Literature DB >> 12638950

Synthesis and biological evaluation of spongistatin/altohyrtin analogues: E-ring dehydration and C46 side-chain truncation.

Ian Paterson1, Jose L Aceña, Jordi Bach, David Y K Chen, Mark J Coster.   

Abstract

Simplified analogues of the potent antimitotic marine macrolide spongistatin 1/altohyrtin A were synthesised and evaluated as growth inhibitory agents against a range of human tumour cell lines, including Taxol-resistant strains, revealing that E-ring dehydration leads to enhanced cytotoxicity at the low picomolar level while truncation of the side-chain at C46 results in a drastic decrease in activity.

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Year:  2003        PMID: 12638950

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


  4 in total

1.  Design, synthesis, and biological evaluation of EF- and ABEF- analogues of (+)-spongistatin 1.

Authors:  Amos B Smith; Christina A Risatti; Onur Atasoylu; Clay S Bennett; Karen Tendyke; Qunli Xu
Journal:  Org Lett       Date:  2010-04-16       Impact factor: 6.005

Review 2.  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

3.  Design, synthesis, and biological evaluation of diminutive forms of (+)-spongistatin 1: lessons learned.

Authors:  Amos B Smith; Christina A Risatti; Onur Atasoylu; Clay S Bennett; Junke Liu; Hongsheng Cheng; Karen TenDyke; Qunli Xu
Journal:  J Am Chem Soc       Date:  2011-08-12       Impact factor: 15.419

4.  A fluorescence anisotropy assay to discover and characterize ligands targeting the maytansine site of tubulin.

Authors:  Grégory Menchon; Andrea E Prota; Daniel Lucena-Agell; Pascal Bucher; Rolf Jansen; Herbert Irschik; Rolf Müller; Ian Paterson; J Fernando Díaz; Karl-Heinz Altmann; Michel O Steinmetz
Journal:  Nat Commun       Date:  2018-05-29       Impact factor: 14.919

  4 in total

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