Ceratinamides A and

Other biologically active bromotyrosine-derived metabolites of marine origin include aeroplysinin, Fig. (48) as cytotoxic and tyrosine kinase inhibitor [382,383], fistularin isolated from Aplysina circheri which exhibited antiviral activity [384], and ceratinamides A and B, antifouling metabolites from Pseudoceratina purpurea [385],... 

Tsukamoto S, Kato H, Hirota H, Fusetani N (1996) Ceratinamides A and B New Antifouling Dibromotyrosine Derivatives from the Marine Sponge Pseudoceratina purpurea. Tetrahedron 52 8181... 

Tsukamoto, S., Kato, H., Hirota, H., and Fusetani, N., Ceratinamides A and B new antifouling dibromotyrosine derivatives from the marine sponge Pseudoceratina purpurea, Tetrahedron, 52, 8181, 1996. 

Ceratinamides A and B new antifouling dibromotyrosine derivatives from the marine sponge Pseudoceratina purpurea. Tetrahedron, 52, 8181-8186. 

The bromotyramine derivatives ceratinamide A (136) and psammaplysin A (137) from the sponge Pseudoceratina purpurea inhibit the settlement and metamorphosis of cyprid larvae of the barnacle Balanus amphitrite (ED50 0.10 and 0.27 (Jg/ml). Interestingly, psammaplysin A induces larval metamorphosis of the ascidian Halocynthia roretzi (ED 0o 1.2 (Jg/ml) [74]. 

Ceratinamides A (68) and B (69), antifouling bromotyrosine derivatives, were isolated from marine sponge Pseudoceratina purpurea through a bioassay -guided isolation (Figure 4) [38]. Ceratinamide A (68) is structurally similar to psammaplysin A (27) and has one formyl group at the A-terminus. 

Carbohydrate derivatives with a spiroisoxazoline moiety, present in psammap-lysins and ceratinamides (metabolites isolated from marine sponges) have been prepared in good yields and excellent regio- and diastereoselectivity by a route involving Wittig olefination and 1,3-dipolar cycloaddition as key steps (477). 

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