| Metadato | Etiqueta | Valor | Idioma |
|---|---|---|---|
| dc.contributor.author | Autor | Pazos, Mariana | - |
| dc.contributor.author | Autor | Dibello, Estefania | - |
| dc.contributor.author | Autor | Mesa, Juan Manuel | - |
| dc.contributor.author | Autor | Sames, Dalibor | - |
| dc.contributor.author | Autor | Comini, Marcelo Alberto | - |
| dc.contributor.author | Autor | Seoane, Gustavo | - |
| dc.contributor.author | Autor | Carrera, Ignacio | - |
| dc.contributor.filiacion | Filiación | Pazos Mariana, Laboratorio de Síntesis Orgánica, Departamento de Química Orgánica, Facultad de Química, Universidad de la República (Montevideo, Uruguay) | - |
| dc.contributor.filiacion | Filiación | Dibello Estefania, Laboratorio de Síntesis Orgánica, Departamento de Química Orgánica, Facultad de Química, Universidad de la República (Montevideo, Uruguay) Group Redox Biology of Trypanosomes, Institut Pasteur de Montevideo (Montevideo, Uruguay) | - |
| dc.contributor.filiacion | Filiación | Mesa Juan Manuel, Laboratorio de Síntesis Orgánica, Departamento de Química Orgánica, Facultad de Química, Universidad de la República (Montevideo, Uruguay) | - |
| dc.contributor.filiacion | Filiación | Sames Dalibor, Department of Chemistry, Columbia University (New York, USA) | - |
| dc.contributor.filiacion | Filiación | Comini Marcelo Alberto, Group Redox Biology of Trypanosomes, Institut Pasteur de Montevideo (Montevideo, Uruguay) | - |
| dc.contributor.filiacion | Filiación | Seoane Gustavo, Laboratorio de Síntesis Orgánica, Departamento de Química Orgánica, Facultad de Química, Universidad de la República (Montevideo, Uruguay) | - |
| dc.contributor.filiacion | Filiación | Carrera Ignacio, Laboratorio de Síntesis Orgánica, Departamento de Química Orgánica, Facultad de Química, Universidad de la República (Montevideo, Uruguay) | - |
| dc.date.accessioned | Fecha ingreso | 2023-10-30T19:59:24Z | - |
| dc.date.available | Fecha disponible | 2023-10-30T19:59:24Z | - |
| dc.date.issued | Año de publicación | 2022 | - |
| dc.description.abstract | Resumen | The first stage of the drug discovery process involves the identification of small compounds with biological activity. Iboga alkaloids are monoterpene indole alkaloids (MIAs) containing a fused isoquinuclidine-tetrahydroazepine ring. Both the natural products and the iboga-inspired synthetic analogs have shown a wide variety of biological activities. Herein, we describe the chemoenzymatic preparation of a small library of novel N-indolylethyl-substituted isoquinuclidines as iboga-inspired compounds, using toluene as a starting material and an imine Diels–Alder reaction as the key step in the synthesis. The new iboga series was investigated for its potential to promote the release of glial cell line-derived neurotrophic factor (GDNF) by C6 glioma cells, and to inhibit the growth of infective trypanosomes. GDNF is a neurotrophic factor widely recognized by its crucial role in development, survival, maintenance, and protection of dopaminergic neuronal circuitries affected in several neurological and psychiatric pathologies. Four compounds of the series showed promising activity as GDNF releasers, and a leading structure (compound 11) was identified for further studies. The same four compounds impaired the growth of bloodstream Trypanosoma brucei brucei (EC50 1–8 μM) and two of them (compounds 6 and 14) showed a good selectivity index. | es |
| dc.format.mimetype | Formato | application/pdf | es |
| dc.identifier.citation | Citación | Pazos, M, Dibello, E, Mesa, J y otros. "Iboga inspired N-Indolylethyl-Substituted isoquinuclidines as a bioactive scaffold: chemoenzymatic synthesis and characterization as GDNF releasers and antitrypanosoma agents". Molecules. [en línea] 2022, 27(3): e829, doi: https://doi.org/10.3390/molecules27030829 | es |
| dc.identifier.doi | DOI | https://doi.org/10.3390/molecules27030829 | - |
| dc.identifier.uri | URI | https://hdl.handle.net/20.500.12008/40868 | - |
| dc.language.iso | Idioma | en | es |
| dc.publisher | Editorial | MDPI | es |
| dc.relation.ispartof | EN | Molecules v. 27, n°3, 2022. -- e829 | es |
| dc.rights | Derechos | Las obras depositadas en el Repositorio se rigen por la Ordenanza de los Derechos de la Propiedad Intelectual de la Universidad de la República.(Res. Nº 91 de C.D.C. de 8/III/1994 – D.O. 7/IV/1994) y por la Ordenanza del Repositorio Abierto de la Universidad de la República (Res. Nº 16 de C.D.C. de 07/10/2014) | es |
| dc.rights.licence | Licencia | Licencia Creative Commons Atribución (CC - By 4.0) | es |
| dc.subject.other | Descriptores | ALCALOIDES | es |
| dc.subject.other | Descriptores | IBOGAINA | es |
| dc.subject.other | Descriptores | ISOQUINUCLIDINAS | es |
| dc.subject.other | Descriptores | TOLUENO DIOXIGENASA | es |
| dc.title | Título | Iboga inspired N-Indolylethyl-Substituted isoquinuclidines as a bioactive scaffold: chemoenzymatic synthesis and characterization as GDNF releasers and antitrypanosoma agents | es |
| dc.type | Tipo de documento | Artículo | es |
Colecciones:
| Ficheros | Descripción | Tamaño | Formato | ||
|---|---|---|---|---|---|
| AA Pazos, Mariana. Molecules v. 27, n° 3, 2022. -- e829.pdf | — | 1.92 MB | Adobe PDF |