Amphidinolide X, a novel 16-membered macrodiolide from dinoflagellate Amphidinium sp

Article abstract of DOI:10.1021/jo0343634

A novel cytotoxic 16-membered macrodiolide, amphidinolide X (1), has been isolated from a marine dinoflagellate Amphidinium sp. (strain Y-42). The gross structure of 1 was elucidated on the basis of spectroscopic data including one-bond and long-range ¹³C-¹³C correlations. The relative and absolute stereochemistries were determined by combined analyses of NOESY data and ¹H-¹H and ¹H-¹³C coupling constants of 1 and NMR data of the degradation products. Amphidinolide X (1) is the first macrodiolide consisting of polyketide-derived diacid and diol units from natural sources. The biosynthetic origins of 1 were investigated by means of feeding experiments with ¹³C-labeled acetates.