Document Detail

Uncharged AZT and D4T derivatives of phosphonoformic and phosphonoacetic acids as anti-HIV pronucleosides.
MedLine Citation:
PMID:  15214788     Owner:  NLM     Status:  MEDLINE    
Two series of new lipophilic phosphonoformate and phosphonoacetate derivatives of AZT and d4T were synthesized and evaluated as anti-HIV agents. The efficacy of some of the synthesized compounds in cell cultures infected with HIV-1 was higher than that of the parent nucleosides and only slightly correlated to their stability in the phosphate buffer and human blood serum. The synthesized phosphonates are most probably prodrug forms of the corresponding nucleosides.
Elena A Shirokova; Maxim V Jasko; Anastasiya L Khandazhinskaya; Alexander V Ivanov; Dmitry V Yanvarev; Yury S Skoblov; Vladimir A Mitkevich; Eduard V Bocharov; Tatyana R Pronyaeva; Nina V Fedyuk; Marina K Kukhanova; Andrey G Pokrovsky
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of medicinal chemistry     Volume:  47     ISSN:  0022-2623     ISO Abbreviation:  J. Med. Chem.     Publication Date:  2004 Jul 
Date Detail:
Created Date:  2004-06-24     Completed Date:  2004-08-02     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9716531     Medline TA:  J Med Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3606-14     Citation Subset:  IM    
Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, 32 Vavilov str., Moscow 119991, Russian Federation.
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MeSH Terms
Anti-HIV Agents / chemical synthesis*,  pharmacology
Cell Line
Drug Stability
Foscarnet / analogs & derivatives*,  chemical synthesis,  pharmacology
HIV-1 / drug effects
Phosphonoacetic Acid / analogs & derivatives*,  chemical synthesis,  pharmacology
Prodrugs / chemical synthesis*,  pharmacology
Stavudine / analogs & derivatives*,  chemical synthesis,  pharmacology
Structure-Activity Relationship
Zidovudine / analogs & derivatives*,  chemical synthesis,  pharmacology
Reg. No./Substance:
0/Anti-HIV Agents; 0/Prodrugs; 30516-87-1/Zidovudine; 3056-17-5/Stavudine; 4408-78-0/Phosphonoacetic Acid; 4428-95-9/Foscarnet

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

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