Aplysina gerardogreeni

Hernandez-Guerrero, C. J., Zubra, E., Ortega, M. J., and Carballob, J. L. (2007). Cytotoxic dibromotyrosine-derived metabolites from the sponge Aplysina gerardogreeni. Bioorg. Med. Chem. 15, 5275-5282. 

The Mexican sponge Aplysina gerardogreeni contains calafianin (2106) (1880) (structure revised and confirmed by total synthesis, (1881-1883)), the known aerothionin, and the new phenylacetic acid 2107 (1880). These studies confirm that calafianin (2106) and aerothionin have the same absolute configuration (1883). Whereas aerothionin displays antibacterial activity against Mycobacterium tuberculosis, calafianin does not (1884). The Brazilian sponge Aplysina caissara contains the new caissarines A (2108) and B (2109) (1885). 

Encamacion RD, Sandoval E, Malmstr0m J, Christophersen C (2000) Calafianin, a Bromotyrosine Derivative from the Marine Sponge Aplysina gerardogreeni. J Nat Prod 63 874... 

Ogamino T, Nishiyama S (2005) Synthesis and Structure Revision of Calafianin, a Member of the Spiroisoxazole Family Isolated from the Marine Sponge, Aplysina gerardogreeni. Tetrahedron Lett 46 1083... 

Ogamino T, Obata R, Tomoda H, Nishiyama S (2006) Total Synthesis, Structure Revision, and Biological Evaluation of Calafianin, a Marine Spiroisoxazoline from the Sponge, Aplysina gerardogreeni. Bull Chem Soc Jpn 79 134... 

Encamacion-DimayugaR, Ramirez MR, Luna-Herrera J (2003) Aerothionin, aBromotyro-sine Derivative with Antimycobacterial Activity from the Marine Sponge Aplysina gerardogreeni (Demospongia). Pharm Biol 41 384... 

Ogamino, T. and Nishiyama, S. (2005) Synthesis and structural revision of calafianin, a member of the sprroisoxazole family isolated from the marine sponge, Aplysina gerardogreeni. Tetrahedron Lett., 46, 1083-1086. 

Ogamino, T., Obata, R., Tomoda, H., and Nishiyama, S. (2006) Total synthesis, structural revision, and biological evaluation of calafianin, a marine spiroisoxazoline from the sponge, Aplysina gerardogreeni. Bull. Chem. Soc. Japan, 79,134—139. 

Calafianin (78), isolated from the Mexican sponge Aplysina gerardogreeni, is the only bromotyrosine derivative containing an epoxy group (30). 

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