A new proline-based spirotricyclic lactam is reported as an efficient type II′ β-turn inducing peptidomimetic. After investigations of the reverse turn properties by computational techniques, the scaffold has been synthesized by a straightforward sequence relying on a key RCM reaction for the construction of the spirocyclic lactams ring. For its conformational properties, the scaffold can be considered a privileged structure to be employed as a mimic of the β-turn motif of the potent antibiotic Gramicidin S.

A new spirocyclic proline-based lactam as efficient type II ' beta-turn inducing peptidomimetic / G. Lesma, A. Colombo, A. Sacchetti, A. Silvani. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 49:52(2008), pp. 7423-7425.

A new spirocyclic proline-based lactam as efficient type II ' beta-turn inducing peptidomimetic

G. Lesma
Primo
;
A. Colombo
Secondo
;
A. Sacchetti
Penultimo
;
A. Silvani
Ultimo
2008

Abstract

A new proline-based spirotricyclic lactam is reported as an efficient type II′ β-turn inducing peptidomimetic. After investigations of the reverse turn properties by computational techniques, the scaffold has been synthesized by a straightforward sequence relying on a key RCM reaction for the construction of the spirocyclic lactams ring. For its conformational properties, the scaffold can be considered a privileged structure to be employed as a mimic of the β-turn motif of the potent antibiotic Gramicidin S.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/57076
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