C-5’-Triazolyl-2’-oxa-3’-aza-4’a-carbanucleosides: Synthesis and biological evaluation

C-5’-Triazolyl-2’-oxa-3’-aza-4’a-carbanucleosides: Synthesis and biological evaluation

A novel series of 2’-oxa-3’-aza-4’a-carbanucleosides, featured with a triazole linker at the 5’-position, has been developed by exploiting a click chemistry reaction of 5’-azido-2’-oxa-3’-aza-4’a-carbanucleosides with substituted alkynes. Biological tests indicate an antitumor activity for the synth...

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Bibliographic Details
Main Authors: Roberto Romeo, Caterina Carnovale, Salvatore V. Giofrè, Maria A. Chiacchio, Adriana Garozzo, Emanuele Amata, Giovanni Romeo, Ugo Chiacchio
Format: Article
Language:English
Published: Beilstein-Institut 2015-03-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
antitumor activity
click chemistry
1,3-dipolar cycloaddition
nucleic acids
2’-oxa-3’-aza-4’a-carbanucleoside analogs
Online Access:https://doi.org/10.3762/bjoc.11.38
Description
Summary:A novel series of 2’-oxa-3’-aza-4’a-carbanucleosides, featured with a triazole linker at the 5’-position, has been developed by exploiting a click chemistry reaction of 5’-azido-2’-oxa-3’-aza-4’a-carbanucleosides with substituted alkynes. Biological tests indicate an antitumor activity for the synthesized compounds: most of them inhibit cell proliferation of Vero, BS-C-1, HEp-2, MDCK, and HFF cells with a CC50 in the range of 5.0–40 μM. The synthesized compounds do not show any antiviral activity.
ISSN:1860-5397

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