Cargando…

Ene Reaction of Nitrosocarbonyl Mesitylene with the Cinnamyl Alcohol: Metabolic Activity and Apoptosis of the Synthetized 6-Chloropurine N,O-Nucleoside Analogues

[Image: see text] Nitrosocarbonyl mesitylene intermediate undergoes an ene reaction with cinnamyl alcohol affording the corresponding 5-hydroxy-isoxazolidine in fair yields. The synthesized 5-acetoxy-isoxazolidine serves as synthon for the preparation of 6-chloropurine N,O-nucleoside analogues, acco...

Descripción completa

Detalles Bibliográficos
Autores principales: Memeo, Misal Giuseppe, Valletta, Elena, Macchi, Beatrice, Porta, Alessio, Bovio, Bruna, Moiola, Mattia, Quadrelli, Paolo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6068682/
https://www.ncbi.nlm.nih.gov/pubmed/30087920
http://dx.doi.org/10.1021/acsomega.8b00970
Descripción
Sumario:[Image: see text] Nitrosocarbonyl mesitylene intermediate undergoes an ene reaction with cinnamyl alcohol affording the corresponding 5-hydroxy-isoxazolidine in fair yields. The synthesized 5-acetoxy-isoxazolidine serves as synthon for the preparation of 6-chloropurine N,O-nucleoside analogues, according to the Vorbrüggen reaction. The compounds were evaluated for their metabolic and apoptotic activity, and their structure–activity relationship is discussed.