Regio- and stereoselective synthesis of 2'-ß-substituted-fluoroneplanocin A analogues as potential anticancer agents.
Org Biomol Chem
; 13(35): 9236-48, 2015 Sep 21.
Article
em En
| MEDLINE
| ID: mdl-26224319
ABSTRACT
A series of 2'-ß-substituted-6'-fluoro-cyclopentenyl-pyrimidines and -purines 8 and 9 were successfully synthesized from d-ribose in a regio- and stereoselective manner. The functionalization at the C2-position of 6'-fluoro-cyclopentenyl nucleosides was achieved via regioselective protection of a hydroxyl group at the C3-position and stereoselective formation of C2-triflate followed by direct SN2 reaction with a fluoro or azido nucleophile. All the synthesized compounds were evaluated for their anticancer activities in several tumor cell lines, but were found to be neither active nor toxic.
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1
Base de dados:
MEDLINE
Assunto principal:
Adenosina
/
Antineoplásicos
Limite:
Humans
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article