Abstract
The first synthesis of myristicyclin A, which was isolated from the Papua New Guinean plant Horsfieldia spicata, is described. The synthesis features acid-mediated hydroarylation reaction to form a dihydrocoumarin moiety, construction of the 2,8-dioxabicyclo[3.3.1]nonane skeleton under acidic conditions, and regioselective Friedel-Crafts acylation at a later stage.
Keywords:
Friedel-Crafts acylation; Synthesis; antimalarial; myristicyclin A.
MeSH terms
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Acylation
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Antimalarials / chemistry
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Antimalarials / pharmacology
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Antimalarials / therapeutic use
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Carbon-13 Magnetic Resonance Spectroscopy
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Catechin / chemical synthesis*
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Catechin / chemistry
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Catechin / therapeutic use
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Inhibitory Concentration 50
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Molecular Structure
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Myristicaceae / chemistry*
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Plasmodium falciparum / drug effects
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Proton Magnetic Resonance Spectroscopy
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Spectrometry, Mass, Electrospray Ionization
Substances
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Antimalarials
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myristicyclin A
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Catechin