Dysidea dysidenin from

Dysidea sp. from Bararin Island in the Philippines, has yielded the dysideaprolines A-F (341-346), proline-derived analogues of dysidenin (318). The barbaleucamides A (347) and B (348), which are structural analogues of the cyanobacterial metabolite barbamide, were also isolated. The structures were elucidated by NMR spectroscopic analysis. It is most probable that all of these compounds are derived from a symbiotic cyanobacterium found in close association with the Dysidea sp. [306]. 

The simple herbacic acid (938) was isolated from Dysidea herbacea from the Great Barrier Reef, and may be a precursor to more complex trichloromethyl metabolites (990). Another collection of Dysidea sp. from Australia s Great Barrier Reef yielded five new metabolites (939-943) for which the absolute stereochemistry was determined by correlation with (-)-(.S )-4,4,4-trich loro-3-methyl butanoic acid (991). Dysidea herbacea from the Great Barrier Reef contains (-)-neodyside-nin (944), which is an isomer of the well-known and often isolated dysidenin. 

Trousdale EK, Taylor SW, Parkin S, Hope H, Mokinski TF (1998) Reductive Dechlorination of Dysidenin from Dysidea herbacea. Structure of a Novel Binuclear Zinc Metallo-cycle. Nat Prod Lett 12 61... 

A study of a Philippines Dysidea sp. has yielded the novel proline analogs of dysidenin, dysideaprolines A-F (950-955) and barbaleucamides A (956) and B (957), which are reminiscent of barbamide (995). Also from the Philippines was isolated the novel pyrrolidone 958 from the nudibranch Asteronotus cespitosus (996), which is the first example of a Dysidea-type polychlorinated metabolite found in a carnivorous mollusc. An Indonesian collection of Dysidea sp. has furnished dysithiazolamide (959), having the suggested absolute configuration shown (997). 

De Laszlo SE, Williard PG. Total synthesis of (+)-demethyl-dysidenin and (—)-demethylisodysidenin, hexachlorinated amino acids from the marine sponge Dysidea Herbacea. Assignment of absolute stereochemistry. J. Am. Chem. Soc. 1985 107(1) 199-203. 

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