Organic & Biomolecular Chemistry · 2008 · 23 citations · 34 references
Natural SciencesChemistryMarine BiologyBioorganic ChemistryNatural Product BiosynthesisOrganic ChemistryAlkaloid BiosynthesisMarine Bioactive CompoundsMarine Natural ProductsOrganic SynthesisBioactive Compounds From Marine SpongesBioactive Marine MetabolitesDe Novo Structure ElucidationMarine AlkaloidsMarine Sponge MetabolitesSecondary MetabolitesSponges-derived Metabolites
3-Alkylpyridine alkaloids are very common secondary metabolites from marine sponges of the order Haplosclerida. Here, we report on the identification and synthesis of the first cyclic monomeric 3-alkylpyridinium alkaloid from natural sources. Due to the lack of a pure sample of the new compound, structure elucidation had to rely on HPLC and MS(n).
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Manzamine A, a novel antitumor alkaloid from a sponge
Ryuichi Sakai, Tatsuo Higa, Charles W. Jefford et al. · Journal of the American Chemical Society · 1986 · 477 citations
Manzamine B and C, two novel alkaloids from the sponge haliclona sp.
Ryuichi Sakai, Shigeo Kohmoto, Tatsuo Higa et al. · Tetrahedron Letters · 1987 · 150 citations
Nobuhiro Fusetani, Naoki Asai, Shigeki Matsunaga et al. · Tetrahedron Letters · 1994 · 112 citations