Literature DB >> 27424656

A biosynthesis-inspired approach to over twenty diverse natural product-like scaffolds.

James D Firth1, Philip G E Craven1, Matthew Lilburn1, Axel Pahl2, Stephen P Marsden1, Adam Nelson3.   

Abstract

A synthetic approach to diverse scaffolds was developed that was inspired by diterpene biosynthesis. Initial scaffolds, generated using Diels-Alder reactions of furyl-functionalised amines, were transformed into alternative scaffolds using cleavage, ring expansion, annulation and rearrangement reactions. In total, 25 diverse scaffolds were prepared that were shown to have high natural product-likeness.

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Year:  2016        PMID: 27424656     DOI: 10.1039/c6cc04662b

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


  6 in total

1.  Access to a Structurally Complex Compound Collection via Ring Distortion of the Alkaloid Sinomenine.

Authors:  Alfredo Garcia; Bryon S Drown; Paul J Hergenrother
Journal:  Org Lett       Date:  2016-09-21       Impact factor: 6.005

2.  Limonin as a Starting Point for the Construction of Compounds with High Scaffold Diversity.

Authors:  Lucia Furiassi; Emily J Tonogai; Paul J Hergenrother
Journal:  Angew Chem Int Ed Engl       Date:  2021-06-10       Impact factor: 16.823

Review 3.  The European Lead Factory: A Blueprint for Public-Private Partnerships in Early Drug Discovery.

Authors:  Anna Karawajczyk; Kristina M Orrling; Jon S B de Vlieger; Ton Rijnders; Dimitrios Tzalis
Journal:  Front Med (Lausanne)       Date:  2017-01-19

4.  Highly Stereoselective Synthesis of a Compound Collection Based on the Bicyclic Scaffolds of Natural Products.

Authors:  Murali Annamalai; Stanimira Hristeva; Martyna Bielska; Raquel Ortega; Kamal Kumar
Journal:  Molecules       Date:  2017-05-18       Impact factor: 4.411

5.  Application of New Efficient Hoveyda-Grubbs Catalysts Comprising an N→Ru Coordinate Bond in a Six-Membered Ring for the Synthesis of Natural Product-Like Cyclopenta[b]furo[2,3-c]pyrroles.

Authors:  Alexandra S Antonova; Marina A Vinokurova; Pavel A Kumandin; Natalia L Merkulova; Anna A Sinelshchikova; Mikhail S Grigoriev; Roman A Novikov; Vladimir V Kouznetsov; Kirill B Polyanskii; Fedor I Zubkov
Journal:  Molecules       Date:  2020-11-17       Impact factor: 4.411

Review 6.  The Increasing Value of Biomass: Moving From C6 Carbohydrates to Multifunctionalized Building Blocks via 5-(hydroxymethyl)furfural.

Authors:  Konstantin I Galkin; Valentine P Ananikov
Journal:  ChemistryOpen       Date:  2020-11-06       Impact factor: 2.630

  6 in total

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