Dolabella dolabellin

Dolabellin (169), a bisthiazole metabolite from the Japanese sea hare Dolabella auricularia containing 7,7-dichloro-octanoic acid, shows cytotoxicity against HeLa S3 cells (IC5o 6.1 pg/ml). The dechloro analogue has only one third of the toxicity [130]. 

Several other, more complex cysteine-derived polychlorinated peptide metabolites are known to arise in marine organisms. Dolabellin (968) was characterized from the Japanese sea hare Dolabella auricularia 1004). The absolute... 

Sone H, Kondo T, Kiryu M, Ishiwata H, Ojika M, Yamada K (1995) Dolabellin, a Cytotoxic Bisthiazole Metabolite from the Sea Hare Dolabella auricularia Structural Determination and Synthesis. J Org Chem 60 4774... 

Further Dolabella" compounds have now been isolated from collections of the marine cyanobacterium, Lyngbya majuscula. These include dolastatin 3 (S. S. Mitchell, D. J. Faulkner, K. Rubins and F. D. Bushman, J. Nat. Prod., 2(X)0, 63, 279) and lyngybyabellin A, a close analogue of dolabellin A (H. Luesch, W. Y. Yoshida, R. E. Moore, V. J. Paul and S. L. Mooberry, J. Nat. Prod., 2000, in press). 

Sone, H., Kondo, X, Kiryu, M., Ishiwata, H., Ojika, M., and Yamada, K. (1995). Dolabellin, a cytotoxic bisthiazole metabolite from the sea hare Dolabella auricularia Structural determination and synthesis. J. Org. Chem. 60, 4774-4781. 

Not to be confused with dolabellin, which is a bisthiazole metabolite isolated from the mollusk Dolabella auricularia. Figure 2036 Other examples of C5/C11 bicyclic diterpenes. 

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