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.

Lesma, G., Luraghi, A., Rainoldi, G., Mattiuzzo, E., Bortolozzi, R., Viola, G., et al. (2016). Multicomponent Approach to Bioactive Peptide-Ecdysteroid Conjugates: Creating Diversity at C6 by Means of the Ugi Reaction. SYNTHESIS, 48(22), 3907-3916 [10.1055/s-0035-1562497].

Multicomponent Approach to Bioactive Peptide-Ecdysteroid Conjugates: Creating Diversity at C6 by Means of the Ugi Reaction

Luraghi, A;
2016

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.
Articolo in rivista - Articolo scientifico
multicomponent reactions; multidrug resistance; peptide-steroid conjugates; steroids; Ugi reaction;
multicomponent reactions; multidrug resistance; peptide-steroid conjugates; steroids; Ugi reaction; Catalysis; Organic Chemistry
English
2016
48
22
3907
3916
ss-2016-z0190-op
none
Lesma, G., Luraghi, A., Rainoldi, G., Mattiuzzo, E., Bortolozzi, R., Viola, G., et al. (2016). Multicomponent Approach to Bioactive Peptide-Ecdysteroid Conjugates: Creating Diversity at C6 by Means of the Ugi Reaction. SYNTHESIS, 48(22), 3907-3916 [10.1055/s-0035-1562497].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/209482
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