Abstract
A library of 2,5-dihydrochorismate analogues were designed as inhibitors of the chorismate-utilising enzymes including anthranilate synthase, isochorismate synthase, salicylate synthase and 4-amino-4-deoxychorismate synthase. The inhibitors were synthesised in seven or eight steps from shikimic acid, sourced from star anise. The compounds exhibited moderate but differential inhibition against the four chorismate-utilising enzymes.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Anthranilate Synthase / antagonists & inhibitors*
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Anthranilate Synthase / metabolism
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Bacterial Proteins / metabolism*
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Carbon-Nitrogen Ligases / antagonists & inhibitors*
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Carbon-Nitrogen Ligases / metabolism
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Chorismic Acid / analogs & derivatives*
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Chorismic Acid / chemical synthesis
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Chorismic Acid / metabolism
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / metabolism
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Escherichia coli / enzymology
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Intramolecular Transferases / antagonists & inhibitors*
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Intramolecular Transferases / metabolism
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Lyases / antagonists & inhibitors*
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Lyases / metabolism
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Serratia marcescens / enzymology
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Transaminases
Substances
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Bacterial Proteins
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Enzyme Inhibitors
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Transaminases
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aminodeoxychorismate synthase
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Lyases
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salicylate synthetase
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Anthranilate Synthase
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Intramolecular Transferases
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isochorismate synthase
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Carbon-Nitrogen Ligases
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Chorismic Acid