Literature DB >> 673863

Synthesis, DNA-binding and biological activity of a double intercalating analog of ethidium bromide.

K F Kuhlmann, N J Charbeneau, C W Mosher.   

Abstract

A bis-phenanthridinium salt has been synthesized and its DNA-binding studied. Evidence provided by UV and CD spectra, by thermal denaturation profiles and by equilibrium dialysis of the drug-DNA complex lead to the conclusion that both phenanthridine moieties intercalate in the helix. The double intercalator appears to be less potent than ethidium chloride as an inhibitor of nucleic acid synthesis in cultured L1210 cells, though it is more potent than a monomeric analog. The low potency may be due to a low cell influx rate.

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Year:  1978        PMID: 673863      PMCID: PMC342191          DOI: 10.1093/nar/5.7.2629

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


  21 in total

1.  COMPLEX FORMATION WITH DNA AND INHIBITION OF ESCHERICHIA COLI RNA POLYMERASE BY ETHIDIUM BROMIDE.

Authors:  M J WARING
Journal:  Biochim Biophys Acta       Date:  1964-06-22

2.  The effects of antimicrobial agents on deoxyribonucleic acid polymerase.

Authors:  W H Elliott
Journal:  Biochem J       Date:  1963-03       Impact factor: 3.857

3.  Mechanism of ethidium bromide fluorescence enhancement on binding to nucleic acids.

Authors:  J Olmsted; D R Kearns
Journal:  Biochemistry       Date:  1977-08-09       Impact factor: 3.162

4.  Diacridines, bifunctional intercalators--V. Inhibition of processing of precursor rRNA and inhibition of methylation of Escherichia coli tRNA.

Authors:  R M Fico; E S Canellakis
Journal:  Biochem Pharmacol       Date:  1977-02-15       Impact factor: 5.858

5.  Binding to deoxyribonucleic acid and inhibition of ribonucleic acid polymerase by analogs of chloroquine.

Authors:  V E Márquez; J W Cranston; R W Ruddon; J H Burckhalter
Journal:  J Med Chem       Date:  1974-08       Impact factor: 7.446

6.  [Proton NMR study of the autoassociation of ethidium bromide and of a dimer of phenanthridinium in aqueous solution].

Authors:  B P Roques; J Barbet; J B Le Pecq
Journal:  C R Acad Hebd Seances Acad Sci D       Date:  1976-11-15

7.  [DNA-intercalating compounds. Synthesis of several monomers and 1 dimer of phenanthridinium bearing aminoalkoylated chains].

Authors:  B P Roques; J Barnet; R Oberlin; J B Le Pecq
Journal:  C R Acad Hebd Seances Acad Sci D       Date:  1976-11-08

8.  [DNA-polyintercalation compounds. Synthesis of ellipticine dimers].

Authors:  A Delbarre; B P Roques; J B le Pecq
Journal:  C R Acad Hebd Seances Acad Sci D       Date:  1977-01-03

9.  2-Deaminoactinomycin D, synthesis and interaction with deoxyribonucleic acid.

Authors:  C W Mosher; K F Kuhlmann; D G Kleid; D W Henry
Journal:  J Med Chem       Date:  1977-08       Impact factor: 7.446

10.  Biphasic helix-coil transition of the ethidium bromide-poly (dA-dT) and the propidium diiodide - poly (dA-dT) complexes. Stabilization of base-pair regions centered about the intercalation site.

Authors:  D J Patel; L L Canuel
Journal:  Biopolymers       Date:  1977-04       Impact factor: 2.505

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  4 in total

1.  Photocleavage of DNA and photofootprinting of E. coli RNA polymerase bound to promoter DNA by azido-9-acridinylamines.

Authors:  C Jeppesen; O Buchardt; U Henriksen; P E Nielsen
Journal:  Nucleic Acids Res       Date:  1988-07-11       Impact factor: 16.971

2.  Viscometric analysis of the interaction of bisphenanthridinium compounds with closed circular supercoiled and linear DNA.

Authors:  W D Wilson; R A Keel; R L Jones; C W Mosher
Journal:  Nucleic Acids Res       Date:  1982-07-10       Impact factor: 16.971

3.  Structure-activity relationships for the 9-(pyridin-2'-yl)- aminoacridines.

Authors:  Michael D Mosher; Kristi L Holmes; Katherine S Frost
Journal:  Molecules       Date:  2004-02-28       Impact factor: 4.411

4.  1H NMR study of an ethidium dimer poly(dA-dT) complex: evidence of a transition between bis and monointercalation.

Authors:  A Delbarre; M I Gourevitch; B Gaugain; J B Le Pecq; B P Roques
Journal:  Nucleic Acids Res       Date:  1983-07-11       Impact factor: 16.971

  4 in total

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