Literature DB >> 3895583

The chemistry of brevetoxins: a review.

K Nakanishi.   

Abstract

The structure of the unique 'red tide' dinoflagellate neurotoxin, brevetoxin-B is presented and the experimental data supporting the chemical structure is discussed. A brief account of the other brevetoxins and their structural relationships is also presented. A biosynthetic scheme for the natural formation of the brevetoxin skeleton is proposed. Studies of the most toxic of the three pure brevetoxins, brevetoxin-A, indicate a skeleton differing from that of brevetoxin-B.

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Year:  1985        PMID: 3895583     DOI: 10.1016/0041-0101(85)90031-5

Source DB:  PubMed          Journal:  Toxicon        ISSN: 0041-0101            Impact factor:   3.033


  35 in total

1.  Lessons and revelations from biomimetic syntheses.

Authors:  Mina Razzak; Jef K De Brabander
Journal:  Nat Chem Biol       Date:  2011-11-15       Impact factor: 15.040

2.  New synthetic strategies for the stereocontrolled synthesis of substituted "skipped" diepoxides.

Authors:  Christopher J Morten; Timothy F Jamison
Journal:  Tetrahedron       Date:  2009-08-15       Impact factor: 2.457

3.  Entropic factors provide unusual reactivity and selectivity in epoxide-opening reactions promoted by water.

Authors:  Jeffery A Byers; Timothy F Jamison
Journal:  Proc Natl Acad Sci U S A       Date:  2013-09-17       Impact factor: 11.205

4.  Hydroxyl-substituted ladder polyethers via selective tandem epoxidation/cyclization sequence.

Authors:  Lara C Czabaniuk; Timothy F Jamison
Journal:  Org Lett       Date:  2015-02-03       Impact factor: 6.005

5.  Total synthesis, structure revision, and absolute configuration of (-)-brevenal.

Authors:  Haruhiko Fuwa; Makoto Ebine; Andrea J Bourdelais; Daniel G Baden; Makoto Sasaki
Journal:  J Am Chem Soc       Date:  2006-12-27       Impact factor: 15.419

Review 6.  The continuing saga of the marine polyether biotoxins.

Authors:  K C Nicolaou; Michael O Frederick; Robert J Aversa
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

7.  Ni-Catalyzed Cross-Electrophile Coupling for the Synthesis of Skipped Polyenes.

Authors:  Catherine P McGeough; Alexandra E Strom; Timothy F Jamison
Journal:  Org Lett       Date:  2019-05-02       Impact factor: 6.005

8.  Epoxide-opening cascades promoted by water.

Authors:  Ivan Vilotijevic; Timothy F Jamison
Journal:  Science       Date:  2007-08-31       Impact factor: 47.728

Review 9.  Biosynthesis and molecular genetics of polyketides in marine dinoflagellates.

Authors:  Ralf Kellmann; Anke Stüken; Russell J S Orr; Helene M Svendsen; Kjetill S Jakobsen
Journal:  Mar Drugs       Date:  2010-03-31       Impact factor: 5.118

Review 10.  Synthesis of marine polycyclic polyethers via endo-selective epoxide-opening cascades.

Authors:  Ivan Vilotijevic; Timothy F Jamison
Journal:  Mar Drugs       Date:  2010-03-19       Impact factor: 5.118

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