Literature DB >> 18283613

Strategies for the synthesis of the novel antitumor agent peloruside A.

David R Williams1, Partha P Nag, Nicolas Zorn.   

Abstract

The microtubule-stabilizing agent (+)-peloruside A has emerged as a potential therapeutic agent for the treatment of cancer. Two total syntheses have been published and these reports have stimulated additional studies to advance the methodology and strategies for accessing this molecular architecture. This review details the biological data, modeling and conformation analyses, and synthetic studies toward the synthesis of (+)-peloruside A, that were reported prior to December 2007.

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Year:  2008        PMID: 18283613      PMCID: PMC2693484     

Source DB:  PubMed          Journal:  Curr Opin Drug Discov Devel        ISSN: 1367-6733


  30 in total

Review 1.  The chemistry and biology of the bryostatin antitumour macrolides.

Authors:  Karl J Hale; Marc G Hummersone; Soraya Manaviazar; Mark Frigerio
Journal:  Nat Prod Rep       Date:  2002-08       Impact factor: 13.423

2.  Toward a total synthesis of peloruside A: enantioselective preparation of the C8-C19 region.

Authors:  Richard E Taylor; Meizhong Jin
Journal:  Org Lett       Date:  2003-12-25       Impact factor: 6.005

3.  Toward the total synthesis of natural peloruside a: stereoselective synthesis of the backbone of the core.

Authors:  Bo Liu; Wei-Shan Zhou
Journal:  Org Lett       Date:  2004-01-08       Impact factor: 6.005

4.  Total synthesis and absolute configuration of the novel microtubule-stabilizing agent peloruside A.

Authors:  Xibin Liao; Yusheng Wu; Jef K De Brabander
Journal:  Angew Chem Int Ed Engl       Date:  2003-04-11       Impact factor: 15.336

5.  Stereoselective synthesis of the C(1)-C(11) fragment of peloruside A.

Authors:  Robert M Owen; William R Roush
Journal:  Org Lett       Date:  2005-09-01       Impact factor: 6.005

Review 6.  Marine natural products as anticancer drugs.

Authors:  T Luke Simmons; Eric Andrianasolo; Kerry McPhail; Patricia Flatt; William H Gerwick
Journal:  Mol Cancer Ther       Date:  2005-02       Impact factor: 6.261

7.  Peloruside A: a potent cytotoxic macrolide isolated from the new zealand marine sponge Mycale sp.

Authors:  L M West; P T Northcote; C N Battershill
Journal:  J Org Chem       Date:  2000-01-28       Impact factor: 4.354

8.  Peloruside A, an antimitotic agent, specifically decreases tumor necrosis factor-alpha production by lipopolysaccharide-stimulated murine macrophages.

Authors:  Kevin P Crume; John H Miller; Anne C La Flamme
Journal:  Exp Biol Med (Maywood)       Date:  2007-05

9.  Shared actions of endotoxin and taxol on TNF receptors and TNF release.

Authors:  A H Ding; F Porteu; E Sanchez; C F Nathan
Journal:  Science       Date:  1990-04-20       Impact factor: 47.728

10.  Peloruside A, a novel antimitotic agent with paclitaxel-like microtubule- stabilizing activity.

Authors:  Kylie A Hood; Lyndon M West; Berber Rouwé; Peter T Northcote; Michael V Berridge; St John Wakefield; John H Miller
Journal:  Cancer Res       Date:  2002-06-15       Impact factor: 12.701

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  5 in total

1.  Total synthesis of peloruside A through kinetic lactonization and relay ring-closing metathesis cyclization reactions.

Authors:  Thomas R Hoye; Junha Jeon; Lucas C Kopel; Troy D Ryba; Manomi A Tennakoon; Yini Wang
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-16       Impact factor: 15.336

2.  Rapid access to conformational analogues of (+)-peloruside A.

Authors:  Zhiming Zhao; Richard E Taylor
Journal:  Org Lett       Date:  2012-01-11       Impact factor: 6.005

3.  Studies for the synthesis of marine natural products.

Authors:  David R Williams; Martin J Walsh; Christopher D Claeboe; Nicolas Zorn
Journal:  Pure Appl Chem       Date:  2009       Impact factor: 2.453

4.  Peloruside B, a potent antitumor macrolide from the New Zealand marine sponge Mycale hentscheli: isolation, structure, total synthesis, and bioactivity.

Authors:  A Jonathan Singh; Chun-Xiao Xu; Xiaoming Xu; Lyndon M West; Anja Wilmes; Ariane Chan; Ernest Hamel; John H Miller; Peter T Northcote; Arun K Ghosh
Journal:  J Org Chem       Date:  2010-01-01       Impact factor: 4.354

Review 5.  Microtubule-stabilizing drugs from marine sponges: focus on peloruside A and zampanolide.

Authors:  John H Miller; A Jonathan Singh; Peter T Northcote
Journal:  Mar Drugs       Date:  2010-03-31       Impact factor: 5.118

  5 in total

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