title: Absolute Configurations and NO Inhibitory Activities of Terpenoids from Curcuma longa.
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.
authors.affiliation: †State Key Laboratory of Medicinal Chemical Biology and College of Pharmacy, Nankai University, Tianjin 300071, People's Republic of China.|‡Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Jing
authors.initials: J
authors.lastname: Xu
authors.affiliation: §College of Pharmacy, Harbin University of Commerce, Harbin 150076, People's Republic of China.
authors.forename: Feifei
authors.initials: F
authors.lastname: Ji
authors.affiliation: §College of Pharmacy, Harbin University of Commerce, Harbin 150076, People's Republic of China.
authors.forename: Jing
authors.initials: J
authors.lastname: Kang
authors.affiliation: †State Key Laboratory of Medicinal Chemical Biology and College of Pharmacy, Nankai University, Tianjin 300071, People's Republic of China.|‡Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Hao
authors.initials: H
authors.lastname: Wang
authors.affiliation: †State Key Laboratory of Medicinal Chemical Biology and College of Pharmacy, Nankai University, Tianjin 300071, People's Republic of China.|‡Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Shen
authors.initials: S
authors.lastname: Li
authors.affiliation: ⊥School of Medicine, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Da-Qing
authors.initials: DQ
authors.lastname: Jin
authors.forename: Qiang
authors.initials: Q
authors.lastname: Zhang
authors.affiliation: ΠComputational Centre for Molecular Science, College of Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Hongwei
authors.initials: H
authors.lastname: Sun
authors.affiliation: †State Key Laboratory of Medicinal Chemical Biology and College of Pharmacy, Nankai University, Tianjin 300071, People's Republic of China.|‡Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Yuanqiang
authors.initials: Y
authors.lastname: Guo
mesh_terms: D000818:Animals; D030024:Curcuma / Q000737:chemistry*; D004365:Drugs, Chinese Herbal / Q000737:chemistry* / Q000494:pharmacology; D051379:Mice; D017628:Microglia / Q000187:drug effects / Q000378:metabolism; D015394:Molecular Structure; D009569:Nitric Oxide / Q000037:antagonists & inhibitors* / Q000378:metabolism; D027343:Rhizome / Q000737:chemistry; D013729:Terpenes / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D004365:Drugs, Chinese Herbal; D013729:Terpenes; D009569:Nitric Oxide
keywords: Curcuma longa; NO inhibitory activity; absolute configuration; spice; terpenoids