RESUMEN
In this first report on the chemistry of the sponge Stylissa caribica, two known bromopyrrole metabolites and a new compound, N-methyldibromoisophakellin (1), were isolated and identified. The structure of 1 was determined using spectroscopic methods and the computer program COCON. N-Methyldibromoisophakellin (1) was shown to be the only secondary metabolite in Stylissa caribica that, at its natural concentration, is active as a feeding deterrent against a common omnivorous reef fish.
Asunto(s)
Alcaloides/aislamiento & purificación , Poríferos/química , Pirroles/aislamiento & purificación , Alcaloides/química , Alcaloides/farmacología , Animales , Bahamas , Cromatografía Líquida de Alta Presión , Relación Dosis-Respuesta a Droga , Conducta Alimentaria/efectos de los fármacos , Peces , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Estructura Molecular , Pirroles/química , Pirroles/farmacología , Espectrofotometría Ultravioleta , Espectroscopía Infrarroja por Transformada de FourierRESUMEN
A detailed analysis of the secondary metabolites of a specimen of Agelas sventres was carried out here for the first time. The chemistry of Agelas sponges is dominated by bromopyrrole derivatives. Besides three known bromopyrrole metabolites, a new compound, sventrin (1), was isolated and its structure identified using spectroscopic methods. Sventrin (1) was shown to be a feeding deterrent compound against a common omnivorous reef fish.