Iriomoteolide-3a, a cytotoxic 15-membered macrolide from a marine dinoflagellate amphidinium species.
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.
Oguchi
Keiko
K
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Tsuda
Masashi
M
Iwamoto
Rie
R
Okamoto
Yumiko
Y
Kobayashi
Jun'ichi
J
Fukushi
Eri
E
Kawabata
Jun
J
Ozawa
Tomoko
T
Masuda
Atsunori
A
Kitaya
Yoshiaki
Y
Omasa
Kenji
K
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
C528465:Iriomoteolide-3a; D018942:Macrolides