Antiplasmodial flavanones and a stilbene from Carpha glomerata

Bioorg Med Chem Lett. 2018 Nov 1;28(20):3368-3371. doi: 10.1016/j.bmcl.2018.09.003. Epub 2018 Sep 4.

Abstract

Bioassay-guided fractionation of an extract of Carpha glomerata (Cyperaceae) led to the isolation of seven compounds. Compounds 1 (carphorin A), 3 (carphorin C), 4 (carphorin D), and 5 (carphabene) are new compounds, and compound 2 (8-(3″-hydroxyisoamyl)-naringenin) was isolated for the first time as a natural product. All structures were elucidated based on analyses of their HR-ESIMS and 1D and 2D NMR data. Compounds 1, 2, and 6, which have prenyl or hydroxyprenyl side chains, exhibited antiplasmodial activities with IC50 values of 5.2 ± 0.6, 3.4 ± 0.4, and 6.7 ± 0.8 µM against the drug-resistant Dd2 strain of Plasmodium falciparum. In addition the prenylated stilbene 5 also showed good activity, with IC50 5.8 ± 0.7 µM.

Keywords: Antiplasmodial activity; Bioassay-guided discovery; Carpha glomerata; Cyperaceae.

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*
  • Cyperaceae / chemistry*
  • Flavanones / chemistry
  • Flavanones / isolation & purification
  • Flavanones / pharmacology*
  • Plasmodium falciparum / drug effects
  • Stilbenes / chemistry
  • Stilbenes / isolation & purification
  • Stilbenes / pharmacology*

Substances

  • Antimalarials
  • Flavanones
  • Stilbenes