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Synthesis and biological properties of 5-(1H-1,2,3-triazol-4-yl)isoxazolidines: a new class of C-nucleosides.


ABSTRACT: A novel series of C-nucleosides, featuring the presence of a 1,2,3-triazole ring linked to an isoxazolidine system, has been designed as mimetics of the pyrimidine nucleobases. An antiproliferative effect was observed for compounds 17a and 17b: the growth inhibitory effect reaches the 50% in HepG2 and HT-29 cells and increases up to 56% in the SH-SY5Y cell line after 72 h of incubation at a 100 µM concentration.

SUBMITTER: Giofre SV 

PROVIDER: S-EPMC6272400 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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Synthesis and biological properties of 5-(1H-1,2,3-triazol-4-yl)isoxazolidines: a new class of C-nucleosides.

Giofrè Salvatore V SV   Romeo Roberto R   Carnovale Caterina C   Mancuso Raffaella R   Cirmi Santa S   Navarra Michele M   Garozzo Adriana A   Chiacchio Maria A MA  

Molecules (Basel, Switzerland) 20150324 4


A novel series of C-nucleosides, featuring the presence of a 1,2,3-triazole ring linked to an isoxazolidine system, has been designed as mimetics of the pyrimidine nucleobases. An antiproliferative effect was observed for compounds 17a and 17b: the growth inhibitory effect reaches the 50% in HepG2 and HT-29 cells and increases up to 56% in the SH-SY5Y cell line after 72 h of incubation at a 100 µM concentration. ...[more]

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