Fortuneanosides G-L, dibenzofuran glycosides from the fruit of Pyracantha fortuneana

Chem Pharm Bull (Tokyo). 2008 Apr;56(4):439-42. doi: 10.1248/cpb.56.439.

Abstract

Six new dibenzofuran glycosides, fortuneanosides G (1), H (2), I (3), J (4), K (5), and L (6), were isolated from the fruit of Pyracantha fortuneana (MAXIM) LI. Their structures were determined to be 3,7-dihydroxy-2,4-dimethoxy-dibenzofuran 7-O-beta-D-glucopyranoside, 3,7-dihydroxy-2,4-dimethoxy-dibenzofuran 7-O-(alpha-L-rhamnopyranosyl)-(1-6)-beta-D-glucopyranoside, 3,6-dihydroxy-2,4-dimethoxy-dibenzofuran 6-O-beta-D-glucopyranoside, 2,4-dimethoxy-3,6,9-trihydroxy-dibenzofuran 6-O-beta-D-glucopyranoside, 3,9-dihydroxy-2,4-dimethoxy-dibenzofuran 3-O-beta-D-glucopyranoside, and 2-methoxy-3,4,9-trihydroxy-dibenzofuran 4-O-beta-D-glucopyranoside based on spectroscopic analysis. Fortuneanosides G-J showed more potent tyrosinase-inhibitory activity than arbutin.

MeSH terms

  • Arbutin / pharmacology
  • Benzofurans / chemistry*
  • Benzofurans / isolation & purification
  • Chromatography, Gas
  • Chromatography, High Pressure Liquid
  • Enzyme Inhibitors / pharmacology
  • Fruit / chemistry*
  • Glycosides / chemistry*
  • Glycosides / isolation & purification*
  • Hydrolysis
  • Magnetic Resonance Spectroscopy
  • Monophenol Monooxygenase / antagonists & inhibitors
  • Pyracantha / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Benzofurans
  • Enzyme Inhibitors
  • Glycosides
  • Arbutin
  • Monophenol Monooxygenase