Articles producció científica> Química Analítica i Química Orgànica

Fluorinated triazole-containing sphingosine analogues. Syntheses and in vitro evaluation as SPHK inhibitors

  • Datos identificativos

    Identificador: imarina:5133170
    Handle: https://hdl.handle.net/20.500.11797/imarina5133170
    Autores:
    Escudero-Casao M, Cardona A, Beltrán-Debón R, Díaz Y, Matheu MI, Castillón S.
    Resumen:
    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.

  • Otros:

    Autor según el artículo: Escudero-Casao M, Cardona A, Beltrán-Debón R, Díaz Y, Matheu MI, Castillón S.
    Departamento: Química Analítica i Química Orgànica Bioquímica i Biotecnologia
    Autor/es de la URV: Beltrán Debón, Raúl Alejandro / Castillón Miranda, Sergio / Díaz Giménez, María Yolanda / Matheu Malpartida, María Isabel
    Palabras clave: Flúor Esfingolipidos
    Resumen: 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.
    Áreas temáticas: 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
    Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 14770520
    Direcció de correo del autor: yolanda.diaz@urv.cat maribel.matheu@urv.cat raul.beltran@urv.cat sergio.castillon@urv.cat
    Identificador del autor: 0000-0001-5567-8108 0000-0001-5216-9260 0000-0001-9691-1906 0000-0002-0690-7549
    Página final: 7235
    Fecha de alta del registro: 2024-09-07
    Volumen de revista: 16
    Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
    URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referencia al articulo segun fuente origial: Organic & Biomolecular Chemistry. 16 (39): 7230-7235
    Referencia de l'ítem segons les normes 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
    Entidad: Universitat Rovira i Virgili
    Año de publicación de la revista: 2018
    Página inicial: 7230
    Tipo de publicación: Journal Publications

  • Palabras clave:

    Biochemistry,Chemistry, Organic,Organic Chemistry,Physical and Theoretical Chemistry
    Flúor
    Esfingolipidos
    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

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