Three novel terpenoids from the rhizomes of Curcuma longa.
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.
Li
Wei
W
Key Lab of Separation Science for Analytical Chemistry, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, China.
Feng
Jia-Tao
JT
Xiao
Yuan-Sheng
YS
Wang
Ya-Qin
YQ
Xue
Xing-Ya
XY
Liang
Xin-Miao
XM
D030024:Curcuma / Q000737:chemistry*; D003511:Cyclohexanols / Q000737:chemistry / Q000302:isolation & purification; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D039821:Monoterpenes / Q000737:chemistry / Q000302:isolation & purification*; D019906:Nuclear Magnetic Resonance, Biomolecular; D027343:Rhizome / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification*
C547974:2,8-epoxy-5-hydroxybisabola-3,10-diene-9-one; C547975:2-methoxy-5-hydroxybisabola-3,10-diene-9-one; D003511:Cyclohexanols; D004365:Drugs, Chinese Herbal; D039821:Monoterpenes; D012717:Sesquiterpenes; C531975:bisacurone