Literature DB >> 19177224

The biosynthesis of polyketide-derived polycyclic ethers.

Andrew R Gallimore1.   

Abstract

The biosynthetic pathways to polyketide-derived polycyclic ethers, in bacteria, plants and marine organisms, have, until now, tended to be considered separately. The purpose of this article is to provide an integrated review of the common mechanistic aspects of polyether biosynthesis from these diverse sources. In particular, the focus will be on the proposed mechanisms of oxidative cyclisation, as well as on the known differences in polyketide chain construction between the terrestrial and marine polyethers.1 Introduction, 2 Fatty acid and polyketide biosynthesis, 3 Polyether ionophores, 4 The annonaceous acetogenins, 5 Marine polyethers, 6 Chain construction in polyether biosynthesis, 7 Acknowledgements, 8 References.

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Year:  2008        PMID: 19177224     DOI: 10.1039/b807902c

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN: 0265-0568            Impact factor:   13.423


  18 in total

1.  Hydroxyl-substituted ladder polyethers via selective tandem epoxidation/cyclization sequence.

Authors:  Lara C Czabaniuk; Timothy F Jamison
Journal:  Org Lett       Date:  2015-02-03       Impact factor: 6.005

Review 2.  Enzymatic chemistry of cyclopropane, epoxide, and aziridine biosynthesis.

Authors:  Christopher J Thibodeaux; Wei-chen Chang; Hung-wen Liu
Journal:  Chem Rev       Date:  2011-10-21       Impact factor: 60.622

Review 3.  Enzymatic Cascade Reactions in Biosynthesis.

Authors:  Christopher T Walsh; Bradley S Moore
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-20       Impact factor: 15.336

4.  Absolute configuration of brevisamide and brevisin: confirmation of a universal biosynthetic process for Karenia brevis polyethers.

Authors:  Ryan M Van Wagoner; Masayuki Satake; Andrea J Bourdelais; Daniel G Baden; Jeffrey L C Wright
Journal:  J Nat Prod       Date:  2010-06-25       Impact factor: 4.050

5.  Evidence that epoxide-opening cascades promoted by water are stepwise and become faster and more selective after the first cyclization.

Authors:  Christopher J Morten; Jeffery A Byers; Timothy F Jamison
Journal:  J Am Chem Soc       Date:  2011-01-14       Impact factor: 15.419

6.  Total synthesis of (+)-roxaticin via C-C bond forming transfer hydrogenation: a departure from stoichiometric chiral reagents, auxiliaries, and premetalated nucleophiles in polyketide construction.

Authors:  Soo Bong Han; Abbas Hassan; In Su Kim; Michael J Krische
Journal:  J Am Chem Soc       Date:  2010-11-10       Impact factor: 15.419

Review 7.  Synthesis of marine polycyclic polyethers via endo-selective epoxide-opening cascades.

Authors:  Ivan Vilotijevic; Timothy F Jamison
Journal:  Mar Drugs       Date:  2010-03-19       Impact factor: 5.118

8.  Identification and Interrogation of the Herbicidin Biosynthetic Gene Cluster: First Insight into the Biosynthesis of a Rare Undecose Nucleoside Antibiotic.

Authors:  Geng-Min Lin; Anthony J Romo; Priscilla H Liem; Zhang Chen; Hung-Wen Liu
Journal:  J Am Chem Soc       Date:  2017-11-08       Impact factor: 15.419

Review 9.  Epoxide-opening cascades in the synthesis of polycyclic polyether natural products.

Authors:  Ivan Vilotijevic; Timothy F Jamison
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

10.  A dioxane template for highly selective epoxy alcohol cyclizations.

Authors:  James J Mousseau; Christopher J Morten; Timothy F Jamison
Journal:  Chemistry       Date:  2013-06-17       Impact factor: 5.236

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