Literature DB >> 9153311

Synthesis and binding properties of conjugates between oligodeoxynucleotides and daunorubicin derivatives.

A Garbesi1, S Bonazzi, S Zanella, M L Capobianco, G Giannini, F Arcamone.   

Abstract

Conjugation of an anthracycline to a triplex-forming oligonucleotide (TFO) allows delivery of this drug to a specific DNA site, preserving the intercalation geometry of this class of anticancer agents. Conjugate 11, in which the TFO is linked via a hexamethylene bridge to the O-4 on the D ring of the anthraquinone moiety, affords the most stable triple helix, through intercalation of the planar chromophore between DNA bases and binding of both the TFO and the amino sugar to the major and the minor groove respectively.

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Year:  1997        PMID： 9153311      PMCID： PMC146708          DOI： 10.1093/nar/25.11.2121

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN： 0305-1048            Impact factor:   16.971


  23 in total

1.  Letter: Antitumor agents. XIII. Isolation and absolute configuration of carminomycin I from Streptosporangium sp.

Authors:  M C Wani; H L Taylor; M E Wall; A T McPhail; K D Onan
Journal:  J Am Chem Soc       Date:  1975-10-01       Impact factor: 15.419

2.  Parsing the free energy of anthracycline antibiotic binding to DNA.

Authors:  J B Chaires; S Satyanarayana; D Suh; I Fokt; T Przewloka; W Priebe
Journal:  Biochemistry       Date:  1996-02-20       Impact factor: 3.162

Review 3.  DNA topoisomerase poisons as antitumor drugs.

Authors:  L F Liu
Journal:  Annu Rev Biochem       Date:  1989       Impact factor: 23.643

4.  On the interaction of daunomycin with synthetic alternating DNAs: sequence specificity and polyelectrolyte effects on the intercalation equilibrium.

Authors:  L E Xodo; G Manzini; J Ruggiero; F Quadrifoglio
Journal:  Biopolymers       Date:  1988-11       Impact factor: 2.505

5.  Sequence-specific artificial photo-induced endonucleases based on triple helix-forming oligonucleotides.

Authors:  L Perrouault; U Asseline; C Rivalle; N T Thuong; E Bisagni; C Giovannangeli; T Le Doan; C Hélène
Journal:  Nature       Date:  1990-03-22       Impact factor: 49.962

6.  Sequence-specific intercalating agents: intercalation at specific sequences on duplex DNA via major groove recognition by oligonucleotide-intercalator conjugates.

Authors:  J S Sun; J C François; T Montenay-Garestier; T Saison-Behmoaras; V Roig; N T Thuong; C Hélène
Journal:  Proc Natl Acad Sci U S A       Date:  1989-12       Impact factor: 11.205

7.  Structural comparison of anticancer drug-DNA complexes: adriamycin and daunomycin.

Authors:  C A Frederick; L D Williams; G Ughetto; G A van der Marel; J H van Boom; A Rich; A H Wang
Journal:  Biochemistry       Date:  1990-03-13       Impact factor: 3.162

8.  Nucleic acid-binding molecules with high affinity and base sequence specificity: intercalating agents covalently linked to oligodeoxynucleotides.

Authors:  U Asseline; M Delarue; G Lancelot; F Toulmé; N T Thuong; T Montenay-Garestier; C Hélène
Journal:  Proc Natl Acad Sci U S A       Date:  1984-06       Impact factor: 11.205

9.  Equilibrium studies on the interaction of daunomycin with deoxypolynucleotides.

Authors:  J B Chaires
Journal:  Biochemistry       Date:  1983-08-30       Impact factor: 3.162

10.  Sequence-targeted cleavage of single- and double-stranded DNA by oligothymidylates covalently linked to 1,10-phenanthroline.

Authors:  J C François; T Saison-Behmoaras; M Chassignol; N T Thuong; C Helene
Journal:  J Biol Chem       Date:  1989-04-05       Impact factor: 5.157
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  4 in total

1.  DNA binding and antigene activity of a daunomycin-conjugated triplex-forming oligonucleotide targeting the P2 promoter of the human c-myc gene.

Authors:  Giuseppina M Carbone; Eileen McGuffie; Sara Napoli; Courtney E Flanagan; Chiara Dembech; Umberto Negri; Federico Arcamone; Massimo L Capobianco; Carlo V Catapano
Journal:  Nucleic Acids Res       Date:  2004-04-30       Impact factor: 16.971

2.  Growth inhibition and apoptosis induced by daunomycin-conjugated triplex-forming oligonucleotides targeting the c-myc gene in prostate cancer cells.

Authors:  Sara Napoli; Umberto Negri; Federico Arcamone; Massimo L Capobianco; Giuseppina M Carbone; Carlo V Catapano
Journal:  Nucleic Acids Res       Date:  2006-01-30       Impact factor: 16.971

Review 3.  The triple helix: 50 years later, the outcome.

Authors:  Maria Duca; Pierre Vekhoff; Kahina Oussedik; Ludovic Halby; Paola B Arimondo
Journal:  Nucleic Acids Res       Date:  2008-08-01       Impact factor: 16.971

4.  DNA triplex formation with 5-dimethylaminopropargyl deoxyuridine.

Authors:  David A Rusling; Guomei Peng; Natarajan Srinivasan; Keith R Fox; Tom Brown
Journal:  Nucleic Acids Res       Date:  2009-01-12       Impact factor: 16.971
  4 in total

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