2. Academic Validation
  3. Absolute Configurations and NO Inhibitory Activities of Terpenoids from Curcuma longa

Absolute Configurations and NO Inhibitory Activities of Terpenoids from Curcuma longa

  • J Agric Food Chem. 2015 Jun 24;63(24):5805-12. doi: 10.1021/acs.jafc.5b01584.
Jing Xu 1 2,  Feifei Ji 3,  Jing Kang 3,  Hao Wang 1 2,  Shen Li 1 2,  Da-Qing Jin 4,  Qiang Zhang,  Hongwei Sun 5,  Yuanqiang Guo 1 2
Affiliations

Affiliations

  • 1 †State Key Laboratory of Medicinal Chemical Biology and College of Pharmacy, Nankai University, Tianjin 300071, People's Republic of China.
  • 2 ‡Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300071, People's Republic of China.
  • 3 §College of Pharmacy, Harbin University of Commerce, Harbin 150076, People's Republic of China.
  • 4 ⊥School of Medicine, Nankai University, Tianjin 300071, People's Republic of China.
  • 5 ΠComputational Centre for Molecular Science, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
PMID: 26027687 DOI: 10.1021/acs.jafc.5b01584
Abstract

Curcuma longa L., belonging to the Zingiberaceae family, is a perennial herb and has been used as a spice and a pigment in the food industry. In the ongoing search for inhibitory reagents of NO production and survey of the chemical composition of natural vegetable foods, the chemical constituents of C. longa used as spice were investigated. This investigation resulted in the isolation of 2 new Terpenoids and 14 known analogues. Their structures were established on the basis of the extensive analyses of 1D and 2D NMR spectroscopic data, and the absolute configurations of 1-4 were elucidated by comparison of the calculated and experimental ECD spectra. Among them, compound 1 is a rare norditerpene with an ent-labdane skeleton, and 2 is a skeletally novel sesquiterpene having an eight-membered ring. All of the compounds were found to possess NO inhibitory activities in murine microglial BV-2 cells. The discovery of two new compounds in this chemical investigation further disclosed the chemical composition of C. longa used a food spice, and the bioassay implied that the natural food spice C. longa, containing Terpenoids with NO inhibitory activities, may be potentially promotive to human health.

Keywords

Curcuma longa; NO inhibitory activity; absolute configuration; spice; terpenoids.

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