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Org Biomol Chem. 2009 Jun 7;7(11):2421-9. doi: 10.1039/b901694e. Epub 2009 Apr 2.

Synthesis and evaluation of 2,5-dihydrochorismate analogues as inhibitors of the chorismate-utilising enzymes.

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  • 1Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UKCB2 1EW.


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.

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