Literature DB >> 35480754

The role of biocatalysis in the asymmetric synthesis of alkaloids - an update.

Emmanuel Cigan1, Bettina Eggbauer1, Joerg H Schrittwieser1, Wolfgang Kroutil1.   

Abstract

Alkaloids are a group of natural products with interesting pharmacological properties and a long history of medicinal application. Their complex molecular structures have fascinated chemists for decades, and their total synthesis still poses a considerable challenge. In a previous review, we have illustrated how biocatalysis can make valuable contributions to the asymmetric synthesis of alkaloids. The chemo-enzymatic strategies discussed therein have been further explored and improved in recent years, and advances in amine biocatalysis have vastly expanded the opportunities for incorporating enzymes into synthetic routes towards these important natural products. The present review summarises modern developments in chemo-enzymatic alkaloid synthesis since 2013, in which the biocatalytic transformations continue to take an increasingly 'central' role. This journal is © The Royal Society of Chemistry.

Entities:  

Year:  2021        PMID: 35480754      PMCID: PMC9038100          DOI: 10.1039/d1ra04181a

Source DB:  PubMed          Journal:  RSC Adv        ISSN: 2046-2069            Impact factor:   3.361


  184 in total

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Authors:  Steven T Staben; Joshua J Kennedy-Smith; David Huang; Britton K Corkey; Rebecca L Lalonde; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2006-09-11       Impact factor: 15.336

2.  Toward the synthesis of didemnaketal B: a convergent synthesis of the C9-C28 subunit.

Authors:  Hisanaka Ito; Takaya Inoue; Kazuo Iguchi
Journal:  Org Lett       Date:  2008-07-24       Impact factor: 6.005

Review 3.  Enantioselective Chemo- and Biocatalysis: Partners in Retrosynthesis.

Authors:  Moritz Hönig; Philipp Sondermann; Nicholas J Turner; Erick M Carreira
Journal:  Angew Chem Int Ed Engl       Date:  2017-06-26       Impact factor: 15.336

Review 4.  The Exploitation of Enzymatically-Derived cis-1,2-Dihydrocatechols and Related Compounds in the Synthesis of Biologically Active Natural Products.

Authors:  Ehab S Taher; Martin G Banwell; Joshua N Buckler; Qiao Yan; Ping Lan
Journal:  Chem Rec       Date:  2017-12-04       Impact factor: 6.771

Review 5.  Biocatalysis in drug discovery and development.

Authors:  Anna Fryszkowska; Paul N Devine
Journal:  Curr Opin Chem Biol       Date:  2020-03-10       Impact factor: 8.822

6.  Crystal structure of 6-hydroxy-D-nicotine oxidase from Arthrobacter nicotinovorans.

Authors:  Jochen W A Koetter; Georg E Schulz
Journal:  J Mol Biol       Date:  2005-09-16       Impact factor: 5.469

7.  Conversion of the Enzymatically Derived (1S,2S)-3-Bromocyclohexa-3,5-diene-1,2-diol into Enantiomerically Pure Compounds Embodying the Pentacyclic Framework of Vindoline.

Authors:  Lorenzo V White; Martin G Banwell
Journal:  J Org Chem       Date:  2016-02-03       Impact factor: 4.354

8.  Asymmetric synthesis of chiral cyclic amine from cyclic imine by bacterial whole-cell catalyst of enantioselective imine reductase.

Authors:  Koichi Mitsukura; Mai Suzuki; Kazuhiro Tada; Toyokazu Yoshida; Toru Nagasawa
Journal:  Org Biomol Chem       Date:  2010-08-31       Impact factor: 3.876

9.  Enantioselective, intermolecular benzylic C-H amination catalysed by an engineered iron-haem enzyme.

Authors:  Christopher K Prier; Ruijie K Zhang; Andrew R Buller; Sabine Brinkmann-Chen; Frances H Arnold
Journal:  Nat Chem       Date:  2017-05-29       Impact factor: 24.427

10.  Casuarine stereoisomers from achiral substrates: chemoenzymatic synthesis and inhibitory properties.

Authors:  Alda Lisa Concia; Livia Gómez; Teodor Parella; Jesús Joglar; Pere Clapés
Journal:  J Org Chem       Date:  2014-05-14       Impact factor: 4.354

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  2 in total

Review 1.  Recent Advances in the Synthesis of Marine-Derived Alkaloids via Enzymatic Reactions.

Authors:  Bi-Shuang Chen; Di Zhang; Fayene Zeferino Ribeiro de Souza; Lan Liu
Journal:  Mar Drugs       Date:  2022-05-30       Impact factor: 6.085

Review 2.  Current Progress in the Chemoenzymatic Synthesis of Natural Products.

Authors:  Evan P Vanable; Laurel G Habgood; James D Patrone
Journal:  Molecules       Date:  2022-09-27       Impact factor: 4.927

  2 in total

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