Role of the quinone structure in the mitochondrial damage induced by antitumor anthracyclines. Comparison of adriamycin and 5-iminodaunorubicin

FEBS Lett. 1983 May 8;155(2):267-72. doi: 10.1016/0014-5793(82)80618-2.

Abstract

Adriamycin cardiotoxicity has been correlated with a disturbance of heart mitochondrial functions. Here, 5-iminodaunorubicin was compared with adriamycin for its capability to interfere in the mitochondrial electron transport with subsequent membrane damaging. The results suggest that minor chemical modifications of the anthraquinone moiety of anthracycline glycoside drugs should be a promising way to decrease mitochondrial membrane damage induced by this class of antitumor drugs.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cattle
  • Daunorubicin / analogs & derivatives*
  • Daunorubicin / toxicity
  • Doxorubicin / toxicity*
  • Electron Transport / drug effects
  • Fluorescence Polarization
  • In Vitro Techniques
  • Intracellular Membranes / drug effects
  • Mitochondria, Heart / drug effects*
  • Quinones*
  • Structure-Activity Relationship

Substances

  • Quinones
  • Doxorubicin
  • 5-iminodaunorubicin
  • Daunorubicin