Structure Elucidation and Mode of Action of Amphidinol Homologues from Marine Dinoflagellate
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High Inter- and Intraspecific Variability in Amphidinol Content and Toxicity of Amphidinium Strains
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Efficient Syntheses of the Polyene Fragments Present in Amphidinols
The C53-C67 and C53-C65 polyene fragments of amphidinols have been synthesized in an efficient and convergent fashion from sorbic acid in good overall yields (30-31%) by employing a chemoselective cross-metathesis of a Weinreb amide and a Julia-Kocienski olefination as the key steps.
Janine Cossy +2 more
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Acetate labeling patterns of dinoflagellate polyketides, amphidinols 2, 3 and 4
Abstract Amphidinols, which are polyketide metabolites chiefly comprising a long linear chain with polyhydroxyl groups and polyolefins, are produced by marine dinoflagellates Amphidinium carterae and A. klebsii. The acetate incorporation experiments of amphidinols 2, 3 and 4 revealed that they are built up with five regular C2-elongation sequences ...
Toshihiro Houdai +2 more
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Effects of lipid constituents on membrane-permeabilizing activity of amphidinols
Bioorganic and Medicinal Chemistry, 2008Amphidinols (AMs) are a new class of polyhydroxyl polyene compounds with potent antifungal activity. Membrane-permeabilizing activities of AM2, AM3, and AM6 were examined using fluorescent-dye leakage experiments with various phosphatidylcholines (PCs) and sterols. All the AMs tested showed the potent activity to cholesterol-containing liposomes.
Nagy Morsy +2 more
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Two new homologues of amphidinols (AM14 and AM15) were isolated from the cultured dinoflagellate Amphidinium klebsii. The structures were elucidated on the basis of 2D NMR and collision-induced dissociation MS/MS and turned out to be closely related homologues of AM7.
Nagy Morsy +2 more
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Amphidinols are a unique dinoflagellate metabolite with potent antifungal activity. We examined membrane permeabilizing action by amphidinol analogues with structural variations in polyhydroxy and polyene moieties. Consequently, the polyene and polyhydroxy moieties turned out to play important roles in binding to lipid bilayer membrane and in forming ...
Toshihiro Houdai +2 more
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A pilot-scale bioprocess to produce amphidinols from the marine microalga Amphidinium carterae: Isolation of a novel analogue [PDF]
Marine dinoflagellate microalgae belonging to the genus Amphidinium are a key source of an interesting group of polyketide metabolites with potent bioactivities, wide-ranging functional diversity and stereochemical complexity, but low natural ...
A Molina-Miras +2 more
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Influence of culture medium recycling on the growth of a marine dinoflagellate microalga and bioactives production in a raceway photobioreactor [PDF]
Amphidinium carterae is a marine dinoflagellate microalga that produces high-value bioactive polyketides such as amphidinols and amphidinolides, which have remarkable cytotoxic, antifungal and antitumoral activities.
A Molina-Miras +2 more
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Improved extraction of bioactive compounds from biomass of the marine dinoflagellate microalga Amphidinium carterae [PDF]
The extraction of three families of compounds (carotenoids, fatty acids and amphidinols) from the biomass of two strains of Amphidinium carterae (ACRN03 and Dn241EHU) was improved by tuning cell disruption and solvent extraction operations.
M C Ceron-Garcia +2 more
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