Source:http://linkedlifedata.com/resource/pubmed/id/11554548
Switch to
Predicate | Object |
---|---|
rdf:type | |
lifeskim:mentions | |
pubmed:issue |
8
|
pubmed:dateCreated |
2001-9-13
|
pubmed:abstractText |
Syntheses of a few acyclic nucleoside and acyclic nucleoside phosphonate analogues containing an imidazole ring have been reported. These analogues include methyl 1-(2-hydroxyethoxymethyl)imidazole-4, 5-dicarbo-xylate (1), 4,5-dicarbamoyl-1-(2-hydroxyethoxymethyl)imidazole (2), 4,5-dicyano-1-(2-hydroxyethoxymethyl)imidazole (4), Methyl 1-(2-bromoethoxymethyl)imidazole-4,5-dicarboxylate (7), 4,5-dicyano-(2-bromoethoxymethyl)imidazole (8), and Methyl 1-(2-phosphonomethoxyethyl)imidazole (10). Also reported are a few potential prodrugs of the above compounds, including the acetyl derivatives 5 and 6 (of 1 and 4, respectively), and the diethyl phosphonate ester 9 (of 10). In addition, the corresponding benzyl-protected precursors 11 and 12 (of 1 and 4, respectively), along with their common hydrolysis product, 1-(2-benzyloxy-ethoxymethyl)-4,5-imidazoledicarboxylic acid (3), are reported. Another potential prodrug included in the list is 1-(2-acetoxyethyl)-4,5-dicyanoimidazole (15). The compounds were screened for in vitro antiviral activity against a wide variety of herpes and respiratory viruses. The most active compound was the phosphonate analogue 9 which exhibited an anti-measles virus activity with an EC50 of <2.5 microg/mL and an SI value of > 176.
|
pubmed:grant | |
pubmed:language |
eng
|
pubmed:journal | |
pubmed:citationSubset |
IM
|
pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Antiviral Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Imidazoles,
http://linkedlifedata.com/resource/pubmed/chemical/Neutral Red,
http://linkedlifedata.com/resource/pubmed/chemical/Nucleosides,
http://linkedlifedata.com/resource/pubmed/chemical/Nucleotides,
http://linkedlifedata.com/resource/pubmed/chemical/imidazole
|
pubmed:status |
MEDLINE
|
pubmed:month |
Aug
|
pubmed:issn |
1525-7770
|
pubmed:author | |
pubmed:issnType |
Print
|
pubmed:volume |
20
|
pubmed:owner |
NLM
|
pubmed:authorsComplete |
Y
|
pubmed:pagination |
1599-614
|
pubmed:dateRevised |
2007-11-14
|
pubmed:meshHeading |
pubmed-meshheading:11554548-Antiviral Agents,
pubmed-meshheading:11554548-Chromatography, Thin Layer,
pubmed-meshheading:11554548-Cytopathogenic Effect, Viral,
pubmed-meshheading:11554548-Drug Design,
pubmed-meshheading:11554548-Imidazoles,
pubmed-meshheading:11554548-Magnetic Resonance Spectroscopy,
pubmed-meshheading:11554548-Neutral Red,
pubmed-meshheading:11554548-Nucleosides,
pubmed-meshheading:11554548-Nucleotides,
pubmed-meshheading:11554548-Structure-Activity Relationship,
pubmed-meshheading:11554548-Viruses
|
pubmed:year |
2001
|
pubmed:articleTitle |
Acyclic nucleoside/nucleotide analogues with an imidazole ring skeleton.
|
pubmed:affiliation |
Department of Chemistry & Biochemistry, University of Maryland, Baltimore County, Baltimore 21250, USA.
|
pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
|