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


ABSTRACT: 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 ?M. The synthesized compounds do not show any antiviral activity.

SUBMITTER: Romeo R 

PROVIDER: S-EPMC4362054 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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

Romeo Roberto R   Carnovale Caterina C   Giofrè Salvatore V SV   Chiacchio Maria A MA   Garozzo Adriana A   Amata Emanuele E   Romeo Giovanni G   Chiacchio Ugo U  

Beilstein journal of organic chemistry 20150309


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 activit  ...[more]

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