title: Sesquiterpenes from the essential oil of Curcuma wenyujin and their inhibitory effects on nitric oxide production.
abstract: Three new sesquiterpenes including a new elemane-type sesquiterpene, 5βH-elem-1,3,7,8-tetraen-8,12-olide (1), and two new carabrane-type sesquiterpenes, 7α,11-epoxy-6α-methoxy-carabrane-4,8-dione (2) and 8,11-epidioxy-8-hydroxy-4-oxo-6-carabren (3), together with eight known sesquiterpenes (4-11) were isolated from Curcuma wenyujin Y. H. Chen et C. Ling. Their structures were elucidated based on extensive spectroscopic analyses. A possible biogenetic scheme for the related compounds was postulated. All of the isolated compounds were tested for inhibitory activity against LPS-induced nitric oxide production in RAW 264.7 macrophages. Meanwhile, preliminary structure-activity relationships for these compounds are discussed.
authors.affiliation: Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
authors.forename: Guiyang
authors.initials: G
authors.lastname: Xia
authors.affiliation: Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
authors.forename: Li
authors.initials: L
authors.lastname: Zhou
authors.affiliation: Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
authors.forename: Jianghao
authors.initials: J
authors.lastname: Ma
authors.affiliation: Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
authors.forename: Ying
authors.initials: Y
authors.lastname: Wang
authors.affiliation: School of Chinese Materia Medica and Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, People's Republic of China.
authors.forename: Liqin
authors.initials: L
authors.lastname: Ding
authors.affiliation: School of Pharmacy, Yantai University, No. 32 Road QingQuan, Laishan District, Yantai 264005, People's Republic of China.
authors.forename: Feng
authors.initials: F
authors.lastname: Zhao
authors.affiliation: Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China. Electronic address: syzyclx@163.com.
authors.forename: Lixia
authors.initials: L
authors.lastname: Chen
authors.affiliation: Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China; School of Chinese Materia Medica and Tianjin State Key Laboratory of Modern Chinese Medicine, Tianjin University of Traditional Chinese Medicine, 312 Anshanxi Road, Nankai District, Tianjin 300193, People's Republic of China. Electronic address: fengqiu20070118@163.com.
authors.forename: Feng
authors.initials: F
authors.lastname: Qiu
mesh_terms: D000818:Animals; D002460:Cell Line; D030024:Curcuma / Q000737:chemistry*; D008264:Macrophages / Q000187:drug effects*; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism*; D009822:Oils, Volatile / Q000494:pharmacology*; D027343:Rhizome / Q000737:chemistry; D012717:Sesquiterpenes / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D009822:Oils, Volatile; D012717:Sesquiterpenes; D009569:Nitric Oxide
keywords: Curcuma wenyujin; Curcumenone (PubChem CID: 153845); Curdione (PubChem CID: 6441391); Isocurcumol (PubChem CID: 12310886); Isogermafurenolid (PubChem CID: 14038405); Neocurdione (PubChem CID: 5316216); Nitric-oxide production; Sesquiterpenes; Structure–activity relationships