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.
Design, synthesis, and conformational analysis of 3-cyclo-butylcarbamoyl hydantoins as novel hydrogen bond driven universal peptidomimetics / M.C. Bellucci, M. Frigerio, C. Castellano, F. Meneghetti, A. Sacchetti, A. Volonterio. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 16:4(2018 Jan 24), pp. 521-525. [10.1039/c7ob02680c]
Design, synthesis, and conformational analysis of 3-cyclo-butylcarbamoyl hydantoins as novel hydrogen bond driven universal peptidomimetics
M.C. Bellucci;C. Castellano;F. Meneghetti;
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.
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