Isomeric shogaols were derived by thermal dehydration of isolated gingerols of ginger (Zingiber officinale Rescoe), isolated by thin-layer chromatography and fractionated by preparative high-performance liquid chromatography. Two homologous series of isomeric shogaol compounds, cis- and trans,-6-shogaol, 8-shogaol, 10-shogaol, 12-shogaol and syn- and anti-methyl-6-shogaol, methyl-8-shogaol, methyl-10-shogaol, were identified by the combined results of analytical high-performance liquid chromatography, fast atom bombardment-mass spectrometry, gas chromatography, gas chromatography-mass spectrometry and 1H NMR spectroscopy. This is the first report of the presence of cis and trans isomers of shogaols and shogaols with methyl side-chains.
All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Organic Chemistry