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PMR studies of the self-association of DNA intercalating ellipticine derivatives in aqueous solution.

Identifieur interne : 002B03 ( Ncbi/Curation ); précédent : 002B02; suivant : 002B04

PMR studies of the self-association of DNA intercalating ellipticine derivatives in aqueous solution.

Auteurs : A. Delbarre ; B P Roques ; J B Le Pecq ; J Y Lallemand ; Nguyen-Dat-Xuong

Source :

RBID : pubmed:949529

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English descriptors

Abstract

In aqueous solution DNA intercalating ellipticine derivatives aggregate in n-mers. The self-association constants K are higher than those of 2-methoxy-6-chloro-9-[3-dimethylaminopropyl-amino]-acridine and ethidium bromide. They are of the same order as that of actinomycin D but inferior to that of acridine orange. The increase of the 9-hydroxy-ellipticine constant by addition of sodium chloride shows the importance of anion participation in the mechanism of stacking in accordance with the high energy of self-association. In the stacked n-mers the ellipticine rings are inverted. The geometry shows the importance of the orientation of the quadrupole axis in the intermolecular association of the intercalating drugs.

DOI: 10.1016/0301-4622(76)80075-0
PubMed: 949529

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pubmed:949529

Le document en format XML

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<term>Magnetic Resonance Spectroscopy</term>
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<term>ADN</term>
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<term>Conformation d'acide nucléique</term>
<term>Conformation moléculaire</term>
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<term>Relation structure-activité</term>
<term>Sites de fixation</term>
<term>Spectroscopie par résonance magnétique</term>
<term>Thermodynamique</term>
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<term>Alkaloids</term>
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<div type="abstract" xml:lang="en">In aqueous solution DNA intercalating ellipticine derivatives aggregate in n-mers. The self-association constants K are higher than those of 2-methoxy-6-chloro-9-[3-dimethylaminopropyl-amino]-acridine and ethidium bromide. They are of the same order as that of actinomycin D but inferior to that of acridine orange. The increase of the 9-hydroxy-ellipticine constant by addition of sodium chloride shows the importance of anion participation in the mechanism of stacking in accordance with the high energy of self-association. In the stacked n-mers the ellipticine rings are inverted. The geometry shows the importance of the orientation of the quadrupole axis in the intermolecular association of the intercalating drugs.</div>
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