New sesquiterpenes and calebin derivatives from Curcuma longa

Chem Pharm Bull (Tokyo). 2007 Jun;55(6):940-3. doi: 10.1248/cpb.55.940.

Abstract

One novel sesquiterpene with new skeleton, (6S)-2-methyl-6-(4-hydroxyphenyl-3-methyl)-2-hepten-4-one (1), two new bisabolane sesquiterpenes, (6S)-2-methyl-6-(4-hydroxyphenyl)-2-hepten-4-one (2), (6S)-2-methyl-6-(4-formylphenyl)-2-hepten-4-one (3), and two calebin derivatives, 4''-(4'''-hydroxyphenyl-3'''-methoxy)-2''-oxo-3''-butenyl-3-(4'-hydroxyphenyl)-propenoate (4) and 4''-(4'''-hydroxyphenyl)-2''-oxo-3''-butenyl-3-(4'-hydroxyphenyl-3'-methoxy)-propenoate (5) were isolated along with five known bisabolane sesquiterpenes from Curcuma longa. 1-4 were new compounds and 5 was a new natural product. Their structures were established by spectral methods.

MeSH terms

  • Cinnamates
  • Curcuma / chemistry*
  • Curcumin / analogs & derivatives*
  • Curcumin / chemistry
  • Curcumin / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Monoterpenes
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Cinnamates
  • Monoterpenes
  • Sesquiterpenes
  • calebin-A
  • Curcumin