Synthesis of a Natural Product‐Like Compound Collection through Oxidative Cleavage and Cyclization of Linear Peptides1. Issue 44 (11th September 2014)

• Record Type: Journal Article
• Authors: Petersen, Rico; Le Quement, Sebastian T.; Nielsen, Thomas E.
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 44(2014)
• Page Start: 11778
• Page End: 11782
• Publication Date: 2014-09-11
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201405747
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Massive efforts in molecular library synthesis have strived for the development of synthesis methodology which systematically delivers natural product‐like compounds of high spatial complexity. Herein, we present a conceptually simple approach that builds on the power of solid‐phase peptide synthesis to assemble precursor peptides (oligomers) designed to undergo oxidative cascade reactions. By harnessing the structural side‐chain diversity and inherent stereochemical features offered by readily available amino acids (monomers), a proof‐of‐concept collection of 54 skeletally and stereochemically diverse compounds was generated, and selected compounds were elaborated into isoform‐selective metalloprotease inhibitors.</p> </abstract>