Por favor, use este identificador para citar o enlazar a este item:
http://hdl.handle.net/10261/75493
COMPARTIR / EXPORTAR:
SHARE CORE BASE | |
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |
Título: | Optimizing the control of apoptosis by amide/triazole isosteric substitution in a constrained peptoid |
Autor: | Corredor, Miriam CSIC ORCID; Bujons, Jordi CSIC ORCID; Orzáez, Mar; Sancho, Mónica; Pérez-Payá, Enrique CSIC; Alfonso, Ignacio CSIC ORCID ; Messeguer Peypoch, Ángel CSIC ORCID | Palabras clave: | Apoptosis inhibitors Triazole β-lactam Ugi-4CC Click chemistry Molecular docking |
Fecha de publicación: | 2013 | Editor: | Elsevier | Citación: | European Journal of Medicinal Chemistry | Resumen: | Apoptosis is a biological process relevant to several human diseases that is strongly regulated through protein–protein complex formation. We have previously reported a peptidomimetic compound as potent apoptotic modulator. Structural studies of this compound showed the presence of cis/trans isomers of the exocyclic tertiary amide bond in slow exchange. This information encouraged us to perform an isosteric replacement of the amide bond by a 1,2,3-triazole moiety, where different substitution patterns would mimic different amide rotamers. The syntheses of these restricted analogs have been carried out using the Ugi multicomponent reaction followed by an intramolecular cyclization. Unexpectedly, for one of the proposed structures, a novel β -lactam compound was formed. All compounds showed to efficiently inhibit apoptosis, in vitro and in cellular extracts, with slight differences for the corresponding regioisomers. We propose the binding to Apaf-1 as the inhibition mechanism. | Versión del editor: | http://dx.doi.org/10.1016/j.ejmech.2013.03.004 | URI: | http://hdl.handle.net/10261/75493 | DOI: | 10.1016/j.ejmech.2013.03.004 | ISSN: | 0223-5234 | E-ISSN: | 1768-3254 |
Aparece en las colecciones: | (IQAC) Artículos (IBV) Artículos |
Ficheros en este ítem:
Fichero | Descripción | Tamaño | Formato | |
---|---|---|---|---|
Optimizing the control of apoptosis by amidetriazole isosteric substitution in a constrained peptoid.pdf | 767,5 kB | Adobe PDF | Visualizar/Abrir |
CORE Recommender
SCOPUSTM
Citations
18
checked on 21-abr-2024
WEB OF SCIENCETM
Citations
16
checked on 21-feb-2024
Page view(s)
349
checked on 22-abr-2024
Download(s)
337
checked on 22-abr-2024
Google ScholarTM
Check
Altmetric
Altmetric
NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.