Synthesis and biological activity of 23-hydroxybetulinic acid C-28 ester derivatives as antitumor agent candidates

Molecules. 2012 Jul 25;17(8):8832-41. doi: 10.3390/molecules17088832.

Abstract

23-Hydroxybetulinic acid (1) served as the precursor for the synthesis of C-28 ester derivatives. The target compounds were evaluated in vitro for their antitumor activities against five cell lines (A549, BEL-7402, SF-763, B16 and HL-60). Among the obtained compounds, 6i had the most potent antitumor activity, with the IC(50 values of 8.35 µM in HL-60 cells and showed similar antitumor activity as cyclophosphamide in H22 liver tumor and as 5-fluorouracil in B16 melanoma in vivo.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cyclophosphamide / pharmacology
  • Esters
  • Female
  • Fluorouracil / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Mice
  • Mice, Inbred ICR
  • Triterpenes / chemical synthesis*
  • Triterpenes / pharmacology
  • Tumor Burden / drug effects
  • Xenograft Model Antitumor Assays

Substances

  • 23-hydroxybetulinic acid
  • Antineoplastic Agents
  • Esters
  • Triterpenes
  • Cyclophosphamide
  • Fluorouracil