Por favor, use este identificador para citar o enlazar a este item:
http://hdl.handle.net/10261/199395
COMPARTIR / EXPORTAR:
SHARE CORE BASE | |
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |
Título: | Synthesis of indolizidinone analogues of cytotoxic alkaloids: Monocyclic precursors are also active |
Autor: | Boto, Alicia CSIC ORCID ; Miguélez, Javier CSIC; Marín, Raquel CSIC; Díaz, Mario | Palabras clave: | Cytotoxicity Indolizidine alkaloids Alkaloid analogues Synthetic methodology Sequential processes |
Fecha de publicación: | 15-may-2012 | Editor: | Elsevier | Citación: | Bioorganic and Medicinal Chemistry Letters 22(10): 3402-3407 (2012) | Resumen: | Readily available proline derivatives can be transformed in just two steps into analogues of cytotoxic phenanthroindolizidine alkaloids. The key step uses a sequential radical scission-oxidation-alkylation process, which yields 2-substituted pyrrolidine amides. A second process effects the cyclization to give the desired alkaloid analogues, which possess an indolizidine core. The major and minor isomers (dr 3:2 to 3:1) can be easily separated, allowing their use to study structure-activity relationships (SAR). The process is versatile and allows the introduction of aryl and heteroaryl groups (including biphenyl, halogenated phenyl, and pyrrole rings). Some of these alkaloid analogues displayed a selective cytotoxic activity against tumorogenic human neuronal and mammary cancer cells, and one derivative caused around 80% cell death in both tumor lines at micromolar doses. The cytotoxicity of some monocyclic precursors was also studied, being comparable or superior to the bicyclic derivatives. | Versión del editor: | http://dx.doi.org/10.1016/j.bmcl.2012.03.109 | URI: | http://hdl.handle.net/10261/199395 | DOI: | 10.1016/j.bmcl.2012.03.109 | Identificadores: | doi: 10.1016/j.bmcl.2012.03.109 issn: 0960-894X e-issn: 1464-3405 |
Aparece en las colecciones: | (IPNA) Artículos |
Ficheros en este ítem:
Fichero | Descripción | Tamaño | Formato | |
---|---|---|---|---|
accesoRestringido.pdf | 15,38 kB | Adobe PDF | Visualizar/Abrir |
CORE Recommender
SCOPUSTM
Citations
9
checked on 21-abr-2024
WEB OF SCIENCETM
Citations
9
checked on 26-feb-2024
Page view(s)
127
checked on 24-abr-2024
Download(s)
19
checked on 24-abr-2024
Google ScholarTM
Check
Altmetric
Altmetric
Este item está licenciado bajo una Licencia Creative Commons