Abstract
Kadsurenone, a specific receptor antagonist of platelet-activating factor (PAF), and its analogues were prepared from derivatives of cinnamyl alcohol and (allyloxy)phenol. Racemic kadsurenone, resolvable by a Chiralpak column at low temperatures, has an IC50 value of 2 X 10(-7) M, which is about 50% of the activity of the natural product (IC50 = 1 X 10(-7) M). The structural specificity of kadsurenone was further demonstrated by the low PAF-receptor-blocking activities of denudatin B, mirandin A, desallylkadsurenone, and the 2-epimer of kadsurenone.
MeSH terms
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Animals
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Benzofurans / chemical synthesis*
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Benzofurans / pharmacology
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Blood Platelets / metabolism
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Cell Membrane / metabolism
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Circular Dichroism
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Indicators and Reagents
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Kinetics
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Lignans*
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Magnetic Resonance Spectroscopy
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Platelet Activating Factor / antagonists & inhibitors*
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Platelet Membrane Glycoproteins*
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Rabbits
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Receptors, Cell Surface / drug effects*
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Receptors, Cell Surface / metabolism
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Receptors, G-Protein-Coupled*
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Structure-Activity Relationship
Substances
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Benzofurans
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Indicators and Reagents
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Lignans
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Platelet Activating Factor
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Platelet Membrane Glycoproteins
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Receptors, Cell Surface
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Receptors, G-Protein-Coupled
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platelet activating factor receptor
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kadsurenone