Literature DB >> 16321003

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

Sameer Urgaonkar1, Henry S La Pierre, Israel Meir, Henrik Lund, Debabrata RayChaudhuri, Jared T Shaw.   

Abstract

[chemical structure: see text]. Two natural products have been synthesized using a ZnCl2-mediated benzylic coupling reaction. Both are potent inhibitors of the GTPase activity of FtsZ, a highly conserved protein that is essential for bacterial cytokinesis.

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Year:  2005        PMID: 16321003      PMCID: PMC2588422          DOI: 10.1021/ol052269z

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  16 in total

Review 1.  The tubulin ancestor, FtsZ, draughtsman, designer and driving force for bacterial cytokinesis.

Authors:  Stephen G Addinall; Barry Holland
Journal:  J Mol Biol       Date:  2002-04-26       Impact factor: 5.469

Review 2.  Bacterial division: the fellowship of the ring.

Authors:  William Margolin
Journal:  Curr Biol       Date:  2003-01-08       Impact factor: 10.834

3.  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 4.  Where will new antibiotics come from?

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

5.  Apparent differences in antimicrobial susceptibility as a consequence of national guidelines.

Authors:  T M Leegaard; D A Caugant; L O Frøholm; E A Høiby
Journal:  Clin Microbiol Infect       Date:  2000-06       Impact factor: 8.067

6.  Introduction: antibiotic resistance.

Authors:  Christopher Walsh; Gerard Wright
Journal:  Chem Rev       Date:  2005-02       Impact factor: 60.622

Review 7.  Cytokinesis in bacteria.

Authors:  Jeffery Errington; Richard A Daniel; Dirk-Jan Scheffers
Journal:  Microbiol Mol Biol Rev       Date:  2003-03       Impact factor: 11.056

8.  Efficient N-demethylation of opiate alkaloids using a modified nonclassical Polonovski reaction.

Authors:  Kristy McCamley; Justin A Ripper; Robert D Singer; Peter J Scammells
Journal:  J Org Chem       Date:  2003-12-12       Impact factor: 4.354

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

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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  33 in total

Review 1.  Drug discovery targeting cell division proteins, microtubules and FtsZ.

Authors:  Iwao Ojima; Kunal Kumar; Divya Awasthi; Jacob G Vineberg
Journal:  Bioorg Med Chem       Date:  2014-03-05       Impact factor: 3.641

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

Authors:  Nohemy A Sorto; Marilyn M Olmstead; Jared T Shaw
Journal:  J Org Chem       Date:  2010-10-29       Impact factor: 4.354

3.  Synthesis of (-)-viriditoxin: a 6,6'-binaphthopyran-2-one that targets the bacterial cell division protein FtsZ.

Authors:  Young Sam Park; Charles I Grove; Marcos González-López; Sameer Urgaonkar; James C Fettinger; Jared T Shaw
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-16       Impact factor: 15.336

Review 4.  Challenges of antibacterial discovery.

Authors:  Lynn L Silver
Journal:  Clin Microbiol Rev       Date:  2011-01       Impact factor: 26.132

5.  Synthesis of the diaryl ether cores common to chrysophaentins A, E and F.

Authors:  Anthony J Brockway; Charles I Grove; Maximillian E Mahoney; Jared T Shaw
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

6.  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

7.  Synthesis of antimicrobial natural products targeting FtsZ: (+)-totarol and related totarane diterpenes.

Authors:  Michelle B Kim; Jared T Shaw
Journal:  Org Lett       Date:  2010-08-06       Impact factor: 6.005

8.  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

9.  Substituted 1,6-diphenylnaphthalenes as FtsZ-targeting antibacterial agents.

Authors:  Yongzheng Zhang; Daniel Giurleo; Ajit Parhi; Malvika Kaul; Daniel S Pilch; Edmond J LaVoie
Journal:  Bioorg Med Chem Lett       Date:  2013-02-13       Impact factor: 2.823

10.  Antimicrobial activity of various 4- and 5-substituted 1-phenylnaphthalenes.

Authors:  Cody Kelley; Songfeng Lu; Ajit Parhi; Malvika Kaul; Daniel S Pilch; Edmond J Lavoie
Journal:  Eur J Med Chem       Date:  2012-12-20       Impact factor: 6.514

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