Biologically active extracts of the Caribbean sponge Agelas conifera have yielded, in exhaustive studies, the diacetate salts of seven new bromopyrroles (1,(3)(4)(5)(6)(7)(8), as well as that of the known debromooroidin dimer sceptrin (2). These compounds were found to be antiviral and antibacterial and were active in barnacle settlement and biochemical prophage induction assays. The structures assigned were based on spectroscopic comparisons to sceptrin and two-dimensional NMR data. Synthetic bromopyrroles were used to verify bromine substitution patterns. The oxysceptrins (4,5) are characterized by their aminoimidazolinone group, the ageliferins (6-8) by a unique cyclohexene-based skeleton.
Extracts of marine species from Baja California and theCaribbean have been examined on shipboard for a variety of bioactlvities and their constituents studied there by gas chromatography! mass spectrometry. A very high proportion of the extracts has been shown to be cytotoxic, a high proportion to be antibacterial or antifungal and a surprisingly large number to be antiviral. Many of these activities have been confirmed in more extensive assays against tumor cells, pathogenic microorganisms and a battery of viruses. A number of the compounds responsible for the activities have been identified, including several new compounds. Of special current interest are the didemnins, depsipeptides isolated from a didemnid tunicate, which inhibit a number of RNA and DNA viruses and exhibit potent cytotoxicity vs. tumor cell lines.
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