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Keramamide A, a novel peptide from the Okinawan marine sponge Theonella sp.

1991; Issue: 10 Linguagem: Inglês

10.1039/p19910002609

2050-8255

Jun’ichi Kobayashi, Masaaki Sato, Masami Ishibashi, Hideyuki Shigemori, Takemichi Nakamura, Yasushi Ohizumi,

Marine Sponges and Natural Products

A novel peptide, keramamide A 1, has been isolated from the Okinawan marine sponge Theonella sp. and the structure established as a unique hexapeptide containing a hitherto unknown amino acid 6-chloro-5-hydroxy-N-methyltryptophan, and possessing an unusual ureido bond. The structural assignment was made on the basis of spectroscopic results (two-dimensional NMR: 1H–1H COSY, NOESY, ROESY, COLOC, HMQC, HMBC and HOHAHA; and FAB MS/MS).