Literature DB >> 17923406

N-Benzyl-3-sulfonamidopyrrolidines as novel inhibitors of cell division in E. coli.

Shubhasish Mukherjee1, Carolyn A Robinson, Andrew G Howe, Tali Mazor, Peter A Wood, Sameer Urgaonkar, Alan M Hebert, Debabrata Raychaudhuri, Jared T Shaw.   

Abstract

A new small molecule inhibitor of bacterial cell division has been discovered using a high-throughput screen in Escherichia coli. Although the lead screening hit (534F6) exhibited modest inhibition of the GTPase activity of FtsZ (20+/-5% at 100microM of compound), a primary target for bacterial cell division inhibitors, several analogs caused potent bacterial growth inhibition with negligible antagonism of FtsZ GTPase activity. A library of analogs has been prepared and several alkyne-tagged photoaffinity probes have been synthesized for use in experiments to elucidate the primary target of this compound.

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Year:  2007        PMID: 17923406      PMCID: PMC3335298          DOI: 10.1016/j.bmcl.2007.09.010

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


  19 in total

Review 1.  Photoaffinity labeling in drug discovery and developments: chemical gateway for entering proteomic frontier.

Authors:  Yasumaru Hatanaka; Yutaka Sadakane
Journal:  Curr Top Med Chem       Date:  2002-03       Impact factor: 3.295

2.  Discovery of a small molecule that inhibits cell division by blocking FtsZ, a novel therapeutic target of antibiotics.

Authors:  Jun Wang; Andrew Galgoci; Srinivas Kodali; Kithsiri B Herath; Hiranthi Jayasuriya; Karen Dorso; Francisca Vicente; Antonio González; Doris Cully; David Bramhill; Sheo Singh
Journal:  J Biol Chem       Date:  2003-09-02       Impact factor: 5.157

Review 3.  Where will new antibiotics come from?

Authors:  Christopher Walsh
Journal:  Nat Rev Microbiol       Date:  2003-10       Impact factor: 60.633

Review 4.  FtsZ and the division of prokaryotic cells and organelles.

Authors:  William Margolin
Journal:  Nat Rev Mol Cell Biol       Date:  2005-11       Impact factor: 94.444

5.  Target discovery in small-molecule cell-based screens by in situ proteome reactivity profiling.

Authors:  Michael J Evans; Alan Saghatelian; Erik J Sorensen; Benjamin F Cravatt
Journal:  Nat Biotechnol       Date:  2005-10-02       Impact factor: 54.908

6.  Synthesis of diverse lactam carboxamides leading to the discovery of a new transcription-factor inhibitor.

Authors:  Pui Yee Ng; Yuchen Tang; Wendy M Knosp; H Scott Stadler; Jared T Shaw
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 7.  The prokaryotic cytoskeleton: a putative target for inhibitors and antibiotics?

Authors:  Waldemar Vollmer
Journal:  Appl Microbiol Biotechnol       Date:  2006-10-06       Impact factor: 4.813

8.  A new 2-carbamoyl pteridine that inhibits mycobacterial FtsZ.

Authors:  R C Reynolds; S Srivastava; L J Ross; W J Suling; E L White
Journal:  Bioorg Med Chem Lett       Date:  2004-06-21       Impact factor: 2.823

9.  2-Alkoxycarbonylaminopyridines: inhibitors of Mycobacterium tuberculosis FtsZ.

Authors:  E Lucile White; William J Suling; Larry J Ross; Lainne E Seitz; Robert C Reynolds
Journal:  J Antimicrob Chemother       Date:  2002-07       Impact factor: 5.790

10.  Ligand-, copper-, and amine-free sonogashira reaction of aryl iodides and bromides with terminal alkynes.

Authors:  Sameer Urgaonkar; John G Verkade
Journal:  J Org Chem       Date:  2004-08-20       Impact factor: 4.354

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  8 in total

1.  Enterococcal and streptococcal resistance to PC190723 and related compounds: molecular insights from a FtsZ mutational analysis.

Authors:  Malvika Kaul; Yongzheng Zhang; Ajit K Parhi; Edmond J Lavoie; Steve Tuske; Eddy Arnold; John E Kerrigan; Daniel S Pilch
Journal:  Biochimie       Date:  2013-06-25       Impact factor: 4.079

2.  A bactericidal guanidinomethyl biaryl that alters the dynamics of bacterial FtsZ polymerization.

Authors:  Malvika Kaul; Ajit K Parhi; Yongzheng Zhang; Edmond J LaVoie; Steve Tuske; Eddy Arnold; John E Kerrigan; Daniel S Pilch
Journal:  J Med Chem       Date:  2012-10-26       Impact factor: 7.446

3.  N-Benzyl-3-sulfonamidopyrrolidines are a New Class of Bacterial DNA Gyrase Inhibitors.

Authors:  Marie H Foss; Katherine A Hurley; Nohemy Sorto; Laura L Lackner; Kelsey M Thornton; Jared T Shaw; Douglas B Weibel
Journal:  ACS Med Chem Lett       Date:  2011-04-14       Impact factor: 4.345

Review 4.  Discovery of anti-TB agents that target the cell-division protein FtsZ.

Authors:  Kunal Kumar; Divya Awasthi; William T Berger; Peter J Tonge; Richard A Slayden; Iwao Ojima
Journal:  Future Med Chem       Date:  2010-08       Impact factor: 3.808

Review 5.  Filamentous Thermosensitive Mutant Z: An Appealing Target for Emerging Pathogens and a Trek on Its Natural Inhibitors.

Authors:  Manisha Gurnani; Abhishek Chauhan; Anuj Ranjan; Hardeep Singh Tuli; Mustfa F Alkhanani; Shafiul Haque; Kuldeep Dhama; Rup Lal; Tanu Jindal
Journal:  Biology (Basel)       Date:  2022-04-20

6.  Targeting quinolone- and aminocoumarin-resistant bacteria with new gyramide analogs that inhibit DNA gyrase.

Authors:  Katherine A Hurley; Thiago M A Santos; Molly R Fensterwald; Madhusudan Rajendran; Jared T Moore; Edward I Balmond; Brice J Blahnik; Katherine C Faulkner; Marie H Foss; Victoria A Heinrich; Matthew G Lammers; Lucas C Moore; Gregory D Reynolds; Galen P Shearn-Nance; Brian A Stearns; Zi W Yao; Jared T Shaw; Douglas B Weibel
Journal:  Medchemcomm       Date:  2017-02-27       Impact factor: 3.597

7.  Effects of rhodomyrtone on Gram-positive bacterial tubulin homologue FtsZ.

Authors:  Dennapa Saeloh; Michaela Wenzel; Thanyada Rungrotmongkol; Leendert Willem Hamoen; Varomyalin Tipmanee; Supayang Piyawan Voravuthikunchai
Journal:  PeerJ       Date:  2017-02-02       Impact factor: 2.984

8.  Screening for FtsZ Dimerization Inhibitors Using Fluorescence Cross-Correlation Spectroscopy and Surface Resonance Plasmon Analysis.

Authors:  Shintaro Mikuni; Kota Kodama; Akira Sasaki; Naoki Kohira; Hideki Maki; Masaharu Munetomo; Katsumi Maenaka; Masataka Kinjo
Journal:  PLoS One       Date:  2015-07-08       Impact factor: 3.240

  8 in total

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