title: Iriomoteolide-3a, a cytotoxic 15-membered macrolide from a marine dinoflagellate amphidinium species.
abstract: A 15-membered macrolide, iriomoteolide-3a (1), with an allyl epoxide has been isolated from a marine benthic dinoflagellate Amphidinium sp. (strain HYA024), and the structure was assigned by detailed analyses of 2D NMR data. Relative and absolute configurations were elucidated on the basis of conformational studies of 1 and its acetonide (2) and modified Mosher's method of 1, respectively. Iriomoteolide-3a (1) and the acetonide (2) exhibited potently cytotoxic activity against antitumor cells.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
authors.forename: Keiko
authors.initials: K
authors.lastname: Oguchi
authors.forename: Masashi
authors.initials: M
authors.lastname: Tsuda
authors.forename: Rie
authors.initials: R
authors.lastname: Iwamoto
authors.forename: Yumiko
authors.initials: Y
authors.lastname: Okamoto
authors.forename: Jun'ichi
authors.initials: J
authors.lastname: Kobayashi
authors.forename: Eri
authors.initials: E
authors.lastname: Fukushi
authors.forename: Jun
authors.initials: J
authors.lastname: Kawabata
authors.forename: Tomoko
authors.initials: T
authors.lastname: Ozawa
authors.forename: Atsunori
authors.initials: A
authors.lastname: Masuda
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Kitaya
authors.forename: Kenji
authors.initials: K
authors.lastname: Omasa
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D004141:Dinoflagellida / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular
chemical_list: C528465:Iriomoteolide-3a; D018942:Macrolides