Literature DB >> 23264703

Dolabriferols B and C, non-contiguous polypropionate esters from the tropical sea hare Dolabrifera dolabrifera.

Carlos Jiménez-Romero1, Karilys González, Abimael D Rodríguez.   

Abstract

The Caribbean mollusc Dolabrifera dolabrifera from Puerto Rico contains two new propionate-derived metabolites, dolabriferol B and C (2 and 3), in addition to the known compound dolabriferol (1). The structures of dolabriferol B (2) and C (3) were established by comparison of their spectral data with those of 1, and the absolute configuration of 2 was determined from chemical degradation studies. The structure of dolabriferol C (3) was confirmed by X-ray analysis.

Entities:  

Year:  2012        PMID： 23264703      PMCID： PMC3527070          DOI： 10.1016/j.tetlet.2012.09.068

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


  9 in total

1.  In silico inspired total synthesis of (-)-dolabriferol.

Authors:  Russell H Currie; Jonathan M Goodman
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-29       Impact factor: 15.336

2.  Total synthesis and determination of the absolute configuration of (-)-dolabriferol.

Authors:  Sylvain Laclef; Maris Turks; Pierre Vogel
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-02       Impact factor: 15.336

3.  Application of chiral lanthanide shift reagents for assignment of absolute configuration of alcohols.

Authors:  Indranath Ghosh; Hongbo Zeng; Yoshito Kishi
Journal:  Org Lett       Date:  2004-12-09       Impact factor: 6.005

4.  A retro-Claisen approach to dolabriferol.

Authors:  Troy Lister; Michael V Perkins
Journal:  Org Lett       Date:  2006-04-27       Impact factor: 6.005

Review 5.  Marine polypropionates.

Authors:  M T Davies-Coleman; M J Garson
Journal:  Nat Prod Rep       Date:  1998-10       Impact factor: 13.423

6.  Validation of lanthanide chiral shift reagents for determination of absolute configuration: total synthesis of glisoprenin A.

Authors:  Christopher M Adams; Indranath Ghosh; Yoshito Kishi
Journal:  Org Lett       Date:  2004-12-09       Impact factor: 6.005

7.  GLUTARIMIDE ANTIBIOTICS. VII. THE SYNTHESIS OF DL-NEOCYCLOHEXIMIDE AND THE DETERMINATION OF THE CYCLOHEXANONE RING STEREOCHEMISTRY OF CYCLOHEXIMIDE, ITS ISOMERS, AND INACTONE.

Authors:  F JOHNSON; N A STARKOVSKY; W D GUROWITZ
Journal:  J Am Chem Soc       Date:  1965-08-05       Impact factor: 15.419

8.  Enantioselective synthesis of the alcohol moiety of dolabriferol.

Authors:  Nicholas Pelchat; Dave Caron; Robert Chênevert
Journal:  J Org Chem       Date:  2007-10-02       Impact factor: 4.354

9.  Micromelones A and B, noncontiguous polypropionates from Micromelo undata.

Authors:  José G Napolitano; María L Souto; José J Fernández; Manuel Norte
Journal:  J Nat Prod       Date:  2008-02-05       Impact factor: 4.050
  9 in total
  4 in total

1.  Molecular and morphological systematics of Dolabrifera Gray, 1847 (Mollusca: Gastropoda: Heterobranchia: Aplysiomorpha).

Authors:  Ángel Valdés; Eric Breslau; Vinicius Padula; Michael Schrödl; Yolanda Camacho; Manuel António E Malaquias; Jennifer Alexander; Morgan Bottomley; Xochitl G Vital; Yuri Hooker; Terrence M Gosliner
Journal:  Zool J Linn Soc       Date:  2017-12-29       Impact factor: 3.286

2.  Reiterative epoxide-based strategies for the synthesis of stereo-n-ads and application to polypropionate synthesis. A Personal Account.

Authors:  Alejandra Cruz-Montañez; Keyla F Morales-Rivera; Wildeliz Torres; Elizabeth M Valentín; Jaileen Rentas; José A Prieto
Journal:  Inorganica Chim Acta       Date:  2017-06-15       Impact factor: 2.545

3.  Crystal structure of (-)-(S)-4-[(2S,3S,4S,Z)-3-hydroxy-4-methyl-hept-5-en-2-yl]-1,3-dioxolan-2-one.

Authors:  Keyla F Morales-Rivera; Dalice M Piñero Cruz; Jose A Prieto
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-06-27

Review 4.  Natural Polypropionates in 1999-2020: An Overview of Chemical and Biological Diversity.

Authors:  Zhaoming Liu; Hongxin Liu; Weimin Zhang
Journal:  Mar Drugs       Date:  2020-11-19       Impact factor: 5.118
  4 in total

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