Literature DB >> 15606095

Structure determination of mycolactone C via total synthesis.

Ted C Judd1, Alexander Bischoff, Yoshito Kishi, Sarojini Adusumilli, Pamela L C Small.   

Abstract

[structure: see text] By total synthesis, mycolactone C has been established as an approximately 1:1 mixture of Z-Delta4'5'- and E-Delta4'5'-geometric isomers of C12'-deoxymycolactones A and B.

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Year:  2004        PMID: 15606095     DOI: 10.1021/ol0479996

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


  15 in total

1.  Total Synthesis of Mycolactones A and B.

Authors:  Fengbin Song; Steve Fidanze; Andrew B Benowitz; Yoshito Kishi
Journal:  Tetrahedron       Date:  2007-06-25       Impact factor: 2.457

2.  A synthetic entry to pladienolide B and FD-895.

Authors:  Alexander L Mandel; Brian D Jones; James J La Clair; Michael D Burkart
Journal:  Bioorg Med Chem Lett       Date:  2007-07-07       Impact factor: 2.823

Review 3.  Feedstock Reagents in Metal-Catalyzed Carbonyl Reductive Coupling: Minimizing Preactivation for Efficiency in Target-Oriented Synthesis.

Authors:  Rosalie S Doerksen; Cole C Meyer; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-26       Impact factor: 15.336

4.  Scalable and efficient synthesis of the mycolactone core.

Authors:  Katrina L Jackson; Wenju Li; Chi-Li Chen; Yoshito Kishi
Journal:  Tetrahedron       Date:  2010-03-27       Impact factor: 2.457

5.  Chemistry of mycolactones, the causative toxins of Buruli ulcer.

Authors:  Yoshito Kishi
Journal:  Proc Natl Acad Sci U S A       Date:  2011-03-07       Impact factor: 11.205

6.  Synthesis and structure assignment of the minor metabolite arising from the frog pathogen Mycobacterium liflandii.

Authors:  Thomas Spangenberg; Sylvain Aubry; Yoshito Kishi
Journal:  Tetrahedron Lett       Date:  2010-03-31       Impact factor: 2.415

Review 7.  Buruli ulcer: reductive evolution enhances pathogenicity of Mycobacterium ulcerans.

Authors:  Caroline Demangel; Timothy P Stinear; Stewart T Cole
Journal:  Nat Rev Microbiol       Date:  2009-01       Impact factor: 60.633

Review 8.  The chemistry and biology of mycolactones.

Authors:  Matthias Gehringer; Karl-Heinz Altmann
Journal:  Beilstein J Org Chem       Date:  2017-08-11       Impact factor: 2.883

9.  Mycolactone-mediated inhibition of tumor necrosis factor production by macrophages infected with Mycobacterium ulcerans has implications for the control of infection.

Authors:  Egídio Torrado; Sarojini Adusumilli; Alexandra G Fraga; Pamela L C Small; António G Castro; Jorge Pedrosa
Journal:  Infect Immun       Date:  2007-05-21       Impact factor: 3.441

10.  Synthesis and structure of mycolactone E isolated from frog mycobacterium.

Authors:  Sylvain Aubry; Richard E Lee; Engy A Mahrous; Pam L C Small; Dia Beachboard; Yoshito Kishi
Journal:  Org Lett       Date:  2008-12-04       Impact factor: 6.005

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