Literature DB >> 20161151

Elisapterosin F: a polycyclic gorgonian-derived diterpene with a facially amphiphilic structure.

Ileana I Rodríguez1, Abimael D Rodríguez.   

Abstract

Analysis of the terpene metabolites of <span class="Species">Pseudopterogorgia elisabethae collected in San Andrés island, Colombia has resulted in the discovery of a novel metabolite, elisapterosin F (1). The tangled molecular structure of 1, which was elucidated after extensive spectroscopic data interpretation, possesses hydrophilic and hydrophobic groups located on two opposite faces, rather than at two ends as in the more conventional head/tail amphiphiles.

Entities:  

Year:  2009        PMID： 20161151      PMCID： PMC2734087          DOI： 10.1016/j.tetlet.2009.07.073

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  9 in total

1.  Unified strategy for the synthesis of (-)-elisapterosin B and (-)-colombiasin A.

Authors:  Angie I Kim; Scott D Rychnovsky
Journal:  Angew Chem Int Ed Engl       Date:  2003-03-17       Impact factor: 15.336

2.  Total synthesis of (-)-colombiasin A and (-)-elisapterosin B.

Authors:  David C Harrowven; David D Pascoe; Daniela Demurtas; Heather O Bourne
Journal:  Angew Chem Int Ed Engl       Date:  2005-02-11       Impact factor: 15.336

3.  Highly enantio- and regioselective quinone Diels-Alder reactions catalyzed by a tridentate [(Schiff Base)Cr(III)] complex.

Authors:  Elizabeth R Jarvo; Brian M Lawrence; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2005-09-19       Impact factor: 15.336

4.  Efficient total syntheses of (-)-colombiasin A and (-)-elisapterosin B: application of the Cr-catalyzed asymmetric quinone Diels-Alder reaction.

Authors:  Alessandro A Boezio; Elizabeth R Jarvo; Brian M Lawrence; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2005-09-19       Impact factor: 15.336

5.  Novel terpenoids from the West Indian sea whip Pseudopterogorgia elisabethae (Bayer). Elisapterosins A and B: rearranged diterpenes possessing an unprecedented cagelike framework.

Authors:  A D Rodríguez; C Ramírez; I I Rodríguez; C L Barnes
Journal:  J Org Chem       Date:  2000-03-10       Impact factor: 4.354

Review 6.  Diterpenes from gorgonian corals.

Authors:  Fabrice Berrue; Russell G Kerr
Journal:  Nat Prod Rep       Date:  2009-03-25       Impact factor: 13.423

7.  A general strategy to elisabethane diterpenes: stereocontrolled synthesis of elisapterosin B via oxidative cyclization of an elisabethin precursor.

Authors:  Nobuaki Waizumi; Ana R Stankovic; Viresh H Rawal
Journal:  J Am Chem Soc       Date:  2003-10-29       Impact factor: 15.419

Review 8.  Catalytic C-H functionalization by metal carbenoid and nitrenoid insertion.

Authors:  Huw M L Davies; James R Manning
Journal:  Nature       Date:  2008-01-24       Impact factor: 49.962

9.  Combined C-H activation/cope rearrangement as a strategic reaction in organic synthesis: total synthesis of (-)-colombiasin a and (-)-elisapterosin B.

Authors:  Huw M L Davies; Xing Dai; Matthew S Long
Journal:  J Am Chem Soc       Date:  2006-02-22       Impact factor: 15.419
  9 in total
  1 in total

1.  Aberrarone: a gorgonian-derived diterpene from Pseudopterogorgia elisabethae.

Authors:  Ileana I Rodríguez; Abimael D Rodríguez; Hong Zhao
Journal:  J Org Chem       Date:  2009-10-02       Impact factor: 4.354
  1 in total

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