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| - Synthesis and Structures of Regioisomeric Hydnocarpin-Type Flavonolignans
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| - Flavonolignans represent natural compounds whose biosynthesis presumes a radical coupling of a ringB catecholic flavonoid with a molecule of coniferyl alcohol or an analogue. Many natural flavonolignanscan exist as regioisomers, depending on how the coupled coniferyl alcohol moiety orients to the flavonoid.These regioisomers are often difficult to separate and have virtually identical NMR spectra. Structuralassignments for some have changed with time or have been given without proof. We here report synthesesof both regioisomers of the flavonolignan hydnocarpin and one isomer of a plant isolate previously knownas 5‘-methoxyhydnocarpin. This isomer, here renamed 5‘-methoxyhydnocarpin-D, was recently shown tobe a potent inhibitor of a Staphylococcus aureus multidrug resistant efflux pump.
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