New stilbenoids from Pholidota yunnanensis and their inhibitory effects on nitric oxide production

Chem Pharm Bull (Tokyo). 2006 Jan;54(1):21-5. doi: 10.1248/cpb.54.21.

Abstract

Six new stilbenoids, a (bibenzyldihydrophenanthrene) ether designated phoyunnanin D (1), a bis(dihydrophenanthrene) ether designated phoyunnanin E (2), and four stilbenes designated phoyunbene A-D (3-6), were isolated from the air-dried whole plant of Pholidota yunnanensis ROLFE. The new compounds were identified as 7-[2-(3-hydroxyphenethyl)-4-hydroxy-6-methoxyphenoxy]-4-hydroxy-2-methoxy-9,10-dihydrophenanthrene (1), 1-[(9,10-dihydro-4-hydroxy-2-methoxy-7-phenanthrenyl)oxy]-4,7-dihydroxy-2-methoxy-9,10-dihydrophenanthrene (2), trans-3,3'-dihydroxy-2',4',5-trimethoxystilbene (3), trans-3,4'-dihydroxy-2',3',5-trimethoxystilbene (4), trans-3,3'-dihydroxy-2',5-dimethoxystilbene (5), and trans-3-hydroxy-2',3',5-trimethoxystilbene (6) based on spectroscopic evidence. Furthermore, the inhibitory effects of compounds 1-6 on nitric oxide production in a murine macrophage-like cell line (RAW 264.7) activated by lipopolysaccharide and interferon-gamma were examined.

MeSH terms

  • Animals
  • Cell Line
  • Chromatography, High Pressure Liquid
  • Chromatography, Liquid
  • Macrophages / drug effects
  • Macrophages / enzymology
  • Magnetic Resonance Spectroscopy
  • Mice
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis*
  • Orchidaceae / chemistry*
  • Phenanthrenes / chemistry*
  • Phenanthrenes / isolation & purification
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet
  • Stilbenes / chemistry*
  • Stilbenes / isolation & purification
  • Tetrazolium Salts
  • Thiazoles

Substances

  • Phenanthrenes
  • Stilbenes
  • Tetrazolium Salts
  • Thiazoles
  • Nitric Oxide
  • thiazolyl blue