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Nucleosides Nucleotides Nucleic Acids. 2016 Sep;35(9):479-94. doi: 10.1080/15257770.2016.1202965. Epub 2016 Aug 11.

Synthesis and Evaluation of 2'-Deoxy-2'-Spirodiflurocyclopropyl Nucleoside Analogs.

Author information

1
a Institute of Pharmaceutical Research , South China Normal University , Guangzhou , Guangdong , PR China.
2
b Guangzhou Institutes of Biomedicine and Heath , Chinese Academy of Sciences , Guangzhou , PR China.
3
c University of Chinese Academy of Sciences , Beijing , PR China.
4
d State Key Laboratory of Respiratory Disease , Guangzhou Institutes of Biomedicine and Health , Guangzhou , PR China.

Abstract

The preparation of 2'-deoxy-2'-siprodifluorocyclopropany-lnucleoside analogs has been achieved from α-d-glucose in several steps. The key step in the synthesis was the introduction of the difluorocyclopropane through a difluorocarbene type reaction at the 2'-position. Then, a series of novel 2'-deoxy-2'-spirodifluorocyclopropanyl nucleoside analogs were synthesized using the Vorbrüggen method. All the synthesized nucleosides were characterized and subsequently evaluated against hepatitis C and influenza A virus strains in vitro.

KEYWORDS:

2′-deoxy-2′- spirodifluorocyclopropanyl nucleosides; hepatitis C; influenza A

PMID:
27556785
DOI:
10.1080/15257770.2016.1202965
[Indexed for MEDLINE]

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