Structure elucidation of a dihydropyranone from Tapinanthus dodoneifolius

J Nat Prod. 2007 Dec;70(12):2006-9. doi: 10.1021/np070355x. Epub 2007 Dec 6.

Abstract

A new dihydropyranone, ( R)-6-[( S)-2-hydroxy-4-(4-hydroxyphenyl)butyl]-5,6-dihydropyran-2-one ( 1), was isolated from Tapinanthus dodoneifolius. The structure was determined from spectroscopic and X-ray crystallographic analysis. Compound 1 (named dodoneine) showed a relaxing effect on preconstricted rat aortic rings (IC 50 of 81.4 +/- 0.9 microM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Africa, Western
  • Animals
  • Aorta / drug effects*
  • Crystallography, X-Ray
  • Loranthaceae / chemistry*
  • Molecular Conformation
  • Molecular Structure
  • Plants, Medicinal / chemistry*
  • Pyrones / chemistry
  • Pyrones / isolation & purification*
  • Pyrones / pharmacology
  • Rats
  • Stereoisomerism

Substances

  • ( R)-6-(( S)-2-hydroxy-4-(4-hydroxyphenyl)butyl)-5,6-dihydropyran-2-one
  • Pyrones