3-Hydroxydihydrobenzofuran glucosides from Gnaphalium polycaulon

Chem Pharm Bull (Tokyo). 2011;59(9):1160-2. doi: 10.1248/cpb.59.1160.

Abstract

A new 3-hydroxydihydrobenzofuran glucoside, gnaphaliol 9-O-β-D-glucopyranoside (2), was isolated from the aerial parts of Gnaphalium polycaulon together with 1-{(2R*,3S*-3-(β-D-glucopyranosyloxy)-2,3-dihydro-2-[1-(hydroxyl methyl)vinyl]-1-benzofuran-5-yl}-ethanone or gnaphaliol 3-O-β-D-glucopyranoside (1), (Z)-3-hexenyl O-β-D-glucopyranoside (3) and adenosine (4). The absolute configurations at C-2 and C-3 positions of compound 1 were determined to be 2R and 3R. The structures of these compounds were elucidated on the basis of their physical and spectroscopic data.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzofurans / chemistry*
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Gnaphalium / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Plant Components, Aerial / chemistry
  • Stereoisomerism

Substances

  • Benzofurans
  • Glucosides