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Synthesis 2016; 48(22): 3907-3916
DOI: 10.1055/s-0035-1562497
DOI: 10.1055/s-0035-1562497
paper
Multicomponent Approach to Bioactive Peptide–Ecdysteroid Conjugates: Creating Diversity at C6 by Means of the Ugi Reaction
Further Information
Publication History
Received: 16 March 2016
Accepted after revision: 17 May 2016
Publication Date:
01 July 2016 (online)
Abstract
An efficient multicomponent protocol has been developed to access two different kinds of peptide–ecdysteroid conjugates. The approach exploits the reactivity of the 6-keto-7-ene group of 20-OH-ecdysone, allowing the unprecedented preparation of 6-amino and 6-isocyanide derivatives. The ecdysteroid derivatives were further employed in the Ugi reaction, together with formaldehyde and various structurally diverse carboxylic acids, isocyanides and amines, to afford a small family of potential multidrug-resistance modulators.
Key words
steroids - peptide-steroid conjugates - multicomponent reactions - Ugi reaction - multidrug resistanceSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1562497.
- Supporting Information
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