Document Detail

5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
MedLine Citation:
PMID:  202709     Owner:  NLM     Status:  MEDLINE    
Alkylation of 5-hydroxyuridine or 5-hydroxy-2'-deoxyuridine with various activated alkylating agents in the presence of 1 equiv of NaOH gave a series of new nucleoside analogues which were evaluated for antiviral activity against vaccinia virus, herpes simplex-1 virus, and vesicular stomatitis virus in both primary rabbit kidney cells and human skin fibroblasts. One of these analogues, 5-propynyloxy-2'-deoxyuridine, was a potent inhibitor of herpes simplex virus. Structure-activity considerations suggest that the anti-herpes activity is dependent on the integrity of the acetylene group since substitution of phenyl, p-nitrophenyl, vinyl, carboxamido, or carboxyl for the triple bond led to diminished antiviral activity.
P F Torrence; J W Spencer; A M Bobst
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of medicinal chemistry     Volume:  21     ISSN:  0022-2623     ISO Abbreviation:  J. Med. Chem.     Publication Date:  1978 Feb 
Date Detail:
Created Date:  1978-03-21     Completed Date:  1978-03-21     Revised Date:  2007-11-15    
Medline Journal Info:
Nlm Unique ID:  9716531     Medline TA:  J Med Chem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  228-31     Citation Subset:  IM    
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MeSH Terms
Antiviral Agents / chemical synthesis*
Cytopathogenic Effect, Viral / drug effects
Deoxyuridine / analogs & derivatives*,  chemical synthesis,  pharmacology
Simplexvirus / drug effects
Structure-Activity Relationship
Vaccinia virus / drug effects
Vesicular stomatitis Indiana virus / drug effects
Reg. No./Substance:
0/Antiviral Agents; 951-78-0/Deoxyuridine

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

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