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Design, synthesis, and conformational analysis of 3-cyclo-butylcarbamoyl hydantoins as novel hydrogen bond driven universal peptidomimetics.

Authors :
Bellucci MC
Frigerio M
Castellano C
Meneghetti F
Sacchetti A
Volonterio A
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2018 Jan 24; Vol. 16 (4), pp. 521-525.
Publication Year :
2018

Abstract

A collection of systematically substituted 3-cyclo-butylcarbamoyl hydantoins was synthesized by a regioselective multicomponent domino process followed by easy coupling reactions. Calculations, NMR studies and X-ray analysis show that these scaffolds are able to project their side chains similar to common secondary structures, such as the α-helix and β-turn, with favourable enthalpic and entropic profiles.

Details

Language :
English
ISSN :
1477-0539
Volume :
16
Issue :
4
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
29210413
Full Text :
https://doi.org/10.1039/c7ob02680c