Ircinia fasciculata

A heptaprenylhydroquinone derivative (402) was isolated from an Indian sample of Ircinia fasciculata [341]. Ircinia spinulosa from the Adriatic contained three sulfated 2-prenylhydroquinones (403-405) that are toxic to brine shrimp [342]. An Ircinia sp. from New Caledonia contained a sulfated 2-prenylhydroquinone (406) and a sulfated furanoterpene (407) [343]. An Australian Sarcotragus sp. contained octaprenylhydroquinone sulfate (408) and nonaprenylhydroquinone sulfate (409) as inhibitors of al,3 fucosyltransferase VH [344]. 

Marin, A., Lopez Belluga, M.D., Scognamiglio, G., and Cimino, G., Morphological and chemical camouflage of the Mediterranean nudibranch Discodoris indecora on the sponges Ircinia variabilis and Ircinia fasciculata, J. Moll. Stud., 63, 431, 1997. 

Three linear sesterterpenoids have been obtained from species of marine sponge. These are ircinin-1 (3) and ircinin-2 (4) from Ircinia oros and fasciculatin (5) from Ircinia fasciculata The C-21 compounds nitenin (6) and dihydronitenin... 

Cafieri, F., E. Fattorusso, C. Santacroce, and L. Minale Fasciculatin, a Novel Sesterterpene from the Sponge Ircinia fasciculata. Tetrahedron 28, 1579 (1972). 

Ircinia campana Ircinia fasciculata leraplysilla papyracea Rjphidostyla incisa Tethya aurantia Thalysiasjuniperina... 

Cafieri, F., Fattorusso, E., Santacroce, C., and Minale, L. (1972) Fasdculatin a novel sesterterpene from the sponge Ircinia fasciculata. Tetrahedron, 28,1579-1583. 

Venkateswarlu, Y. and Reddy, M.V.R. (1994) Three new heptaprenyl-hydroquinone derivatives from the sponge Ircinia fasciculata. J. Nat. Prod., 57, 1286-1289. 

Dendrodoris grandifiora Fasciculatin Ircinia fasciculata Fattorusso etal., 1972 C m no et al., 1980... 

Cimino, G., De Stefano, S., De Rosa, S., Sodano, G., and Villani, G. (1980) Novel metabolites from some predator-prey pairs, e.g. nudibranch Dendrodoris grandijlora, sponge Ircinia fasciculata. Bull. Soc. Chim. Belg, 89, 1069-1073. 

Ircinin-4 is part of a family of furanoterpenes, produced by the Mediterranean sponges Ircinia oros and /. fasciculata, that exhibit high activity in the brine shrimp assay and turn out to be selective inhibitors of phospholipase A2. The first total synthesis was recently described by Furstner et al. and was based on the Pd-catalyzed opening of vinyloxirane (Scheme 21) employing the Tsuji-Trost conditions. Treatment of the epoxide 108, obtained from the reaction of 3-furyl-acetaldehyde with a sulfur ylide, with catalytic amounts of... 

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