Flavanones from the stem bark of Erythrina abyssinica

Bioorg Med Chem. 2008 Dec 15;16(24):10356-62. doi: 10.1016/j.bmc.2008.10.012. Epub 2008 Oct 10.

Abstract

Twelve new flavanones bearing a 2,2-dimethylpyrano ring were isolated from a MeOH extract of the stem bark of Erythrina abyssinica. Their structures were determined on the basis of spectroscopic (UV, CD, 1D and 2D NMR, HRMS) and physico-chemical analyses. Compounds 1, 3, 5, 6, 8, and 9 exhibited inhibitory effects on the enzyme activity of PTP1B in an in vitro assay with IC(50) values ranging from 13.9+/-2.1 to 19.0+/-1.8 microM. These results suggest that prenyl and methoxy groups on the B ring contribute to the inhibitory activity of flavanones against PTP1B.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Erythrina / chemistry*
  • Flavanones / chemistry
  • Flavanones / isolation & purification
  • Flavanones / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • Plant Bark / chemistry*
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors

Substances

  • Flavanones
  • PTPN1 protein, human
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1