Literature DB >> 15010754

Stereochemical determination of dictyostatin, a novel microtubule-stabilising macrolide from the marine sponge Corallistidae sp.

Ian Paterson1, Robert Britton, Oscar Delgado, Amy E Wright.   

Abstract

The relative stereochemistry of the 22-membered marine macrolide dictyostatin, a Taxol-like antimitotic agent, was determined based on a combination of extensive high field NMR studies, including J-based configuration analysis, and molecular modelling.

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Year:  2004        PMID: 15010754     DOI: 10.1039/b316390c

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


  14 in total

1.  A simplified synthesis of novel dictyostatin analogues with in vitro activity against epothilone B-resistant cells and antiangiogenic activity in zebrafish embryos.

Authors:  Laura L Vollmer; Maria Jiménez; Daniel P Camarco; Wei Zhu; Hikmat N Daghestani; Raghavan Balachandran; Celeste E Reese; John S Lazo; Neil A Hukriede; Dennis P Curran; Billy W Day; Andreas Vogt
Journal:  Mol Cancer Ther       Date:  2011-04-13       Impact factor: 6.261

2.  INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors:  Tadeusz F Molinski; Brandon I Morinaka
Journal:  Tetrahedron       Date:  2012-11-18       Impact factor: 2.457

Review 3.  Conformation-activity relationships of polyketide natural products.

Authors:  Erik M Larsen; Matthew R Wilson; Richard E Taylor
Journal:  Nat Prod Rep       Date:  2015-08       Impact factor: 13.423

4.  Selective synthesis of (2Z,4E)-dienyl esters by ene-diene cross metathesis.

Authors:  Gustavo Moura-Letts; Dennis P Curran
Journal:  Org Lett       Date:  2007-01-04       Impact factor: 6.005

5.  Streamlined syntheses of (-)-dictyostatin, 16-desmethyl-25,26-dihydrodictyostatin, and 6-epi-16-desmethyl-25,26-dihydrodictyostatin.

Authors:  Wei Zhu; María Jiménez; Won-Hyuk Jung; Daniel P Camarco; Raghavan Balachandran; Andreas Vogt; Billy W Day; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2010-07-07       Impact factor: 15.419

6.  Leiodermatolide, a potent antimitotic macrolide from the marine sponge Leiodermatium sp.

Authors:  Ian Paterson; Stephen M Dalby; Jill C Roberts; Guy J Naylor; Esther A Guzmán; Richard Isbrucker; Tara P Pitts; Pat Linley; Daniela Divlianska; John K Reed; Amy E Wright
Journal:  Angew Chem Int Ed Engl       Date:  2011-03-04       Impact factor: 15.336

7.  Total synthesis and biological evaluation of a series of macrocyclic hybrids and analogues of the antimitotic natural products dictyostatin, discodermolide, and taxol.

Authors:  Ian Paterson; Guy J Naylor; Nicola M Gardner; Esther Guzmán; Amy E Wright
Journal:  Chem Asian J       Date:  2010-10-28

8.  Synthesis of antimicrofilament marine macrolides: synthesis and configurational assignment of a C5-C16 degradation fragment of reidispongiolide A.

Authors:  Ian Paterson; Robert Britton; Kate Ashton; Henner Knust; Jonathan Stafford
Journal:  Proc Natl Acad Sci U S A       Date:  2004-06-16       Impact factor: 11.205

9.  A "methyl extension" strategy for polyketide natural product linker site validation and its application to dictyostatin.

Authors:  Stephen Ho; Dan L Sackett; James L Leighton
Journal:  J Am Chem Soc       Date:  2015-11-03       Impact factor: 15.419

10.  A highly step-economical synthesis of dictyostatin.

Authors:  Stephen Ho; Cyril Bucher; James L Leighton
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-10       Impact factor: 15.336

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