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.

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

Memeo, Misal Giuseppe
Conceptualization
;
Porta, Alessio
Software
;
Bovio, Bruna
Formal Analysis
;
MOIOLA, MATTIA
Membro del Collaboration Group
;
Quadrelli, Paolo
Writing – Original Draft Preparation
2018-01-01

Abstract

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.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/1222587
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