In a project dealing with the stereoselective synthesis of dehydro-beta-amino acids, we envisaged the insertion of these unusual amino acids as rigid cores in small constrained molecules mimicking the RGD motif, a peptidic sequence recognized by different integrin subtypes as alpha--beta3 and alpha-5-beta-1. Three different libraries of derivatives have been synthesized in few steps starting from alkylidene acetoacetates. The biological evaluation of the prepared inhibitors confirmed that these unusual beta-amino acids may represent interesting scaffolds for the preparation of novel anticancer agents.
Stereoselective Synthesis of Linear and Cyclic Dehydro-beta-amino Acids for the Preparation of alpha-v-beta-3 and alpha-5-beta-1 Integrin Inhibitors / G. Cardillo; L. Gentilucci; E.Mosconi; A. Viola; A. Tolomelli. - In: BOLETÍN DE LA SOCIEDAD QUÍMICA DE MÉXICO. - ISSN 1870-1809. - STAMPA. - 4 N.E.:(2010), pp. 63-63. (Intervento presentato al convegno 45° Congreso Mexicano de Quimica tenutosi a Riviera Maya, Quintana Roo, Mexico nel 18-22 settembre 2010).
Stereoselective Synthesis of Linear and Cyclic Dehydro-beta-amino Acids for the Preparation of alpha-v-beta-3 and alpha-5-beta-1 Integrin Inhibitors
CARDILLO, GIULIANA;GENTILUCCI, LUCA;MOSCONI, ELISA;VIOLA, ANGELO;TOLOMELLI, ALESSANDRA
2010
Abstract
In a project dealing with the stereoselective synthesis of dehydro-beta-amino acids, we envisaged the insertion of these unusual amino acids as rigid cores in small constrained molecules mimicking the RGD motif, a peptidic sequence recognized by different integrin subtypes as alpha--beta3 and alpha-5-beta-1. Three different libraries of derivatives have been synthesized in few steps starting from alkylidene acetoacetates. The biological evaluation of the prepared inhibitors confirmed that these unusual beta-amino acids may represent interesting scaffolds for the preparation of novel anticancer agents.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.