Clavelina cylindrica

Tasmanian collections of Clavelina cylindrica yielded the alkaloids cylindricines F (174) and G (175), the first thiocyanates isolated from an ascidian [169]. Cylindricines H-J (176-178) were later isolated from the same species [170]. 

The Tasmanian ascidian Clavelina cylindrica has yielded two interconvertible tricyclic alkaloids, cylindricine A (178) and B (179), which are toxic to brine shrimp [140]. 

Cylin(hicines A-K Clavelina cylindrica Cytotoxic activity... 

Blackman AJ, Li CP, Hockless DCR, Skelton BW, White AH (1993) Cylindricine A and Cylindricine B, Novel Alkaloids from the Ascidian Clavelina cylindrica. Tetrahedron 49 8645... 

Li CP, Blackman AJ (1994) Cylindricines C-G, Perhydropyrrolo[2,l-J]quinolin-7-one Alkaloids from the Ascidian Clavelina cylindrica. Aust J Chem 47 1355... 

Isomeric cylindricines A and B, isolated in 1993, are the two main alkaloids (Section 25-8) present in extracts from the Australian marine plant Clavelina cylindrica. The two compounds equilibrate to a 3 2 mixture. Formulate a mechanism for this process. (Hint Check Exercise 9-25.)... 

These alkaloids belong to the group of cylindricdnes because most of them were isolated from the species Clavelina cylindrica harvested in Tasmania (Blackman et al., 1993 Li and Blackman, 1994, 1995). Three other alkaloids related to cylindridnes, lepadiformines A-C, " have been isolated from Clavelina lepadiformis and Clavelina moluccensis harvested in Tunisia and Djibouti (Biard et al., 1994c Juge et al., 2001 Sauviat et al, 2006). 

Li, C. and Blackman, A.J. (1994) Cylindridnes C-G, perhydropyrrolo [2,l-j]quinolin-7-one alkaloids from the ascidian Clavelina cylindrica. Aust.J. Chem., 47,1355-1361. 

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