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Interaction of 5-iminodaunorubicin with Fe(III) and with cardiolipin-containing vesicles

Authors
Journal
Biochimica et Biophysica Acta (BBA) - Biomembranes
0005-2736
Publisher
Elsevier
Publication Date
Volume
856
Issue
1
Identifiers
DOI: 10.1016/0005-2736(86)90019-2
Keywords
  • Iron(Iii)-5-Iminodaunorubicin Complex
  • 5-Iminodaunorubicin
  • Anthracycline
  • Cardiolipin
  • Membrane Vesicle
  • Drug-Membrane Interaction

Abstract

Abstract 5-Iminodaunorubicin is an anthracycline derivative exhibiting promising antitumor activity. Using potentiometric and spectroscopic measurements we have shown that 5-iminodaunorubicin forms with Fe(III) a complex in which three molecules of drug are bound to one Fe(III) ion. Each molecule is chelated through the C-12-carbonyl and the C-11-phenolate oxygen atoms. The stability constant is 1.6 · 10 34. Using circular dichroism measurements we have studied the interactions of 5-iminodaunorubicin with cardiolipin-containing vesicles. We have shown that cardiolipin could bind one molecule of drug without penetration of the dihydroanthraquinone moiety into the bilayer.

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