Two new megastigmane glycosides, physanosides A and B, from Physalis alkekengi L. var. franchetii, and their effect on NO release in macrophages

Chem Biodivers. 2008 May;5(5):758-63. doi: 10.1002/cbdv.200890072.

Abstract

Two new megastigmane glycosides, physanosides A and B (1 and 2, resp.), were isolated from Physalis alkekengi L. var. franchetii, together with four known compounds (6S,9R)-roseoside (3), (6S,9S)-roseoside (4), (6R,9S)-3-oxo-alpha-ionol beta-D-glucopyranoside (5), and citroside A (6). Their structures were elucidated on the basis of physicochemical evidence, in-depth NMR spectroscopic analysis, high-resolution mass spectrometry, and CD spectroscopy, and their inhibitory effect on NO production was also examined. Compounds 2 and 3 exhibited strong inhibition on lipopolysaccharide-induced NO release by macrophages with IC(50) values of 9.93 and 7.31 microM, respectively.

MeSH terms

  • Animals
  • Cell Line
  • Cyclohexanones / chemistry*
  • Cyclohexanones / pharmacology*
  • Disaccharides / chemistry*
  • Disaccharides / pharmacology*
  • Glycosides / chemistry*
  • Glycosides / pharmacology*
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects*
  • Macrophages / metabolism
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • Nitric Oxide / metabolism*
  • Physalis / chemistry*

Substances

  • Cyclohexanones
  • Disaccharides
  • Glycosides
  • Lipopolysaccharides
  • physanoside A
  • Nitric Oxide