Celenamide E, a novel tripeptide alkaloid and a possible biosynthetic precursor of the previously reported celenamides A-C, was isolated from the Patagonian sponge Cliona chilensis collected at Rada Tilly, Chubut, Argentina. The structure of celenamide E was elucidated by spectroscopic techniques-UV, IR, 1D and 2D NMR (COSY, NOESY, HETCOR, COLOC) experiments - HIRFABMS, and preparation of an hexaacetate derivative. An unusual feature of celenamide E is the presence of a N-terminal dehydroamino acid. Celenamide E shows antibiotic activity against Gram-positive bacteria at 50 μg/disk.
Documento: | Artículo |
Título: | Celenamide E, a tripeptide alkaloid from the Patagonian sponge Cliona chilensis |
Autor: | Palermo, J.A.; Brasco, M.F.R.; Cabezas, E.; Balzaretti, V.; Seldes, A.M. |
Filiación: | Departamento de Quimica Organica, Facultad Ciencias Exactas Naturales, Universidad de Buenos Aires, Buenos Aires 1428, Argentina |
Palabras clave: | alkaloid; celenamide e; unclassified drug; antibacterial activity; article; drug isolation; drug structure; gram positive bacterium; infrared spectroscopy; nonhuman; nuclear magnetic resonance; sponge (porifera); ultraviolet spectroscopy |
Año: | 1998 |
Volumen: | 61 |
Número: | 4 |
Página de inicio: | 488 |
Página de fin: | 490 |
DOI: | http://dx.doi.org/10.1021/np9701945 |
Título revista: | Journal of Natural Products |
Título revista abreviado: | J. Nat. Prod. |
ISSN: | 01633864 |
CODEN: | JNPRD |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v61_n4_p488_Palermo |