Diaulula sandiegensis

Kubanek, J. and Andersen, R. J., Evidence for de novo biosynthesis of the polyketide fragment of diaulusterol A by the Northeastern Pacific dorid nudibranch Diaulula sandiegensis, J. Nat. Prod., 62, 777, 1999. 

Diaulula sandiegensis contains nine chlorinated acetylenes,... 

C10H13N5O5 283.243 Occurs in the seeds of Croton tiglium. Also isol. from the nudibranch Diaulula sandiegensis. Incorporated into mammalian nucleic acids. Stimulates cyclic AMP incorporation into brain tissue, inhibitor of inosine monophosphate pyrophosphonylase and glutamic acid dehydrogenase. Cryst. (H2O). Sol. H2O. Mp 243-245° (237-252°) dec. [a]g -71 (c, 1.1 in O.IM NaOH). Kbx 235 (e 6140) 283 (e 12700) (0.05AT HCl) (Derep). 

Walker and Faulkner (545) investigated the nudibranch Diaulula sandiegensis and isolated nine chlorinated acetylenes (832-840) which were believed to be involved in the chemical defence mechanism of... 

Walker, R.P., and D.J. Faulkner Chlorinated Acetylenes from the Nudibranch Diaulula sandiegensis. J. Org. Chem. 46, 1475 (1981). 

Diaulusterol A is an ester of 3-hydroxybutyric acdd, isolated from the nudibranch Diaulula sandiegensis. It has been demonstrated by the incorporation of sodium acetate [1,2- C2] that the acid moiety is synthesized de novo by the animal, but no incorporation was formd for the sterol part (Kubanek and Andersen, 1999). 

Figure 23.26 Chlorinated polyacetylenic derivatives of Diaulula sandiegensis.

Diaulula sandiegensis Chlorinated acetylenic Haliclona lunisimilis Dejesus and Faulkner, 2003... 

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