Document Detail


Phosphoramidate protides of 2',3'-dideoxy-3'-fluoroadenosine and related nucleosides with potent activity against HIV and HBV.
MedLine Citation:
PMID:  14609234     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Syntheses of phosphoramidate protides of several 2',3'-dideoxy-3'-fluoroadenosine derivatives by treatment of the nucleoside with phosphorochloridates in the presence of pyridine and t-BuMgCl is described. Several of these protides showed significantly improved antiviral potency over the parent nucleoside against HIV and HBV. Especially marked was the improvement in potency of phosphoramidate protides of 2',3'-dideoxy-3'-fluoroadenosine against both HIV and HBV.
Authors:
Kristjan S Gudmundsson; Susan M Daluge; Lance C Johnson; Robert Jansen; Richard Hazen; Lynn D Condreay; Christopher McGuigan
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Nucleosides, nucleotides & nucleic acids     Volume:  22     ISSN:  1525-7770     ISO Abbreviation:  Nucleosides Nucleotides Nucleic Acids     Publication Date:  2003 Oct 
Date Detail:
Created Date:  2003-11-11     Completed Date:  2004-06-21     Revised Date:  2004-11-17    
Medline Journal Info:
Nlm Unique ID:  100892832     Medline TA:  Nucleosides Nucleotides Nucleic Acids     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1953-61     Citation Subset:  IM    
Affiliation:
Division of Chemistry, GlaxoSmithKline, Research Triangle Park, North Carolina 27709, USA. Kristjan.S.Gudmundsson@gsk.com
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MeSH Terms
Descriptor/Qualifier:
Amides / chemistry*
Antiviral Agents / chemical synthesis,  chemistry*,  pharmacology*,  toxicity
Cell Line, Tumor
Deoxyadenosines / chemical synthesis*,  chemistry,  pharmacology*,  toxicity
Dideoxyadenosine / analogs & derivatives*,  chemical synthesis,  chemistry,  pharmacology,  toxicity
HIV / drug effects*
Hepatitis B virus / drug effects*
Humans
Inhibitory Concentration 50
Lymphocytes / cytology,  drug effects,  virology
Molecular Structure
Phosphoric Acids / chemistry*
Chemical
Reg. No./Substance:
0/Amides; 0/Antiviral Agents; 0/Deoxyadenosines; 0/Phosphoric Acids; 2817-45-0/phosphoramidic acid; 4097-22-7/Dideoxyadenosine; 75059-22-2/3'-fluoro-3'-deoxyadenosine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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