RESUMO
Bioactive marine natural products (BMNPs) of interest for applications as drugs, antimicrobials, cosmetics, nutraceuticals, or antifoulants, are often present in traces in producer organisms and often occur in threatened or endangered species, or in organisms playing key ecological roles [...].
Assuntos
Anti-Infecciosos , Produtos Biológicos , Animais , Suplementos Nutricionais , Espécies em Perigo de ExtinçãoRESUMO
Two new renieramycin-type bistetrahydroisoquinolinequinone alkaloids, fennebricins A (1) and B (5), and one new isoquinolinequinone alkaloid, N-formyl-1,2-dihydrorenierol (7), were isolated from the skin of the South China Sea nudibranch Jorunna funebris and its possible sponge-prey Xestospongia sp., together with eight known metabolites, including three bistetrahydroisoquinolinequinones (2-4) and five isoquinolinequinones (8-12). Their structures were elucidated by analysis of spectroscopic data including 1D and 2D NMR and high-resolution electrospray ionization mass spectrometry (HRESIMS) and by comparison with data for related known compounds. All the metabolites except for 7 occurred simultaneously in the two animals, supporting recent ecological studies that the nudibranch J. funebris preys on the sponge of the genus Xestospongia.
Assuntos
Alcaloides/isolamento & purificação , Gastrópodes/química , Isoquinolinas/isolamento & purificação , Quinonas/isolamento & purificação , Tetra-Hidroisoquinolinas/isolamento & purificação , Xestospongia/química , Alcaloides/química , Animais , Isoquinolinas/química , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Quinolonas/química , Quinolonas/isolamento & purificação , Quinonas/química , Tetra-Hidroisoquinolinas/químicaRESUMO
Three new sulfated meroterpenoids containing sesquiterpene and hydroquinone moieties, namely siphonodictyal A sulfate (1), akadisulfate A (2) and akadisulfate B (3), along with the known siphonodictyal B3 and bis(sulfato)-cyclosiphonodictyol A were isolated from the sponge Aka coralliphaga. Their structures were elucidated on the basis of spectroscopic data. Akadisulfate B and siphonodictyal B3 showed a radical-scavenging activity comparable with that of the known lipophylic antioxidant BHT.
Assuntos
Poríferos/química , Terpenos/isolamento & purificação , Animais , Sequestradores de Radicais Livres/análise , Estrutura Molecular , Terpenos/químicaRESUMO
The Mediterranean Sea is losing its biological distinctiveness, and the same phenomenon is occurring in other seas. It gives urgency to a better understanding of the factors that affect marine biological invasions. A chemoecological approach is proposed here to define biotic conditions that promote biological invasions in terms of enemy escape and resource opportunities. Research has focused on the secondary metabolite composition of three exotic sea slugs found in Greece that have most probably entered the Mediterranean basin by Lessepsian migration, an exchange that contributes significantly to Mediterranean biodiversity. We have found toxic compounds with significant activity as feeding deterrents both in the cephalaspidean Haminoea cyanomarginata and in the nudibranch Melibe viridis. These findings led us to propose aposematism in the former and dietary autonomy in producing defensive metabolites in the latter case, as predisposing factors to the migration. In the third mollusk investigated, the anaspidean Syphonota geographica, the topic of marine invasions has been approached through a study of its feeding biology. The identification of the same compounds from both the viscera of each individual, separately analyzed, and their food, the seagrass Halophila stipulacea, implies a dietary dependency. The survival of S. geographica in the Mediterranean seems to be related to the presence of H. stipulacea. The initial invasion of this exotic pest would seem to have paved the way for the subsequent invasion of a trophic specialist that takes advantage of niche opportunities.