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'Click' synthesis of triazole-based spirostan saponin analogs

Identificadores del recurso

0040-4020

http://hdl.handle.net/10553/50555

10.1016/j.tet.2011.08.003

80052401813

000295393700009

WOS:000295393700009

K-5125-2014

K-5175-2014

Sí

Jatorria

(AccedaCRIS. Portal de la investigación científica de la ULPGC)

Fitxa

Izenburu:: 'Click' synthesis of triazole-based spirostan saponin analogs
Tema:: 32 Ciencias médicas; 3209 Farmacología; Steroids; Carbohydrates; Saponins; Click chemistry; Cycloaddition reactions
Deskribapen:: Novel analogs of spirostan saponins in which the glycosidic bond has been replaced by a triazole linkage are described. For this, a direct oligosaccharide-steroid conjugation approach based on the Cu-1-catalyzed azide-alkyne 1,3-dipolar cycloaddition was implemented, leading to diverse combinations of saponin analogs with variations in the trisaccharide moiety, the artificial linkage, and the steroid-skeleton functionalization. This 'click' process proved great efficiency for the ligation of two bulky building blocks (e.g., chacotriose derivatives and spirostanes bearing axial azides), which enabled the rapid creation of a small library of triazole-based analogs for cytotoxicity evaluation. A molecular modeling study was performed to understand the conformational and electronic differences between a natural saponin and its triazole-based analogs.; 7727; 7713; 15; 1,476; 3,025; Q1; Q2; SCIE
Iturri:: Tetrahedron[ISSN 0040-4020],v. 67 (40), p. 7713-7727 (Octubre 2011)
Idioma:: English
Harreman:: Evaluación de Potenciales Compuestos Antileucémicos.; Tetrahedron; 67
Autor/Productor:: Pérez-Labrada, Karell; Brouard Martín,Ignacio; Morera, Cercis; Estevez, Francisco; Bermejo, Jaime; Rivera, Daniel G.
Otros colaboradores/productores:: Estevez, Francisco; Brouard, Ignacio; 23987128500; 6603470039; 50961371700; 7003810011; 7101636723; 7006738211; 3572761; 657275; 6899211; 384944; 5695465; 388593; WOS:Perez-Labrada, K; WOS:Brouard, I; WOS:Morera, C; WOS:Estevez, F; WOS:Bermejo, J; WOS:Rivera, DG; BU-MED
Data:: 2018-11-24T16:57:42Z; 2011; Octubre 2011
Tipo de recurso:: info:eu-repo/semantics/Article; Article

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