Acid-catalysed condensation of tryptophan with different α- amino aldehyde derivatives has been explored as a useful route to the synthesis of novel amino acid derived heterocycles and peptidomimetic scaffolds.By this approach, compounds containing a tetrahydro-β-carboline and a novel octahydropyrrolo[ 3,2:3,4]pyrrolo[2,3-b]indole system havebeen efficiently synthesized. Here we report the characterization of these new compounds and preliminary studies of the reactivity of the tetrahydro-β-carboline system.
Synthesis of novel indol-based ring systems by acid-catalyzed condensation from -amino aldehydes and L-Trp-OMe / Gomez Monterrey, ISABEL MARIA; Campiglia, P.; Bertamino, A.; Aquino, C; Mazzoni, Orazio; Diurno, M. V.; Iacovino, Dario; Saviano, Michele; Novellino, Ettore; Grieco, Paolo. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - ELETTRONICO. - (2008), pp. 1983-1992. [10.1002/ejoc.200701172]
Synthesis of novel indol-based ring systems by acid-catalyzed condensation from -amino aldehydes and L-Trp-OMe
Gomez Monterrey, ISABEL MARIA;Mazzoni, Orazio;Diurno, M. V.;IACOVINO, DARIO;SAVIANO, Michele;Novellino, Ettore;Grieco, Paolo
2008
Abstract
Acid-catalysed condensation of tryptophan with different α- amino aldehyde derivatives has been explored as a useful route to the synthesis of novel amino acid derived heterocycles and peptidomimetic scaffolds.By this approach, compounds containing a tetrahydro-β-carboline and a novel octahydropyrrolo[ 3,2:3,4]pyrrolo[2,3-b]indole system havebeen efficiently synthesized. Here we report the characterization of these new compounds and preliminary studies of the reactivity of the tetrahydro-β-carboline system.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
