Bowdenol, a new 2,3-dihydrobenzofuran constituent from Bowdichia virgilioides

Nat Prod Lett. 2001;15(4):261-6. doi: 10.1080/10575630108041290.

Abstract

From the stem bark of Bowdichia virgilioides, lupeol, lupeol acetate, sitosterol, stigmasterol and methyl-3-[2-(1-hydroxymethylvinyl)-2,3-dihydrobenzo[b]furan-5-yl]-(E)-2-propenoate have been isolated. The latter is a new compound and it has been named as bowdenol. Their structures were elucidated with the aid of spectroscopic techniques, mostly 1 and 2D NMR. The biogenetic pathway for bowdenol has been suggested.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry
  • Acrylates / metabolism
  • Benzofurans / chemistry
  • Benzofurans / isolation & purification*
  • Brazil
  • Catalysis
  • Chromatography, Thin Layer
  • Coumaric Acids / chemistry
  • Coumaric Acids / metabolism
  • Fabaceae / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Bark / chemistry
  • Plant Stems / chemistry
  • Plants, Medicinal / chemistry*
  • Shikimic Acid / chemistry
  • Shikimic Acid / metabolism
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Sugar Phosphates / chemistry
  • Sugar Phosphates / metabolism
  • Tyrosine / chemistry
  • Tyrosine / metabolism

Substances

  • Acrylates
  • Benzofurans
  • Coumaric Acids
  • Sugar Phosphates
  • bowdenol
  • Shikimic Acid
  • Tyrosine
  • erythrose 4-phosphate
  • plicatin B acrylate