title: Junceellolides J-L, 11,20-epoxybriaranes from the gorgonian coral Junceella fragilis.
abstract: Three new 11,20-epoxybriarane diterpenoids, junceellolides J-L (1-3), along with a known metabolite, 4, have been isolated from the gorgonian coral Junceella fragilis. The structures of these metabolites were elucidated using spectroscopic methods. The cyclohexane rings were found to exist in boat form in briaranes 1 and 4 and in chair form in 2 and 3. The structure of 1 was further confirmed by chemical conversion and single-crystal X-ray diffraction analysis. The relationship between (13)C NMR chemical shifts and the conformation of the cyclohexane ring in briaranes possessing an 11,20-epoxy group are described. The briaranes 2 and 4 showed mild inhibitory effects on human neutrophil elastase release.
authors.affiliation: Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan, Republic of China.
authors.forename: Jyh-Horng
authors.initials: JH
authors.lastname: Sheu
authors.forename: Yu-Pei
authors.initials: YP
authors.lastname: Chen
authors.forename: Tsong-Long
authors.initials: TL
authors.lastname: Hwang
authors.forename: Michael Y
authors.initials: MY
authors.lastname: Chiang
authors.forename: Lee-Shing
authors.initials: LS
authors.lastname: Fang
authors.forename: Ping-Jyun
authors.initials: PJ
authors.lastname: Sung
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D009504:Neutrophils / Q000201:enzymology; D019906:Nuclear Magnetic Resonance, Biomolecular; D010196:Pancreatic Elastase / Q000096:biosynthesis / Q000187:drug effects; D013624:Taiwan
chemical_list: D004224:Diterpenes; C508824:junceellolide J; C508825:junceellolide K; C508826:junceellolide L; D010196:Pancreatic Elastase