Literature DB >> 1686898

Application of two-dimensional nmr spectroscopy in the structural determination of marine natural products. Isolation and total structural assignment of 4-deoxyasbestinin diterpenes from the Caribbean gorgonian Briareum asbestinum.

J J Morales1, D Lorenzo, A D Rodríguez.   

Abstract

The structures of four novel asbestinin diterpenes isolated in the toxic extracts of the Caribbean gorgonian Briareum asbestinum are discussed. The major metabolite 11-acetoxy-4-deoxyasbestinin B was subjected to a total structural assignment through the concerted application of several 2D nmr techniques that included 1H-1H COSY, RCT-COSY, RCT2 COSY, HC COSY (HMQC), NOESY, proton-detected long range heteronuclear chemical shift correlation (HMBC) and 13C-13C chemical shift correlation spectroscopy (INADEQUATE).

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Year:  1991        PMID： 1686898     DOI： 10.1021/np50077a021

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  7 in total

1.  Establishing the absolute configuration of the asbestinins: enantioselective total synthesis of 11-acetoxy-4-deoxyasbestinin D.

Authors:  Michael T Crimmins; J Michael Ellis
Journal:  J Am Chem Soc       Date:  2005-12-14       Impact factor: 15.419

2.  Total syntheses of (+)-vigulariol and (-)-sclerophytin A.

Authors:  Michael T Crimmins; Christina S Stauffer; Mark C Mans
Journal:  Org Lett       Date:  2011-08-19       Impact factor: 6.005

3.  A unified strategy for enantioselective total synthesis of cladiellin and briarellin diterpenes: total synthesis of briarellins E and F and the putative structure of alcyonin and revision of its structure assignment.

Authors:  Olivier Corminboeuf; Larry E Overman; Lewis D Pennington
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

Review 4.  The natural products chemistry of West Indian gorgonian octocorals.

Authors:  Abimael D Rodríguez
Journal:  Tetrahedron       Date:  2001-02-01       Impact factor: 2.457

Review 5.  Secondary metabolites from marine sponges of the genus Agelas: a comprehensive update insight on structural diversity and bioactivity.

Authors:  Mei-Jun Chu; Meng Li; He Ma; Ping-Lin Li; Guo-Qiang Li
Journal:  RSC Adv       Date:  2022-03-09       Impact factor: 3.361

Review 6.  Cytotoxic and cytolytic cnidarian venoms. A review on health implications and possible therapeutic applications.

Authors:  Gian Luigi Mariottini; Luigi Pane
Journal:  Toxins (Basel)       Date:  2013-12-27       Impact factor: 4.546

7.  Total Syntheses of 11-Acetoxy-4-deoxyasbestinin D, 4-Deoxyasbestinin C, Asbestinin-10, -20, -21 and -23.

Authors:  Angus Campbell; Ian Mat Som; Claire Wilson; J Stephen Clark
Journal:  Chemistry       Date:  2020-01-16       Impact factor: 5.236
  7 in total

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