Extraction of daunorubicin and doxorubicin and their hydroxyl metabolites: self-association in aqueous solution

J Pharm Sci. 1978 Jun;67(6):782-5. doi: 10.1002/jps.2600670613.


The extraction of daunorubicin and doxorubicin and their hydroxyl metabolites daunorubicinol and doxorubicinol was studied using chloroform-1-pentanol (9:1) as the organic phase. Because of differences in acid dissociation constants, the pH for optimum extraction varied from 8.0 to 8.6 for the different compounds. Self-association in the aqueous phase significantly influenced the distribution ratio. Constants for the formation of dimers and tetramers in aqueous solutions were about 10(4.5) and 10(12), respectively.

MeSH terms

  • Chemical Phenomena
  • Chemistry, Physical
  • Daunorubicin / analysis
  • Daunorubicin / isolation & purification*
  • Doxorubicin / analysis
  • Doxorubicin / isolation & purification*
  • Light
  • Models, Chemical
  • Solubility
  • Solutions
  • Spectrophotometry
  • Water


  • Solutions
  • Water
  • Doxorubicin
  • Daunorubicin