Author, as appears in the article.: Escudero-Casao M, Cardona A, Beltrán-Debón R, Díaz Y, Matheu MI, Castillón S.
Department: Química Analítica i Química Orgànica Bioquímica i Biotecnologia
URV's Author/s: Beltrán Debón, Raúl Alejandro / Castillón Miranda, Sergio / Díaz Giménez, María Yolanda / Matheu Malpartida, María Isabel
Keywords: Flúor Esfingolipidos
Abstract: 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.
Thematic Areas: 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
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 14770520
Author's mail: yolanda.diaz@urv.cat maribel.matheu@urv.cat raul.beltran@urv.cat sergio.castillon@urv.cat
Author identifier: 0000-0001-5567-8108 0000-0001-5216-9260 0000-0001-9691-1906 0000-0002-0690-7549
Last page: 7235
Record's date: 2024-09-07
Journal volume: 16
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://pubs.rsc.org/en/content/articlelanding/2018/ob/c8ob01867g#!divAbstract
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Organic & Biomolecular Chemistry. 16 (39): 7230-7235
APA: Escudero-Casao M, Cardona A, Beltrán-Debón R, Díaz Y, Matheu MI, Castillón S. (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
Article's DOI: 10.1039/c8ob01867g
Entity: Universitat Rovira i Virgili
Journal publication year: 2018
First page: 7230
Publication Type: Journal Publications
Repositori URV