Trypanocidal Activity of 2,5-Diphenyloxazoles Isolated from the Roots of Oxytropis lanata

J Nat Prod. 2016 Nov 23;79(11):2933-2940. doi: 10.1021/acs.jnatprod.6b00778. Epub 2016 Oct 31.

Abstract

Eleven 2,5-diphenyloxazole derivatives (1-11), together with six known isoflavonoid derivatives, were isolated from the roots of Oxytropis lanata. The 2,5-diphenyloxazole (1) obtained proved to be identical to a standard sample used as a scintillator and liquid laser dye. The other oxazole derivatives isolated were found to have one to four hydroxy and/or O-methyl groups in their phenyl rings. Seven of the oxazole derivatives obtained are new (3-9). The inhibitory activity of the isolated compounds was evaluated against Trypanosoma congolense, the causative agent of African trypanosomosis in animals. Oxazoles with di- and trihydroxy groups showed trypanocidal activity, and 2-(2',3'-dihydroxyphenyl)-5-(2″-hydroxyphenyl)oxazole (4) exhibited the most potent inhibitory activity (IC50 1.0 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Inhibitory Concentration 50
  • Molecular Structure
  • Mongolia
  • Nuclear Magnetic Resonance, Biomolecular
  • Oxazoles / chemistry
  • Oxazoles / isolation & purification*
  • Oxazoles / pharmacology*
  • Oxytropis / chemistry*
  • Plant Roots / chemistry*
  • Trypanocidal Agents / chemistry
  • Trypanocidal Agents / isolation & purification*
  • Trypanocidal Agents / pharmacology*
  • Trypanosoma congolense / drug effects

Substances

  • 2-(2',3'-dihydroxyphenyl)-5-(2'-hydroxyphenyl)oxazole
  • Oxazoles
  • Trypanocidal Agents
  • 2,5-diphenyloxazole