Dysidea lactone from

Two thioacetates, thiofurodysin acetate (320) and thiofurodysinin acetate (209) were isolated from a Dysidea species from Sydney, Australia. They were converted by treatment with Raney nickel to a mixture containing furodysin and furodysinin respectively [214], These were the first thiol acetates isolated from natural sources. The absolute configurations of (-)-(6/ ,ll/ )-thiofurodysinin acetate (209), (-)-(6/ ,ll/ )-furodysinin disulfide (208) and (+)-(6/ ,ll/ )-methoxythiofurodysinin acetate lactone (321), isolated from a Fijian specimen of D. herbacea were determined by chemical interconversion [292]. 

Schulte, G., P.J. Scheuer, and O.J. McConnell Upial, a Sesquiterpenoid Bicy-clo[3.3.1]nonane Aldehyde Lactone from the Marine Sponge Dysidea fragilis. J. Org. Chem. 45, 552 (1980). 

A Palauan species of Dysidea contained 15-acetylthioxyfurodysinin lactone (327), that binds to human leukotriene B4 (LTB4) receptor. The structure was determined by spectral data analysis and confirmed by synthesis involving photo-oxidation of 15-acetylthioxyfurodysinin (328), which co-occurs with it in the sponge [297,298]. An Australian species of Euryspongia also contained 15-acetylthioxyfurodysin (329) and 15-acetylthioxyfurodysinin (328) [299]. A sample of D. herbacea from the Great Barrier Reef contained (-)-neodysidenin (330) and the absolute configuration was determined by capillary electrophoresis of Marfey s derivatives [300]. 

Goetz, G.H., Harrigan, G.G., and Likos, J. (2001) Furodysin lactone and pyrodysinoic acid, new sesquiterpenes from a Philippine Dysidea species. J. Nat. Prod., 64, 1486-1488. 

Piggott, A.M. and Karuso, P. (2005) 9-Hydroxyfurodysinin-O-ethyl lactone A new sesquiterpene isolated from the tropical marine sponge Dysidea arenaria. Molecules. 10,1292-1297. 

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