Literature DB >> 22001086

Synthesis and biological evaluation of salicylate-based compounds as a novel class of methionine aminopeptidase inhibitors.

Wen-Long Wang1, Sergio C Chai, Qi-Zhuang Ye.   

Abstract

A series of salicylate-based compounds were designed and synthesized based on the simple function group replacement from our previously reported catechol-containing inhibitors of methionine aminopeptidase (MetAP). Some of these salicylate derivatives showed similar potency and metalloform selectivity, and some showed considerable antibacterial activity. These findings are consistent with our previous conclusion that Fe(II) is the likely metal used by MetAP in bacterial cells and provide new lead structures that can be further developed as novel antibacterial agents. Copyright Â
© 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID: 22001086      PMCID: PMC3210323          DOI: 10.1016/j.bmcl.2011.09.080

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  18 in total

Review 1.  Metalloaminopeptidases: common functional themes in disparate structural surroundings.

Authors:  W Todd Lowther; Brian W Matthews
Journal:  Chem Rev       Date:  2002-12       Impact factor: 60.622

2.  Discovery and structural modification of inhibitors of methionine aminopeptidases from Escherichia coli and Saccharomyces cerevisiae.

Authors:  Qun-Li Luo; Jing-Ya Li; Zhi-Ying Liu; Ling-Ling Chen; Jia Li; Zhen Qian; Qiang Shen; Yu Li; Gerald H Lushington; Qi-Zhuang Ye; Fa-Jun Nan
Journal:  J Med Chem       Date:  2003-06-19       Impact factor: 7.446

Review 3.  Protein N-terminal methionine excision.

Authors:  C Giglione; A Boularot; T Meinnel
Journal:  Cell Mol Life Sci       Date:  2004-06       Impact factor: 9.261

Review 4.  Structure and function of the methionine aminopeptidases.

Authors:  W T Lowther; B W Matthews
Journal:  Biochim Biophys Acta       Date:  2000-03-07

5.  Methionine aminopeptidase gene of Escherichia coli is essential for cell growth.

Authors:  S Y Chang; E C McGary; S Chang
Journal:  J Bacteriol       Date:  1989-07       Impact factor: 3.490

6.  Metalloform-selective inhibitors of escherichia coli methionine aminopeptidase and X-ray structure of a Mn(II)-form enzyme complexed with an inhibitor.

Authors:  Qi-Zhuang Ye; Sheng-Xue Xie; Min Huang; Wei-Jun Huang; Jing-Ping Lu; Ze-Qiang Ma
Journal:  J Am Chem Soc       Date:  2004-11-03       Impact factor: 15.419

7.  Physiologically relevant metal cofactor for methionine aminopeptidase-2 is manganese.

Authors:  Jieyi Wang; George S Sheppard; Pingping Lou; Megumi Kawai; Chang Park; David A Egan; Andrew Schneider; Jennifer Bouska; Rick Lesniewski; Jack Henkin
Journal:  Biochemistry       Date:  2003-05-06       Impact factor: 3.162

8.  Specificity for inhibitors of metal-substituted methionine aminopeptidase.

Authors:  Jing-Ya Li; Ling-Ling Chen; Yong-Mei Cui; Qun-Li Luo; Jia Li; Fa-Jun Nan; Qi-Zhuang Ye
Journal:  Biochem Biophys Res Commun       Date:  2003-07-18       Impact factor: 3.575

9.  Discovery of inhibitors of Escherichia coli methionine aminopeptidase with the Fe(II)-form selectivity and antibacterial activity.

Authors:  Wen-Long Wang; Sergio C Chai; Min Huang; Hong-Zhen He; Thomas D Hurley; Qi-Zhuang Ye
Journal:  J Med Chem       Date:  2008-09-12       Impact factor: 7.446

10.  Crystal structures of Staphylococcusaureus methionine aminopeptidase complexed with keto heterocycle and aminoketone inhibitors reveal the formation of a tetrahedral intermediate.

Authors:  Alice Douangamath; Glenn E Dale; Allan D'Arcy; Michael Almstetter; Robert Eckl; Annabelle Frutos-Hoener; Bernd Henkel; Katrin Illgen; Sven Nerdinger; Henk Schulz; Aengus Mac Sweeney; Aengus MacSweeney; Michael Thormann; Andreas Treml; Sabine Pierau; Sjoerd Wadman; Christian Oefner
Journal:  J Med Chem       Date:  2004-03-11       Impact factor: 7.446

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  2 in total

1.  The identification of inhibitory compounds of Rickettsia prowazekii methionine aminopeptidase for antibacterial applications.

Authors:  Travis R Helgren; Elif S Seven; Congling Chen; Thomas E Edwards; Bart L Staker; Jan Abendroth; Peter J Myler; James R Horn; Timothy J Hagen
Journal:  Bioorg Med Chem Lett       Date:  2018-03-15       Impact factor: 2.823

Review 2.  Advances in Bacterial Methionine Aminopeptidase Inhibition.

Authors:  Travis R Helgren; Phumvadee Wangtrakuldee; Bart L Staker; Timothy J Hagen
Journal:  Curr Top Med Chem       Date:  2016       Impact factor: 3.295

  2 in total

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