Open AccessN,O ‐Nucleoside Analogues: Metabolic and Apoptotic Activity
Author(s) -
Marraffa Andrea,
Presenti Piero,
Macchi Beatrice,
MarinoMerlo Francesca,
Mella Mariella,
Quadrelli Paolo
Publication year - 2020
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.202000034
Subject(s) - moiety , nucleoside , chemistry , nucleoside analogue , stereochemistry , ring (chemistry) , allylic rearrangement , anthracene , fragmentation (computing) , apoptosis , biochemistry , organic chemistry , biology , catalysis , ecology
Abstract Two new families of N,O ‐nucleoside analogues containing the anthracene moiety introduced through the nitrosocarbonyl ene reaction with allylic alcohols were prepared. The core structure is an isoxazolidine heterocycle that introduces either atom either a phenyl ring or dimethyl moiety at the C3 carbon. Different heterobases were inserted at the position 5 of the heterocyclic ring. One of the synthesized compounds demonstrated a good capacity to induce cell death and an appreciable nuclear fragmentation was evidenced in treated cells.