Autor segons l'article: Escudero-Casao, Margarita; Cardona, Adria; Beltran-Debon, Raul; Diaz, Yolanda; Isabel Matheu, M; Castillon, Sergio
Departament: Química Analítica i Química Orgànica Bioquímica i Biotecnologia
Autor/s de la URV: Beltrán Debón, Raúl Alejandro / Castillón Miranda, Sergio / Díaz Giménez, María Yolanda / Matheu Malpartida, María Isabel
Paraules clau: Triazoles Stereoisomerism Sphingosine kinase Sphingosine Phosphotransferases (alcohol group acceptor) Halogenation Flúor Esfingolipidos Enzyme inhibitors Click chemistry Chemistry techniques, synthetic
Resum: Sphingosine analogues with a rigid triazole moiety in the aliphatic chain and systematic modifications in the polar head and different degrees of fluorination at the terminus of the alkylic chain were synthesized from a common alkynyl aziridine key synthon. This key synthon was obtained by enantioselective organocatalyzed aziridination and it was subsequently ring opened in a regioselective manner in acidic medium. Up to 16 sphingosine analogues were prepared in a straightforward manner. The in vitro activity of the obtained products as SPHK1 and SPHK2 inhibitors was evaluated, displaying comparable activity to that of DMS.
Àrees temàtiques: Química Physical and theoretical chemistry Organic chemistry Odontología Medicina ii Medicina i Materiais Interdisciplinar General medicine Farmacia Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, organic Biotecnología Biodiversidade Biochemistry
Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 14770520
Adreça de correu electrònic de l'autor: yolanda.diaz@urv.cat maribel.matheu@urv.cat raul.beltran@urv.cat sergio.castillon@urv.cat
Identificador de l'autor: 0000-0001-5567-8108 0000-0001-5216-9260 0000-0001-9691-1906 0000-0002-0690-7549
Pàgina final: 7235
Data d'alta del registre: 2025-01-08
Volum de revista: 16
Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
Referència a l'article segons font original: Organic & Biomolecular Chemistry. 16 (39): 7230-7235
Referència de l'ítem segons les normes APA: Escudero-Casao, Margarita; Cardona, Adria; Beltran-Debon, Raul; Diaz, Yolanda; Isabel Matheu, M; Castillon, Sergio (2018). Fluorinated triazole-containing sphingosine analogues. Syntheses and in vitro evaluation as SPHK inhibitors. Organic & Biomolecular Chemistry, 16(39), 7230-7235. DOI: 10.1039/c8ob01867g
Entitat: Universitat Rovira i Virgili
Any de publicació de la revista: 2018
Pàgina inicial: 7230
Tipus de publicació: Journal Publications
Repositori URV