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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
17
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pubmed:dateCreated |
1996-9-26
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pubmed:abstractText |
A series of new ether lipid-3'-azido-3'-deoxythymidine (AZT) conjugates (11a-g) were synthesized and evaluated for anti-HIV activity. The effect of chirality on the antiviral activity was examined through the synthesis of AZT conjugates bearing alkoxypropanols in the lipid portion of the molecule (11a-d). In addition, the long alkyl chain of alkoxyethyl ether lipid-AZT analogs was replaced with aromatic groups (11e-g), and the effect of this structural modification on activity is reported. The results of the biological tests indicate that analogs with a methyl group alpha to the phosphate moiety (11c,d) exhibit a marked degree of stereoselectivity with regard to their anti-HIV activity. Also, replacement of the long alkyl chain with aromatic groups in the oxyalkyl ether phospholipid-AZT conjugates leads to substantially more potent compounds (11e-g) with an anti-HIV activity comparable to that of AZT.
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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 |
Aug
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pubmed:issn |
0022-2623
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
16
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pubmed:volume |
39
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3418-22
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:8765527-Alkylation,
pubmed-meshheading:8765527-Antiviral Agents,
pubmed-meshheading:8765527-Cell Line,
pubmed-meshheading:8765527-HIV-1,
pubmed-meshheading:8765527-HIV-2,
pubmed-meshheading:8765527-Humans,
pubmed-meshheading:8765527-Magnetic Resonance Spectroscopy,
pubmed-meshheading:8765527-Phospholipids,
pubmed-meshheading:8765527-Retroviridae,
pubmed-meshheading:8765527-Structure-Activity Relationship,
pubmed-meshheading:8765527-T-Lymphocytes,
pubmed-meshheading:8765527-Zidovudine
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pubmed:year |
1996
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pubmed:articleTitle |
Synthesis and antiretroviral evaluation of new alkoxy and aryloxy phosphate derivatives of 3'-azido-3'-deoxythymidine.
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pubmed:affiliation |
Department of Pharmacy, University of Athens, Panepistimiopoli Zografou, Greece.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.,
Research Support, Non-U.S. Gov't
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