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Ptilomycalin A, crambescidin 800 and related new highly cytotoxic guanidine alkaloids from the starfishes Fromia monilis and Celerina heffernani

1995; Elsevier BV; Volume: 51; Issue: 12 Linguagem: Inglês

10.1016/0040-4020(95)00082-j

1464-5416

Elio Palagiano, Simona De Marino, Luigi Minale, Raffaele Riccio, Franco Zollo, Maria Iorizzi, Jean Baptiste Carré, Cécile Debitus, Laetitia Lucarain, Jean Provost,

Synthetic Organic Chemistry Methods

Two novel pentacyclic guanidine alkaloids, celeromycalin 3 and fromiamycalin 4, have been isolated from the New Caledonian starfishes Celerina heffernani and Fromia monilis, respectively. Also found in Celerina heffernani are the known ptilomycalin A (1) and crambescidin 800 (2), which latter has been also isolated from Fromia monilis. The new compounds exhibited an high cytotoxic activity like the previous crambescidins. These complex pentacyclic guanidines are typical sponges metabolites and their occurence in starfishes is noteworthy. Fromia monilis also contained the less active component 5, made up from an hydroxyspermidine residue linked to a long chain ω-hydroxyacid.