Three novel terpenoids from the rhizomes of Curcuma longa

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.

Keywords:

• Curcuma longa
• sesquiterpene
• monoterpene
• 2-methoxy-5-hydroxybisabola-3,10-diene-9-one
• 2,8-epoxy-5-hydroxybisabola-3,10-diene-9-one
• 2-(2,5-dihydroxy-4-methylcyclohex-3-enyl)propanoic acid

Acknowledgements

This work was supported by the National Science Fund for Distinguished Young Scholars (Grant No. 20825518) and the Project of International Cooperation Plan from the Ministry of Science and Technology of China (Grant No. 20071816).