Literature DB >> 19462053

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

Richard J Payne1, Esther M M Bulloch, Miguel M Toscano, Michelle A Jones, Olivier Kerbarh, Chris Abell.   

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.

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Year:  2009        PMID: 19462053     DOI: 10.1039/b901694e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  8 in total

1.  Stereocontrolled Synthesis of a Potential Transition-State Inhibitor of the Salicylate Synthase MbtI from Mycobacterium tuberculosis.

Authors:  Zheng Liu; Feng Liu; Courtney C Aldrich
Journal:  J Org Chem       Date:  2015-06-16       Impact factor: 4.354

Review 2.  Breaking a pathogen's iron will: Inhibiting siderophore production as an antimicrobial strategy.

Authors:  Audrey L Lamb
Journal:  Biochim Biophys Acta       Date:  2015-05-10

3.  Expanding the results of a high throughput screen against an isochorismate-pyruvate lyase to enzymes of a similar scaffold or mechanism.

Authors:  Kathleen M Meneely; Qianyi Luo; Andrew P Riley; Byron Taylor; Anuradha Roy; Ross L Stein; Thomas E Prisinzano; Audrey L Lamb
Journal:  Bioorg Med Chem       Date:  2014-09-16       Impact factor: 3.641

4.  Inhibitors of the salicylate synthase (MbtI) from Mycobacterium tuberculosis discovered by high-throughput screening.

Authors:  Mahalakshmi Vasan; João Neres; Jessica Williams; Daniel J Wilson; Aaron M Teitelbaum; Rory P Remmel; Courtney C Aldrich
Journal:  ChemMedChem       Date:  2010-12-03       Impact factor: 3.466

5.  Synthesis of Transition-State Inhibitors of Chorismate Utilizing Enzymes from Bromobenzene cis-1,2-Dihydrodiol.

Authors:  Xiao-Kang Zhang; Feng Liu; William D Fiers; Wen-Mei Sun; Jun Guo; Zheng Liu; Courtney C Aldrich
Journal:  J Org Chem       Date:  2017-03-17       Impact factor: 4.354

6.  Inhibition of p-aminobenzoate and folate syntheses in plants and apicomplexan parasites by natural product rubreserine.

Authors:  Djeneb Camara; Cordelia Bisanz; Caroline Barette; Jeroen Van Daele; Esmare Human; Bernice Barnard; Dominique Van der Straeten; Christophe P Stove; Willy E Lambert; Roland Douce; Eric Maréchal; Lyn-Marie Birkholtz; Marie-France Cesbron-Delauw; Renaud Dumas; Fabrice Rébeillé
Journal:  J Biol Chem       Date:  2012-05-10       Impact factor: 5.157

7.  The Role of Amino Acid Permeases and Tryptophan Biosynthesis in Cryptococcus neoformans Survival.

Authors:  João Daniel Santos Fernandes; Kevin Martho; Veridiana Tofik; Marcelo A Vallim; Renata C Pascon
Journal:  PLoS One       Date:  2015-07-10       Impact factor: 3.240

8.  An Open and Shut Case: The Interaction of Magnesium with MST Enzymes.

Authors:  Kathleen M Meneely; Jesse A Sundlov; Andrew M Gulick; Graham R Moran; Audrey L Lamb
Journal:  J Am Chem Soc       Date:  2016-07-19       Impact factor: 15.419

  8 in total

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