Antiplasmodial Isoflavanes and Pterocarpans from Apoplanesia paniculata

Planta Med. 2015 Aug;81(12-13):1128-32. doi: 10.1055/s-0035-1546036. Epub 2015 May 27.

Abstract

Bioassay-guided fractionation of an EtOH extract of the roots of the plant Apoplanesia paniculata (Fabaceae) led to the isolation of the three known compounds amorphaquinone (1), pendulone (2), and melilotocarpan C (3), and the two new pterocarpans 4 and 5. Compounds 1 and 2 exhibited good antiplasmodial activity with IC50 values of 5.7 ± 1.5 and 7.0 ± 0.8 µM, respectively. Compound 3 exhibited weak antiplasmodial activity (41.8 ± 5.2 µM), while compounds 4 and 5 were inactive. Compound 6 was synthesized to confirm the structure of 5, and it showed enhanced antiplasmodial activity (15.8 ± 1.4 µM) compared to its analogues 3-5.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Antimalarials / chemistry*
  • Antimalarials / isolation & purification
  • Antimalarials / pharmacology
  • Cell Line, Tumor
  • Fabaceae / chemistry*
  • Female
  • Humans
  • Isoflavones / chemistry
  • Isoflavones / isolation & purification
  • Isoflavones / pharmacology
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Roots / chemistry
  • Plasmodium falciparum / drug effects*
  • Pterocarpans / chemistry*
  • Pterocarpans / isolation & purification
  • Pterocarpans / pharmacology
  • Quinones / chemistry
  • Quinones / isolation & purification
  • Quinones / pharmacology

Substances

  • Antimalarials
  • Isoflavones
  • Plant Extracts
  • Pterocarpans
  • Quinones
  • amorphaquinone
  • pendulone