Marine bacterial inhibitors from the sponge-derived fungus Aspergillus sp

Chromatographic separation of a crude extract obtained from the fungus Aspergillus sp., isolated from the Mediterranean sponge Tethya aurantium, yielded a new tryptophan derived alkaloid, 3-((1-hydroxy-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)methyl)-1-methyl-3,4-dihydrobenzo[e][1,4]diazepine-2,5...

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Veröffentlicht in:Tetrahedron letters 2014-04, Vol.55 (17), p.2789-2792
Hauptverfasser: Zhou, Yaming, Debbab, Abdessamad, Wray, Victor, Lin, WenHan, Schulz, Barbara, Trepos, Rozenn, Pile, Claire, Hellio, Claire, Proksch, Peter, Aly, Amal H.
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Sprache:eng
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Zusammenfassung:Chromatographic separation of a crude extract obtained from the fungus Aspergillus sp., isolated from the Mediterranean sponge Tethya aurantium, yielded a new tryptophan derived alkaloid, 3-((1-hydroxy-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)methyl)-1-methyl-3,4-dihydrobenzo[e][1,4]diazepine-2,5-dione (1), and a new meroterpenoid, austalide R (2), together with three known compounds (3–5). The structures of the new compounds were unambiguously elucidated on the basis of extensive one and two-dimensional NMR (1H, 13C, COSY, HMBC, and ROESY) and mass spectral analysis. Interestingly, the compounds exhibited antibacterial activity when tested against a panel of marine bacteria, with 1 selectively inhibiting Vibrio species and 2 showing a broad spectrum of activity. In contrast, no significant activity was observed against terrestrial bacterial strains and the murine cancer cell line L5178Y.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.02.062