Literature DB >> 21033691

Practical synthesis of PC190723, an inhibitor of the bacterial cell division protein FtsZ.

Nohemy A Sorto1, Marilyn M Olmstead, Jared T Shaw.   

Abstract

A high-yielding and practical synthesis of the bacterial cell division inhibitor PC190723 is described. The synthesis is completed in a longest linear sequence of five steps from commercially available starting materials and can be readily executed on a multigram scale.

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Year:  2010        PMID： 21033691      PMCID： PMC3068231          DOI： 10.1021/jo101720y

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  26 in total

1.  Refined structure of alpha beta-tubulin at 3.5 A resolution.

Authors:  J Löwe; H Li; K H Downing; E Nogales
Journal:  J Mol Biol       Date:  2001-11-09       Impact factor: 5.469

2.  Structure of Mycobacterium tuberculosis FtsZ reveals unexpected, G protein-like conformational switches.

Authors:  Adelaine K W Leung; E Lucile White; Larry J Ross; Robert C Reynolds; Joseph A DeVito; David W Borhani
Journal:  J Mol Biol       Date:  2004-09-17       Impact factor: 5.469

3.  Crystal structure determination of FtsZ from Methanococcus jannaschii.

Authors:  J Löwe
Journal:  J Struct Biol       Date:  1998-12-15       Impact factor: 2.867

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.  Synthesis of antimicrobial natural products targeting FtsZ: (+/-)-dichamanetin and (+/-)-2' ''-hydroxy-5' '-benzylisouvarinol-B.

Authors:  Sameer Urgaonkar; Henry S La Pierre; Israel Meir; Henrik Lund; Debabrata RayChaudhuri; Jared T Shaw
Journal:  Org Lett       Date:  2005-12-08       Impact factor: 6.005

6.  Samarium Barbier reactions of alpha-iodomethyloxazoles and thiazoles with aliphatic aldehydes.

Authors:  David R Williams; Martin A Berliner; Bryan W Stroup; Partha P Nag; Michael P Clark
Journal:  Org Lett       Date:  2005-09-15       Impact factor: 6.005

7.  Structural basis for the regulation of tubulin by vinblastine.

Authors:  Benoît Gigant; Chunguang Wang; Raimond B G Ravelli; Fanny Roussi; Michel O Steinmetz; Patrick A Curmi; André Sobel; Marcel Knossow
Journal:  Nature       Date:  2005-05-26       Impact factor: 49.962

8.  The lethal effect of a benzamide derivative, 3-methoxybenzamide, can be suppressed by mutations within a cell division gene, ftsZ, in Bacillus subtilis.

Authors:  Y Ohashi; Y Chijiiwa; K Suzuki; K Takahashi; H Nanamiya; T Sato; Y Hosoya; K Ochi; F Kawamura
Journal:  J Bacteriol       Date:  1999-02       Impact factor: 3.490

9.  Syntheses of 2,5- and 2,6-difluoronorepinephrine, 2,5-difluoroepinephrine, and 2,6-difluorophenylephrine: effect of disubstitution with fluorine on adrenergic activity.

Authors:  G T Chen; M King; F Gusovsky; C R Creveling; J W Daly; B H Chen; J Y Nie; K L Kirk
Journal:  J Med Chem       Date:  1993-11-26       Impact factor: 7.446

Review 10.  Assembly dynamics of the bacterial cell division protein FTSZ: poised at the edge of stability.

Authors:  Laura Romberg; Petra Anne Levin
Journal:  Annu Rev Microbiol       Date:  2003       Impact factor: 15.500
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  8 in total

1.  Characterization of Caulobacter crescentus FtsZ protein using dynamic light scattering.

Authors:  Sen Hou; Stefan A Wieczorek; Tomasz S Kaminski; Natalia Ziebacz; Marcin Tabaka; Nohemy A Sorto; Marie H Foss; Jared T Shaw; Martin Thanbichler; Douglas B Weibel; Krzysztof Nieznanski; Robert Holyst; Piotr Garstecki
Journal:  J Biol Chem       Date:  2012-05-09       Impact factor: 5.157

2.  TXA709, an FtsZ-Targeting Benzamide Prodrug with Improved Pharmacokinetics and Enhanced In Vivo Efficacy against Methicillin-Resistant Staphylococcus aureus.

Authors:  Malvika Kaul; Lilly Mark; Yongzheng Zhang; Ajit K Parhi; Yi Lisa Lyu; Joan Pawlak; Stephanie Saravolatz; Louis D Saravolatz; Melvin P Weinstein; Edmond J LaVoie; Daniel S Pilch
Journal:  Antimicrob Agents Chemother       Date:  2015-06-01       Impact factor: 5.191

3.  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

4.  An FtsZ-targeting prodrug with oral antistaphylococcal efficacy in vivo.

Authors:  Malvika Kaul; Lilly Mark; Yongzheng Zhang; Ajit K Parhi; Edmond J Lavoie; Daniel S Pilch
Journal:  Antimicrob Agents Chemother       Date:  2013-09-16       Impact factor: 5.191

5.  Inhibitors of bacterial tubulin target bacterial membranes in vivo.

Authors:  Marie H Foss; Ye-Jin Eun; Charles I Grove; Daniel A Pauw; Nohemy A Sorto; Jarred W Rensvold; David J Pagliarini; Jared T Shaw; Douglas B Weibel
Journal:  Medchemcomm       Date:  2012-07-18       Impact factor: 3.597

6.  Comparison of small molecule inhibitors of the bacterial cell division protein FtsZ and identification of a reliable cross-species inhibitor.

Authors:  David E Anderson; Michelle B Kim; Jared T Moore; Terrence E O'Brien; Nohemy A Sorto; Charles I Grove; Laura L Lackner; James B Ames; Jared T Shaw
Journal:  ACS Chem Biol       Date:  2012-10-05       Impact factor: 5.100

7.  Efficient Synthesis of Amine-Linked 2,4,6-Trisubstituted Pyrimidines as a New Class of Bacterial FtsZ Inhibitors.

Authors:  Kin-Fai Chan; Ning Sun; Siu-Cheong Yan; Iris L K Wong; Hok-Kiu Lui; Kwan-Choi Cheung; Jian Yuan; Fung-Yi Chan; Zhiwei Zheng; Edward W C Chan; Sheng Chen; Yun-Chung Leung; Tak Hang Chan; Kwok-Yin Wong
Journal:  ACS Omega       Date:  2017-10-27

Review 8.  Recent Progress in the Development of Small-Molecule FtsZ Inhibitors as Chemical Tools for the Development of Novel Antibiotics.

Authors:  Laura Carro
Journal:  Antibiotics (Basel)       Date:  2019-11-11
  8 in total

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