugates designed to target adenine. J. Med. Chem. 2006, 49, 3204-3214.
    • (2006) J. Med. Chem , vol.49 , pp. 3204-3214
    • Guddneppanavar, R.1    Saluta, G.2    Kucera, G.L.3    Bierbach, U.4
  • 13
    • 0030871207 scopus 로고    scopus 로고
    • Evidence for Hoogsteen GC base pairs in the proton-induced transition from right-handed to left-handed poly(dG-dC)·poly(dG-dC)
    • Segers-Nolten, G. M.; Sijtsema, N. M.; Otto, C. Evidence for Hoogsteen GC base pairs in the proton-induced transition from right-handed to left-handed poly(dG-dC)·poly(dG-dC). Biochemistry 1997, 36, 13241-13247.
    • (1997) Biochemistry , vol.36 , pp. 13241-13247
    • Segers-Nolten, G.M.1    Sijtsema, N.M.2    Otto, C.3
  • 15
    • 0024514278 scopus 로고
    • Alternating d(G-C)3 and d(C-G)3 hexanucleotides containing 7-deaza-2′-deoxyguanosine or 8-aza-7-deaza-2′- deoxyguanosine in place of dG
    • Seela, F.; Driller, H. Alternating d(G-C)3 and d(C-G)3 hexanucleotides containing 7-deaza-2′-deoxyguanosine or 8-aza-7-deaza-2′- deoxyguanosine in place of dG. Nucleic Acids Res. 1989, 17, 901-910.
    • (1989) Nucleic Acids Res , vol.17 , pp. 901-910
    • Seela, F.1    Driller, H.2
  • 16
    • 34548183518 scopus 로고    scopus 로고
    • Formation of pseudosymmetrical G-quadruplex and i-motif structures in the proximal promoter region of the RET oncogene
    • Guo, K.; Pourpak, A.; Beetz-Rogers, K.; Gokhale, V.; Sun, D.; Hurley, L. H. Formation of pseudosymmetrical G-quadruplex and i-motif structures in the proximal promoter region of the RET oncogene. J. Am. Chem. Soc. 2007, 129, 10220-10228.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 10220-10228
    • Guo, K.1    Pourpak, A.2    Beetz-Rogers, K.3    Gokhale, V.4    Sun, D.5    Hurley, L.H.6
  • 17
    • 0023796273 scopus 로고
    • The chemistry and biology of unusual DNA structures adopted by oligopurine· oligopyrimidine sequences
    • Wells, R. D.; Collier, D. A.; Hanvey, J. C.; Shimizu, M.; Wohlrab, F. The chemistry and biology of unusual DNA structures adopted by oligopurine· oligopyrimidine sequences. FASEB J. 1988, 2, 2939-2949.
    • (1988) FASEB J , vol.2 , pp. 2939-2949
    • Wells, R.D.1    Collier, D.A.2    Hanvey, J.C.3    Shimizu, M.4    Wohlrab, F.5
  • 19
    • 0030010789 scopus 로고    scopus 로고
    • Enzymatic and chemical footprinting of anthracycline antitumor antibiotics and related saccharide side chains
    • Shelton, C. J.; Harding, M. M.; Prakash, A. S. Enzymatic and chemical footprinting of anthracycline antitumor antibiotics and related saccharide side chains. Biochemistry 1996, 35, 7974-7982.
    • (1996) Biochemistry , vol.35 , pp. 7974-7982
    • Shelton, C.J.1    Harding, M.M.2    Prakash, A.S.3
  • 20
    • 0026785419 scopus 로고
    • Quantitative footprinting analysis of the chromomycin A3-DNA interaction
    • Stankus, A.; Goodisman, J.; Dabrowiak, J. C. Quantitative footprinting analysis of the chromomycin A3-DNA interaction. Biochemistry 1992, 31, 9310-9318.
    • (1992) Biochemistry , vol.31 , pp. 9310-9318
    • Stankus, A.1    Goodisman, J.2    Dabrowiak, J.C.3
  • 23
    • 0345614319 scopus 로고
    • Unstable Hoogsteen base pairs adjacent to echinomycin binding sites within a DNA duplex
    • Gilbert, D. E.; van der Marel, G. A.; van Boom, J. H.; Feigon, J. Unstable Hoogsteen base pairs adjacent to echinomycin binding sites within a DNA duplex. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 3006-3010.
