Three new spongian diterpenes from the Fijian marine sponge Spongia sp.
Chemical investigation of the marine sponge Spongia sp., collected from the Fiji Islands resulted in the isolation of three new furanoditerpenoids 1-3, along with the known compounds epispongiatriol (4) and 17,19-dihydroxyspongia-13(16),14-dien-2,3-dione (5) While 1 is a new spongian diterpene with a modified oxidation pattern, compounds 2 and 3 represent two new ring A-contracted spongians, displaying a novel and unprecedented nor-spongian carbon skeleton. Despite their labile nature the structures could be established through a combined strategy including complete analysis of spectroscopic data (NMR, MS), molecular modeling and quantum-mechanical calculations.
Gross
Harald
H
Institute for Pharmaceutical Biology, University ofBonn, 53115 Bonn, Germany. harald.gross@uni-bonn.de
Wright
Anthony D
AD
Reinscheid
Uwe
U
König
Gabriele M
GM
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D004224:Diterpenes / Q000032:analysis* / Q000302:isolation & purification*; D005367:Fiji; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*
D004224:Diterpenes