title: Amphidinolide X, a novel 16-membered macrodiolide from dinoflagellate Amphidinium sp.
abstract: 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 (13)C-(13)C correlations. The relative and absolute stereochemistries were determined by combined analyses of NOESY data and (1)H-(1)H and (1)H-(13)C 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 (13)C-labeled acetates.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
authors.forename: Masashi
authors.initials: M
authors.lastname: Tsuda
authors.forename: Naoko
authors.initials: N
authors.lastname: Izui
authors.forename: Kazutaka
authors.initials: K
authors.lastname: Shimbo
authors.forename: Masaaki
authors.initials: M
authors.lastname: Sato
authors.forename: Eri
authors.initials: E
authors.lastname: Fukushi
authors.forename: Jun
authors.initials: J
authors.lastname: Kawabata
authors.forename: Kazuhito
authors.initials: K
authors.lastname: Katsumata
authors.forename: Takeo
authors.initials: T
authors.lastname: Horiguchi
authors.forename: Jun'ichi
authors.initials: J
authors.lastname: Kobayashi
mesh_terms: D000818:Animals; D002247:Carbon Isotopes; D004141:Dinoflagellida / Q000737:chemistry*; D018942:Macrolides / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism; D000097442:Amphidinolides
chemical_list: D002247:Carbon Isotopes; D018942:Macrolides; C480942:amphidinolide X; D000097442:Amphidinolides