Synthesis and cytotoxic activity of a new potent daunomycinone derivative

Bioorg Med Chem Lett. 2002 Dec 16;12(24):3505-7. doi: 10.1016/s0960-894x(02)00823-5.

Abstract

The preparation and cytotoxic activity of 4'-azido-3'-bromo-3'-deamino-4'-deoxydaunorubicin is described. The new compound was found to be less active in vitro than adriamycin against L1210 and the sensitive cell lines KB-3-1 and MES-SA, but retained interesting cytotoxicity against the adriamycin resistant subline KB-A1 and the multidrug resistant MES-SA/Dx5 subline.

MeSH terms

  • Animals
  • Antibiotics, Antineoplastic / chemical synthesis
  • Antibiotics, Antineoplastic / pharmacology
  • Carbohydrates / chemistry
  • Cell Division / drug effects
  • Daunorubicin / analogs & derivatives*
  • Doxorubicin / pharmacology
  • Drug Resistance, Multiple
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Inhibitory Concentration 50
  • Mice
  • Naphthacenes / chemical synthesis*
  • Naphthacenes / pharmacology
  • Structure-Activity Relationship
  • Tumor Cells, Cultured

Substances

  • Antibiotics, Antineoplastic
  • Carbohydrates
  • Naphthacenes
  • Doxorubicin
  • daunomycinone
  • Daunorubicin