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Organic & Biomolecular Chemistry

The international home of synthetic, physical and biomolecular organic chemistry.




Paper

Org. Biomol. Chem., 2009, 7, 2421 - 2429, DOI: 10.1039/b901694e


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

Richard J. Payne, Esther M. M. Bulloch, Miguel M. Toscano, Michelle A. Jones, Olivier Kerbarh and Chris Abell


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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