Beilstein J. Org. Chem.2016,12, 2865–2872, doi:10.3762/bjoc.12.285
peptidomimetics with potential biological activity.
Keywords: acylhydrazino-peptomers; consecutive Ugi reactions; peptide-peptoid hybrid; peptomer; Introduction
In the last decades, increasing efforts have been extensively carried out to improve the pharmacological properties of natural peptides by structural
peptidomimetics, which we have called acylhydrazino-peptomers (Figure 4), by analogy with the existing classes of peptidomimetics shown in Figure 1, using consecutive Ugi and hydrazino-Ugi reactions, respectively. These compounds comprise both a peptoid and a peptide moiety (hence a peptomer) along with an
multicomponent reactions (Scheme 1): the hydrazino-Ugi four-component reaction (HU-4CR) and the classical Ugi reaction (U-4CR). The strategy was based on the formation of an acylhydrazino-peptomer via an initial hydrazino-Ugi reaction followed by a hydrazinolysis reaction (or ester hydrolysis) and a subsequent
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Graphical Abstract
Figure 1:
Structural features of (a) peptide, (b) peptoid, (c) peptomer, (d) azapeptide, (e) azapeptoid, (f) ...