New structures and bioactivity patterns of bengazole alkaloids from a choristid marine sponge.
New bengazoles 3-9 as inseparable mixtures are reported from the sponge Jaspis cf. coricea collected in Papua New Guinea. These compounds contain a new variation of the unusual bisoxazole core present in bengazole A [1]. The B-ring oxazole hexatetraol side chain is varyingly substituted with either myristic acid or 13-methylmyristic acid. Hydrolysis of three different bengazole mixtures each yielded an identical tetraol, bengazole Z [11].
Rodríguez
J
J
Department of Chemistry and Biochemistry, University of California, Santa Cruz 95064.
Nieto
R M
RM
Crews
P
P
D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D003110:Colonic Neoplasms / Q000188:drug therapy; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D006868:Hydrolysis; D008545:Melanoma / Q000188:drug therapy; D010080:Oxazoles / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D011161:Porifera / Q000737:chemistry*; D014407:Tumor Cells, Cultured
D000470:Alkaloids; D000970:Antineoplastic Agents; D010080:Oxazoles; C519397:bengazole A