Synthesis and antitumor activity of 4-demethoxydaunorubicin, 4-demethoxy-7,9-diepidaunorubicin, and their beta anomers

Cancer Treat Rep. 1976 Jul;60(7):829-34.

Abstract

Four new derivatives of daunorubicin, characterized by the absence of the methoxyl group at the C-4 position, have been obtained by chemical synthesis. 4-Demethoxydaunorubicin (NSC-256439) was effective against L1210 and Gross leukemias and ascites and solid Sarcoma 180 at doses four to eight times lower than those effective for daunorubicin. The beta anomer of 4-demethoxydaunorubicin was active at doses 13and eight times higher than those of its corresponding alpha anomer against L1210 and Gross leukemias respectively. 4-Demethoxy-7,9-diepidaunorubicin and its beta anomer were devoid of any biologic activity at the doses tested.

MeSH terms

  • Animals
  • Daunorubicin / analogs & derivatives*
  • Daunorubicin / chemical synthesis
  • Daunorubicin / therapeutic use
  • Dose-Response Relationship, Drug
  • Leukemia L1210 / drug therapy
  • Mice
  • Neoplasms, Experimental / drug therapy*
  • Sarcoma 180 / drug therapy

Substances

  • Daunorubicin