Antiviral activity and intracellular metabolism of bis(tButyISATE) phosphotriester of β-L-2′,3′dideoxyadenosine, a potent inhibitor of HIV and HBV replication

Antiviral Chemistry and Chemotherapy

Volumn 12, Issue 2, 2001, Pages 99-108

  Placidi, L ^a   Faraj, A ^a   Loi, A G ^a   Pierra, C ^a   Egron, D ^a   Cretton Scott, E ^a   Gosselin, G ^a   Perigaud C ^a   Martin, L T ^a   Schinazi, R F ^a   Imbach, J L ^a   El Kouni, M H ^a   Bryant, M L ^a   Sommadossi, J P ^a  

^a UNIVERSITY OF ALABAMA AT BIRMINGHAM   (United States)

Author keywords

HBV; HIV; Nucleoside analogue; Prodrug

Indexed keywords

2',3' DIDEOXYADENOSINE 5' PHOSPHATEBIS(S PIVALOYL 2 THIOETHYL)PHOSPHOTRIESTER; DNA POLYMERASE; LAMIVUDINE; NUCLEOSIDE DERIVATIVE; RNA DIRECTED DNA POLYMERASE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CONCENTRATION RESPONSE; DRUG EFFICACY; DRUG HALF LIFE; DRUG METABOLISM; DRUG POTENCY; DRUG SELECTIVITY; DRUG SYNTHESIS; HEPATITIS B VIRUS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS; NONHUMAN; PHOSPHORYLATION; PRIORITY JOURNAL; VIRUS INHIBITION;

EID: 0034862055     PISSN: 09563202     EISSN: None     Source Type: Journal    
DOI: 10.1177/095632020101200203     Document Type: Article

References (22)

1. Anti-human immunodeficiency and anti-hepatitis B virus activities of β-L-2′,3′-dideoxy purine nucleosides
2. Catabolism of 3′-azido-3′-deoxythymidine in hepatocytes and liver microsomes, with evidence of formation of 3-amino-3′-deoxythymidine, a highly toxic catabolite for human bone marrow cells
3. Cellular and molecular events leading to mitochondrial toxicity, of 1-(2-deoxy-2-fluoro-1-β-D-arabinofuranosyl)-5-iodouracil in human
4. Inhibition of hepatitis B virus replication by nucleoside enantiomers of β-2′,3′-dideoxypurine analogues
5. Inhibition of human immunodeficiency virus type 1 reverse transcriptase by the 5′-triphosphate β-enantiomers of cytidine analogs
6. Effects of 2′,3′-dideoxynucleosides on proliferation and differenciation of human pluripotent progenitors in liquid culture and their effects on mitochondrial DNA synthesis
7. The anti-hepatitis B virus activities, cytotoxicities, and anabolic profiles of the (-) and (+) enantiomers of cis-5-fluoro-l-[2-(hydroxymethyl)-1,3-oxathiolan-5-yl]cytosine
8. The effect of absolute configuration on the anti-HIV and anti-HBV activity of nucleoside analogs
9. New insights regarding the potential of the pronucleotide approach in antiviral chemotherapy
10. Minireview: Nucleotide prodrugs
11. Use of a standard cell culture assay to assess activities of nucleoside analogs against hepatitis B virus replication
12. Mononucleoside phosphotriester derivatives with S-acyl-2-thioethyl bioreversible phosphate-protecting groups: Intracellular delivery, of 3′-azido-2′,3′-dideoxythymidine 5′-monophosphate
13. Synthesis of a series of purine 2′,3′-dideoxy-L-nucleoside analogs as potential antiviral agents
14. Comments on nucleotide delivery forms
15. Comparison of cytotoxicitiy of mononucleoside phosphotriester derivatives bearing biolabile phosphate protecting groups in normal human bone marrow progenitor cells
16. A rational strategy for the design of anti-hepatitis B virus nucleotide derivatives
17. Intracellular metabolism of β-L-2′,3′-dideoxyadenosine: Relevance to its limited antiviral activity
18. Activity of the four isomers of 2′,3′-dideoxy-3′-thiacytidine (BCH-189) against HIV-1 in human lymphocytes
19. Pure nucleoside enantiomers of β-L-2′,3′-dideoxycytidine analogs are selective inhibitors of hepatitis B virus in vitro
20. Cellular pharmacology of 3′-azido-2′,3′-dideoxythymidine with evidence of incorporation into DNA of human bone marrow cells
21. Nucleoside analogs: Similarities and differences