Literature DB >> 17082856

Synthesis of the mycolactone core by ring-closing metathesis.

Matthew D Alexander1, Shaun D Fontaine, James J La Clair, Antonio G Dipasquale, Arnold L Rheingold, Michael D Burkart.   

Abstract

The undecenolide core of mycolactone was synthesized by ring-closing metathesis and the structure confirmed using single-crystal X-ray diffraction techniques.

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Year:  2006        PMID: 17082856     DOI: 10.1039/b609408b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  7 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

3.  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

4.  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

Review 5.  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

6.  Structure-activity relationship studies on the macrolide exotoxin mycolactone of Mycobacterium ulcerans.

Authors:  Nicole Scherr; Philipp Gersbach; Jean-Pierre Dangy; Claudio Bomio; Jun Li; Karl-Heinz Altmann; Gerd Pluschke
Journal:  PLoS Negl Trop Dis       Date:  2013-03-28

Review 7.  Mycolactones: immunosuppressive and cytotoxic polyketides produced by aquatic mycobacteria.

Authors:  Hui Hong; Caroline Demangel; Sacha J Pidot; Peter F Leadlay; Tim Stinear
Journal:  Nat Prod Rep       Date:  2008-04-17       Impact factor: 13.423

  7 in total

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