Literature DB >> 19005594

Development of a method for the parallel synthesis and purification of N-substituted pantothenamides, known inhibitors of coenzyme A biosynthesis and utilization.

Marianne van Wyk1, Erick Strauss.   

Abstract

N-Substituted pantothenamides are a class of pantothenic acid analogues which have been shown to act as inhibitors of coenzyme A biosynthesis and utilization, especially by blocking fatty acid metabolism through formation of inactive acyl carrier proteins. To fully explore the chemical diversity and inhibitory potential of these analogues we have developed a simple method for the parallel synthesis and purification of any number of pantothenamides from a single precursor, and subsequently evaluated a small library of these compounds as inhibitors of bacterial growth to demonstrate the potential and utility of the method.

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Year:  2008        PMID: 19005594     DOI: 10.1039/b811086g

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


  7 in total

1.  Synthesis of 4'-aminopantetheine and derivatives to probe aminoglycoside N-6'-acetyltransferase.

Authors:  Xuxu Yan; T Olukayode Akinnusi; Aaron T Larsen; Karine Auclair
Journal:  Org Biomol Chem       Date:  2011-01-12       Impact factor: 3.876

2.  Geminal dialkyl derivatives of N-substituted pantothenamides: synthesis and antibacterial activity.

Authors:  T Olukayode Akinnusi; Kenward Vong; Karine Auclair
Journal:  Bioorg Med Chem       Date:  2011-03-04       Impact factor: 3.641

3.  Structural modification of pantothenamides counteracts degradation by pantetheinase and improves antiplasmodial activity.

Authors:  Marianne de Villiers; Cristiano Macuamule; Christina Spry; Yoo-Min Hyun; Erick Strauss; Kevin J Saliba
Journal:  ACS Med Chem Lett       Date:  2013-06-17       Impact factor: 4.345

4.  The antibiotic CJ-15,801 is an antimetabolite that hijacks and then inhibits CoA biosynthesis.

Authors:  Renier van der Westhuyzen; Justin C Hammons; Jordan L Meier; Samira Dahesh; Wessel J A Moolman; Stephen C Pelly; Victor Nizet; Michael D Burkart; Erick Strauss
Journal:  Chem Biol       Date:  2012-05-25

5.  Exploring structural motifs necessary for substrate binding in the active site of Escherichia coli pantothenate kinase.

Authors:  Emelia Awuah; Eric Ma; Annabelle Hoegl; Kenward Vong; Eric Habib; Karine Auclair
Journal:  Bioorg Med Chem       Date:  2014-04-24       Impact factor: 3.641

6.  Metabolic perturbation of an essential pathway: evaluation of a glycine precursor of coenzyme A.

Authors:  Michael Rothmann; MinJin Kang; Reymundo Villa; Ioanna Ntai; James J La Clair; Neil L Kelleher; Eli Chapman; Michael D Burkart
Journal:  J Am Chem Soc       Date:  2013-04-10       Impact factor: 15.419

7.  Pantothenamides are potent, on-target inhibitors of Plasmodium falciparum growth when serum pantetheinase is inactivated.

Authors:  Christina Spry; Cristiano Macuamule; Zhiyang Lin; Kristopher G Virga; Richard E Lee; Erick Strauss; Kevin J Saliba
Journal:  PLoS One       Date:  2013-02-06       Impact factor: 3.240

  7 in total

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