Amphidinolide W, a New 12-Membered Macrolide from Dinoflagellate Amphidinium sp

A new cytotoxic 12-membered macrolide, amphidinolide W (1), has been isolated from a marine dinoflagellate Amphidinium sp., and the structure was elucidated by spectroscopic data including 13C−13C INADEQUATE correlations for its 13C-enriched sample. The absolute stereochemistry of 1 was assigned by...

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Bibliographic Details
Published in:Journal of organic chemistry 2002-02, Vol.67 (3), p.1020-1023
Main Authors: Shimbo, Kazutaka, Tsuda, Masashi, Izui, Naoko, Kobayashi, Jun'ichi
Format: Article
Language:English
Subjects:
Animals
Biological and medical sciences
Dinoflagellida - chemistry
General pharmacology
Macrolides - chemistry
Macrolides - isolation & purification
Magnetic Resonance Spectroscopy
Mass Spectrometry - methods
Medical sciences
Molecular Structure
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
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Summary:A new cytotoxic 12-membered macrolide, amphidinolide W (1), has been isolated from a marine dinoflagellate Amphidinium sp., and the structure was elucidated by spectroscopic data including 13C−13C INADEQUATE correlations for its 13C-enriched sample. The absolute stereochemistry of 1 was assigned by combination of J-based configuration analysis and modified Mosher method. Amphidinolide W (1) is the first macrolide without an exomethylene unit among all amphidinolides obtained so far.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo016089o