    • (1989) Proc. Natl. Acad. Sci. U.S.A , vol.86 , pp. 3006-3010
    • Gilbert, D.E.1    van der Marel, G.A.2    van Boom, J.H.3    Feigon, J.4
  • 24
    • 0024802641 scopus 로고
    • Echinomycin-induced hypersensitivity to osmium tetroxide of DNA fragments incapable of forming Hoogsteen base pairs
    • McLean, M. J.; Seela, F.; Waring, M. J. Echinomycin-induced hypersensitivity to osmium tetroxide of DNA fragments incapable of forming Hoogsteen base pairs. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 9687-9691.
    • (1989) Proc. Natl. Acad. Sci. U.S.A , vol.86 , pp. 9687-9691
    • McLean, M.J.1    Seela, F.2    Waring, M.J.3
  • 25
    • 0023129220 scopus 로고
    • Hoogsteen base pairs proximal and distal to echinomycin binding sites on DNA
    • Mendel, D.; Dervan, P. B. Hoogsteen base pairs proximal and distal to echinomycin binding sites on DNA. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 910-914.
    • (1987) Proc. Natl. Acad. Sci. U.S.A , vol.84 , pp. 910-914
    • Mendel, D.1    Dervan, P.B.2
  • 26
    • 0033573008 scopus 로고    scopus 로고
    • TATA element recognition by the TATA box-binding protein has been conserved throughout evolution
    • Patikoglou, G. A.; Kim, J. L.; Sun, L.; Yang, S. H.; Kodadek, T.; Burley, S. K. TATA element recognition by the TATA box-binding protein has been conserved throughout evolution. Genes Dev. 1999, 13, 3217-3230.
    • (1999) Genes Dev , vol.13 , pp. 3217-3230
    • Patikoglou, G.A.1    Kim, J.L.2    Sun, L.3    Yang, S.H.4    Kodadek, T.5    Burley, S.K.6
  • 27
    • 33745808012 scopus 로고    scopus 로고
    • Hoogsteen base pair formation promotes synthesis opposite the 1,N6- ethenodeoxyadenosine lesion by human DNA polymerase iota
    • Nair, D. T.; Johnson, R. E.; Prakash, L.; Prakash, S.; Aggarwal, A. K. Hoogsteen base pair formation promotes synthesis opposite the 1,N6- ethenodeoxyadenosine lesion by human DNA polymerase iota. Nat. Struct. Mol. Biol. 2006, 13, 619-625.
    • (2006) Nat. Struct. Mol. Biol , vol.13 , pp. 619-625
    • Nair, D.T.1    Johnson, R.E.2    Prakash, L.3    Prakash, S.4    Aggarwal, A.K.5
  • 28
    • 0024300366 scopus 로고
    • The S1-sensitive form of d(C-T)n·d(A-G)n: Chemical evidence for a three-stranded structure in plasmids
    • Johnston, B. H. The S1-sensitive form of d(C-T)n·d(A-G)n: chemical evidence for a three-stranded structure in plasmids. Science 1988, 241, 1800-1804.
    • (1988) Science , vol.241 , pp. 1800-1804
    • Johnston, B.H.1
  • 29
    • 0029036464 scopus 로고
    • Thermodynamics of an intramolecular DNA triple helix: A calorimetric and spectroscopic study of the pH and salt dependence of thermally induced structural transitions
    • Plum, G. E.; Breslauer, K. J. Thermodynamics of an intramolecular DNA triple helix: a calorimetric and spectroscopic study of the pH and salt dependence of thermally induced structural transitions. J. Mol. Biol. 1995, 248, 679-695.
    • (1995) J. Mol. Biol , vol.248 , pp. 679-695
    • Plum, G.E.1    Breslauer, K.J.2
  • 30
    • 0030613685 scopus 로고    scopus 로고
    • A model for the [C+-GxC]n triple helix derived from observation of the C+-GxC base triplet in a crystal structure
    • Nunn, C. M.; Trent, J. O.; Neidle, S. A model for the [C+-GxC]n triple helix derived from observation of the C+-GxC base triplet in a crystal structure. FEBS Lett. 1997, 416, 86-89.
    • (1997) FEBS Lett , vol.416 , pp. 86-89
    • Nunn, C.M.1    Trent, J.O.2    Neidle, S.3
  • 31
    • 0029610659 scopus 로고
    • A nucleic acid triple helix formed by a peptide nucleic acid-DNA complex
    • Betts, L.; Josey, J. A.; Veal, J. M.; Jordan, S. R. A nucleic acid triple helix formed by a peptide nucleic acid-DNA complex. Science 1995, 270, 1838-1841.
    • (1995) Science , vol.270 , pp. 1838-1841
    • Betts, L.1    Josey, J.A.2    Veal, J.M.3    Jordan, S.R.4


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