Junceellolides J-L, 11,20-epoxybriaranes from the gorgonian coral Junceella fragilis.
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.
Sheu
Jyh-Horng
JH
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan, Republic of China.
Chen
Yu-Pei
YP
Hwang
Tsong-Long
TL
Chiang
Michael Y
MY
Fang
Lee-Shing
LS
Sung
Ping-Jyun
PJ
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
D004224:Diterpenes; C508824:junceellolide J; C508825:junceellolide K; C508826:junceellolide L; D010196:Pancreatic Elastase