Theonella cf. swinhoei

Several examples of the monocyclic isothiocyano sesquiterpenoids having the bisabolane (83) skeleton are known. Along with the hydrocarbon theonellin (84), isothiocyanate 86 and formamide 87 were obtained from the Okinawan sponge Theonella cf. swinhoei. It seems remarkable, but not unusual, that not only was the amide the major constituent, but the isonitrile 85 was the missing member of the triad [57], Relative stereostructures were indicated by NMR analysis of theonellin formamide (87) and its transformation products. 

A sesquiterpene isothiocyanate (240) was isolated from the Californian nudibranch Cadlina luteomarginata but was presumed to be concentrated from the Axinella species of sponge which constitutes much of its diet [249]. Famesyl isothiocyanate (241) was isolated from Pseudaxinyssa pitys [250], while theonellin isothiocyanate (242) was isolated from the sponge Theonella cf. swinhoei [251]. 

Sirirath S, Tanaka J, Ohtani II, Ichiba T, Rachmat R, Ueda K, Usui T, Osada H, Higa T (2002) Bitungolides A-F, New Polyketides from the Indonesian Sponge Theonella cf. swinhoei. J Nat Prod 65 1820... 

Nakamura, H., Kobayashi, J., and Ohizumi, Y., Novel bisabolene-type sesquiterpenoids with a conjugated diene isolated from the Okinawan sea sponge Theonella cf. swinhoei, Tetrahedron Lett., 25, 5401, 1984. 

TEA (trifluoroacetic add) 65, 538, 580 TFAA (trifluoroacetic anhydride) 879 TFE (trifluoroethanol) 593 TFPB (tetrakis[3,5-bis(trifluoromethyl) phenyljborate) 434 Theonella cf. swinhoei 1352 thermal effect 581, 593 thiazolium salts 498 thio-Michael addition 52 thio-Michael reaction 1005 a-thio-substituted furanones 178 thioamides 109... 

Okinawan Sea sponge Theonella cf. swinhoei. Tetrahedron Lett., 25, 5401-5404. 

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