Synthesis of Novel Steroid-Peptoid Hybrid Macrocycles by Multiple Multicomponent Macrocyclizations Including Bifunctional Building Blocks MiBsReport as inadecuate




Synthesis of Novel Steroid-Peptoid Hybrid Macrocycles by Multiple Multicomponent Macrocyclizations Including Bifunctional Building Blocks MiBs - Download this document for free, or read online. Document in PDF available to download.

1

Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120, Halle-Saale, Germany

2

Center for Natural Products Study, Faculty of Chemistry, University of Havana, Havana 10400, Cuba





*

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Abstract Two new groups of cholane-peptoid hybrid macrocycles were produced by implementing novel combinations of the MiB methodology. Steroid-based hybrid macrolactams including heterocycle and aryl moieties were obtained by utilizing cholanic dicarboxylic acids and diamines in a bidirectional double Ugi-Four-Component Ugi-4CR based macrocyclization protocol. Alternatively, N-substituted cyclocholamides were produced from a cholanic pseudo-amino acid by an Ugi-4CR-based cyclooligomerization approach. Both types of macrocycles are steroid-peptoid hybrid macrocycles containing exocyclic peptidic chains. These novel frameworks are a result of the use of bile acids bifunctionalized with carboxylic and amino functionalities as bifunctional building blocks of the Ugi-MiB approach. View Full-Text

Keywords: Bile acids; macrocycles; steroids; peptoids; Ugi reaction; multicomponent reaction Bile acids; macrocycles; steroids; peptoids; Ugi reaction; multicomponent reaction





Author: Daniel G. Rivera 1 and Ludger A. Wessjohann 1,*

Source: http://mdpi.com/



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