Source:http://linkedlifedata.com/resource/pubmed/id/20183600
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
5
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pubmed:dateCreated |
2010-2-25
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pubmed:abstractText |
9-(2',3'-Dideoxy-2',3'-difluoro-beta-D-arabinofuranosyl)adenine (20), 2-chloro-9-(2',3'-dideoxy-2,3-difluoro-beta-D-arabinofuranosyl)adenine (22), as well as their respective alpha-anomers 21 and 23, were synthesized by the nucleobase anion glycosylation of intermediate 5-O-benzoyl-2,3-dideoxy-2,3-difluoro-alpha-D-arabinofuranosyl bromide (13) starting from methyl 5-O-benzyl-3-deoxy-3-fluoro-alpha-D-ribofuranoside (3) and methyl 5-O-benzoyl-alpha-D-xylofuranoside (10). These compounds were evaluated as potential inhibitors of HIV-1 and hepatitis C virus in human PBM and Huh-7 Replicon cells, respectively. The adenosine analog 20 demonstrated potent activity against HIV-1 in primary human lymphocytes with no apparent cytotoxicity. Conformation of pentofuranose ring of nucleoside 20 in solution was studied by PSEUROT calculations.
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pubmed:grant | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
May
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pubmed:issn |
1532-2335
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:volume |
28
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
519-36
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pubmed:meshHeading |
pubmed-meshheading:20183600-Antiviral Agents,
pubmed-meshheading:20183600-Cell Culture Techniques,
pubmed-meshheading:20183600-Cell Line,
pubmed-meshheading:20183600-Cell Survival,
pubmed-meshheading:20183600-Fluorine Compounds,
pubmed-meshheading:20183600-HIV Infections,
pubmed-meshheading:20183600-HIV-1,
pubmed-meshheading:20183600-Hepacivirus,
pubmed-meshheading:20183600-Hepatitis C,
pubmed-meshheading:20183600-Humans,
pubmed-meshheading:20183600-Lymphocytes,
pubmed-meshheading:20183600-Molecular Conformation,
pubmed-meshheading:20183600-Purine Nucleosides
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pubmed:year |
2009
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pubmed:articleTitle |
Synthesis and antiviral activity of purine 2',3'-dideoxy-2',3'-difluoro-D-arabinofuranosyl nucleosides.
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pubmed:affiliation |
Institute of Bioorganic Chemistry, National Academy of Sciences, Minsk, Belarus.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, Non-P.H.S.,
Research Support, Non-U.S. Gov't,
Research Support, N.I.H., Extramural
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