Antiemetic principles of Alpinia officinarum

J Nat Prod. 2002 Sep;65(9):1315-8. doi: 10.1021/np020099i.

Abstract

Bioasay-guided fractionation of the antiemetic constituents of Alpinia officinarum was performed, and eight compounds (1-8) including a new compound were isolated. Among the seven known compounds, two flavonoids (1, 2), four diarylheptanoids (3, 5, 6, 8), and one sterol (4) were obtained, with five (2-6) of those compounds showing antiemetic activity in a copper sulfate induced emesis assay in young chicks. The structure of the new compound 7, which also showed antiemetic activity, was determined as 5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)-3-heptanone. The structure of 7 was established on the basis of spectroscopic data interpretation.

MeSH terms

  • Animals
  • Antiemetics / chemistry
  • Antiemetics / isolation & purification*
  • Antiemetics / pharmacology
  • Chickens
  • Chromatography, High Pressure Liquid
  • Copper Sulfate / pharmacology
  • Diarylheptanoids / chemistry
  • Diarylheptanoids / isolation & purification*
  • Diarylheptanoids / pharmacology
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification*
  • Flavonoids / pharmacology
  • Japan
  • Male
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phytosterols / chemistry
  • Phytosterols / isolation & purification
  • Phytosterols / pharmacology
  • Plants, Medicinal / chemistry*
  • Rhizome
  • Stereoisomerism
  • Zingiberales / chemistry*

Substances

  • Antiemetics
  • Diarylheptanoids
  • Drugs, Chinese Herbal
  • Flavonoids
  • Phytosterols
  • Copper Sulfate