Abstract
A series of novobiocin-like coumarincarboxylic acids has been prepared bearing the L-rhamnosyl moiety as the sugar portion of the molecule. The similar DNA gyrase inhibitory activity of the novel class of coumarins to that of novobiocin demonstrates that L-rhamnose can effectively replace L-noviose. Introduction of alkyl side-chains at C-5 of coumarin leads to improved in vitro antibacterial properties in the novel series.
MeSH terms
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Anti-Bacterial Agents / chemical synthesis
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Anti-Bacterial Agents / pharmacology
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Carboxylic Acids / chemical synthesis
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Carboxylic Acids / pharmacology
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Coumarins / chemical synthesis*
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Coumarins / pharmacology
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DNA Gyrase
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DNA, Superhelical / metabolism
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology
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Escherichia coli / enzymology
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Molecular Structure
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Novobiocin / analogs & derivatives
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Novobiocin / pharmacology
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Rhamnose / analogs & derivatives
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Topoisomerase II Inhibitors*
Substances
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Anti-Bacterial Agents
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Carboxylic Acids
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Coumarins
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DNA, Superhelical
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Enzyme Inhibitors
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Topoisomerase II Inhibitors
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Novobiocin
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clorobiocin
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DNA Gyrase
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Rhamnose