Chalcone-benzoxaborole hybrid molecules as potent antitrypanosomal agents

J Med Chem. 2012 Apr 12;55(7):3553-7. doi: 10.1021/jm2012408. Epub 2012 Mar 14.

Abstract

We report the novel chalcone-benzoxaborole hybrids and their structure-activity relationship against Trypanosoma brucei parasites. The 4-NH(2) derivative 29 and 3-OMe derivative 43 were found to have excellent potency. The synergistic 4-NH(2)-3-OMe compound 49 showed an IC(50) of 0.010 μg/mL and resulted in 100% survival and zero parasitemia in a murine infection model, which represents one of the most potent compounds discovered to date from the benzoxaborole class that inhibit T. brucei growth.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Boron Compounds / chemical synthesis*
  • Boron Compounds / chemistry
  • Boron Compounds / pharmacology
  • Cell Line, Tumor
  • Chalcones / chemical synthesis*
  • Chalcones / chemistry
  • Chalcones / pharmacology
  • Inhibitory Concentration 50
  • Mice
  • Parasitic Sensitivity Tests
  • Structure-Activity Relationship
  • Trypanocidal Agents / chemical synthesis*
  • Trypanocidal Agents / chemistry
  • Trypanocidal Agents / pharmacology
  • Trypanosoma brucei brucei / drug effects*
  • Trypanosomiasis, African / drug therapy

Substances

  • Boron Compounds
  • Chalcones
  • Trypanocidal Agents