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Synthetic Approach toward Structure Confirmation of Amphidinol 3

open access: yesSynthetic Approach toward Structure Confirmation of Amphidinol 3
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Structure-based Study on Mode of Action of Dinoflagellate Metabolites, Amphidinols

open access: yesStructure-based Study on Mode of Action of Dinoflagellate Metabolites, Amphidinols
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Structure Elucidation and Mode of Action of Amphidinol Homologues from Marine Dinoflagellate

open access: yesStructure Elucidation and Mode of Action of Amphidinol Homologues from Marine Dinoflagellate
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Roles of integral protein in membrane permeabilization by amphidinols

open access: yesBiochimica Et Biophysica Acta - Biomembranes, 2008
Amphidinols (AMs) are a group of dinoflagellate metabolites with potent antifungal activity. As is the case with polyene macrolide antibiotics, the mode of action of AMs is accounted for by direct interaction with lipid bilayers, which leads to formation of pores or lesions in biomembranes.
Keiichi Konoki   +2 more
exaly   +3 more sources
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Effects of lipid constituents on membrane-permeabilizing activity of amphidinols

Bioorganic and Medicinal Chemistry, 2008
Amphidinols (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.
Keiichi Konoki   +2 more
exaly   +3 more sources

Efficient Syntheses of the Polyene Fragments Present in Amphidinols

Synlett, 2007
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
exaly   +2 more sources

Total Synthesis of Amphidinol 3: A General Strategy for Synthesizing Amphidinol Analogues and Structure–Activity Relationship Study

Journal of the American Chemical Society, 2020
Amphidinol 3 (AM3) is a potent antifungal produced by the dinoflagellate Amphidinium klebsii. It was difficult to determine the absolute configuration of AM3 by using the scarce natural product due to the presence of numerous stereogenic centers on the acyclic carbon chain.
Yuma Wakamiya   +3 more
openaire   +2 more sources

Synthesis of the C31—C67 Fragment of Amphidinol 3.

ChemInform, 2006
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Javier, de Vicente   +2 more
openaire   +2 more sources

Confirmation of the Absolute Configuration at C45 of Amphidinol 3

Journal of Natural Products, 2012
Amphidinol 3 (AM3), a membrane-active agent isolated from the dinoflagellate Amphidinium klebsii, consists of a long carbon chain containing 25 stereogenic centers. Although the absolute configuration of AM3 was determined by extensive NMR analysis and degradation of the natural product, the partial structure corresponding to the tetrahydropyran ring ...
Yoshiyuki, Manabe   +4 more
openaire   +2 more sources

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