Marine sponges contain dense and diverse microbial communities, which are renowned as a source of bioactive metabolites. The biological activities of sponge-microbe natural products span a broad spectrum, from antibacterial and antifungal to antitumor and antiviral applications. However, the potential of sponge-derived compounds has not been fully realized, due largely to the acknowledged "supply issue.
View Article and Find Full Text PDFJ Chem Ecol
September 2008
Activated chemical defense, i.e., the rapid conversion of precursor molecules to defensive compounds following tissue damage, has been well documented for terrestrial and marine plants; but evidence for its presence in sessile marine invertebrates remains scarce.
View Article and Find Full Text PDFEighteen brominated sponge-derived metabolites and synthetic analogues were analyzed for antilarval settlement of Balanus improvisus. Only compounds exhibiting oxime substituents including bastadin-3 (4), -4 (1), -9 (2), and -16 (3), hemibastadin-1 (6), aplysamine-2 (5), and psammaplin A (10) turned out to inhibit larval settling at 1 to 10 microM. Analogues of hemibastadin-1 (6) were synthesized and tested for structure activity studies.
View Article and Find Full Text PDFSponges of the genus Aplysina accumulate brominated isoxazoline alkaloids in concentrations that sometimes exceed 10% of their dry weight. We previously reported a decrease in concentrations of these compounds and a concomitant increase in concentrations of the monocyclic nitrogenous compounds aeroplysinin-1 and dienone in Aplysina aerophoba following injury of the sponge tissue. Further investigations indicated a wound-induced enzymatic cleavage of the former compounds into the latter, and demonstrated that these reactions also occur in other Aplysina sponges.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
May 2004
The Mediterranean sponges Aplysina aerophoba and A. cavernicola accumulate brominated isoxazoline alkaloids including aplysinamisin-1 (1), aerophobin-2 (2), isofistularin-3 (3) or aerothionin (4) at concentrations up to 10% of their respective dry weights. In laboratory feeding experiments employing the polyphagous Mediterranean fish Blennius sphinx crude extracts of both Aplysina sponges were incorporated into artificial fish food at their physiological concentrations (based on volume) and offered to B.
View Article and Find Full Text PDFZ Naturforsch C J Biosci
October 2003
Specimens of the spongivorous Mediterranean opisthobranch Tylodina perversa that had been collected while feeding on Aplysina acerophoba were shown to sequester the brominated isoxazoline alkaloids of their prey. Alkaloids were stored in the hepatopancreas, mantle tissues, and egg masses in an organ-specific manner. Surprisingly, the known sponge alkaloid aerothionin which is found only in A.
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