Pharmacokinetics and metabolism of the novel synthetic C-nucleoside, 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-iodobenzene: A potential mimic of 5-iodo-2′-deoxyuridine

Biopharmaceutics and Drug Disposition

Volumn 23, Issue 3, 2002, Pages 105-113

  Khalili, Panteha ^a   Naimi, Ebrahim ^a   Knaus, Edward E ^a   Wiebe, Leonard I ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

C aryl nucleoside; Glucuronide metabolites; Iododexyuridine; IUdR; Nucleoside mimic; Pyrimidine phosphorylase resistance; Sulfate metabolites

Indexed keywords

1 (2 DEOXY BETA DEXTRO RIBOFURANOSYL) 2,4 DIFLUORO 5 IODOBENZENE; 1 (2,4 DIFLUORO 5 METHYLPHENYL) 2' DEOXYRIBOSE; ALBUMIN; ANTINEOPLASTIC AGENT; ANTIVIRUS AGENT; BOVINE SERUM ALBUMIN; C NUCLEOSIDE; DEOXYURIDINE DERIVATIVE; GLUCURONIDE; IDOXURIDINE; PYRIMIDINE; PYRIMIDINE NUCLEOSIDE PHOSPHORYLASE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; THYMIDINE; THYMIDINE PHOSPHORYLASE; UNCLASSIFIED DRUG; URIDINE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; BLOOD BRAIN BARRIER; CONTROLLED STUDY; DEGLYCOSYLATION; DEIODINATION; DRUG BIOAVAILABILITY; DRUG DESIGN; DRUG ELIMINATION; DRUG EXCRETION; DRUG HALF LIFE; DRUG METABOLISM; DRUG PENETRATION; DRUG PROTEIN BINDING; DRUG SOLUBILITY; DRUG STABILITY; DRUG SYNTHESIS; DRUG URINE LEVEL; GLUCURONIDATION; IN VITRO STUDY; LIPOPHILICITY; LIVER MICROSOME METABOLISM; MALE; NONHUMAN; RAT;

ANIMALS; CATTLE; DEOXYRIBONUCLEOSIDES; IDOXURIDINE; MALE; MOLECULAR MIMICRY; RATS; RATS, SPRAGUE-DAWLEY; SERUM ALBUMIN, BOVINE;

EID: 0036255896     PISSN: 01422782     EISSN: None     Source Type: Journal    
DOI: 10.1002/bdd.301     Document Type: Article

References (28)

1. C-Nucleosides derived from simple aromatic hydrocarbons
2. Aromatic nonpolar nucleosides as hydrophobic isosteres of pyrimidine and purine nucleosides
3. A thymidine triphosphate shape analog lacking Watson-Crick pairing ability is replicated with high sequence selectivity
4. Approaches to antiviral chemotherapy
5. Synthesis of 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-substituted-benzene thymidine mimics, some related α-anomers, and their evaluation as antiviral and anticancer agents
6. Synthesis of 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-substituted-benzenes: 'Thymidine replacement' analogs of thymidine for evaluation as anticancer and antiviral agents
7. Partition coefficients and their uses
8. Thymidine phosphorylase from Escherichia coli
9. Comparison of ultrafiltration devices for assessing theophylline protein binding
10. Kinetics of the formation and secretion of the aniline metabolite 4-aminophenol and its conjugates by isolated rat hepatocytes
11. Measurement and analysis of unbound drug concentrations
12. Effects of 5′-ester modification on the physiochemical properties and plasma protein binding of 5-iodo-2′-deoxyuridine
13. Brain parenchymal metabolism of 5-iodo-2′-deoxyuridine and 5′-ester prodrugs
14. Clinical pharmacology of 5-iodo-2′-deoxyuridine and 5-iodouracil and endogenous pyrimidine modulation
15. Distribution to the brain and protein binding of 3′- and 5-substituted 2′,3′-dideoxyuridine derivatives, studied by microdialysis
16. Pharmacokinetics of 1-(2-fluoro-5-methyl-β-L-arabinofuranosyl) uracil in wood-chucks
17. Sensitive and specific radioimmunoassay for fialuridine: Initial assessment of pharmacokinetics after single oral doses to healthy volunteers
18. Glucuronidation of 3′-azido-3′-deoxythymidine by rat and human liver microsomes
19. Bioavailability and pharmacokinetic parameters for 5-ethyl-2′-deoxyuridine
20. Pharmacokinetics and tissue distribution of prodrug of 3′-azido-2′,3′-dideoxythymidine (AZT) in mice
21. Evaluation of 5-halo-6-alkoxy (or azido)-5,6-dihydro analogs as prodrugs of nucleoside reverse transcriptase inhibitors
22. Zidovudine bioavailability and linear pharmacokinetics in female B6C3F1 mice
23. Effects of gender, pregnancy, and anesthesia on the pharmacokinetics of zidovudine in rats
24. Clinical pharmacokinetics of zidovudine
25. The in vitro evaluation of nucleoside analogues as probes for use in the non-invasive diagnosis of herpes simplex encephalitis
26. Development and optimization of anti-HIV nucleoside analogs and prodrugs: A review of their cellular pharmacology, structure-activity relationships and pharmacokinetics
27. Role of pharmacokinetics in the discovery and development of Indinavir