Three novel terpenoids from the rhizomes of Curcuma longa

J Asian Nat Prod Res. 2009 Jun;11(6):569-75. doi: 10.1080/10286020902939182.

Abstract

Investigation of the EtOH extract of the rhizomes of Curcuma longa led to the isolation of two new sesquiterpenes, 2-methoxy-5-hydroxybisabola-3,10-diene-9-one (1) and 2,8-epoxy-5-hydroxybisabola-3,10-diene-9-one (2), one new monoterpene, 2-(2,5-dihydroxy-4-methylcyclohex-3-enyl)propanoic acid (3), together with five known sesquiterpenes (4-8). Among the known compounds, bisacurone A (5) and 4-methylene-5-hydroxybisabola-2,10-diene-9-one (6) were isolated from C. longa and genus Curcuma for the first time, respectively. Their structures were established on the basis of various spectroscopic analyses including HR-ESI-MS, 1D and 2D NMR, IR spectra, and by comparison of their spectral data with those of related compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Curcuma / chemistry*
  • Cyclohexanols / chemistry
  • Cyclohexanols / isolation & purification
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Molecular Structure
  • Monoterpenes / chemistry
  • Monoterpenes / isolation & purification*
  • Nuclear Magnetic Resonance, Biomolecular
  • Rhizome / chemistry
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*

Substances

  • 2,8-epoxy-5-hydroxybisabola-3,10-diene-9-one
  • 2-methoxy-5-hydroxybisabola-3,10-diene-9-one
  • Cyclohexanols
  • Drugs, Chinese Herbal
  • Monoterpenes
  • Sesquiterpenes
  • bisacurone