Synthesis of 1,5-anhydrohexitol nucleosides as mimics of AZT, D4T and DDC

Nucleosides and Nucleotides

Volumn 15, Issue 1-3, 1996, Pages 325-335

  Verheggen, Ilse ^a   Van Aerschot, Arthur ^a   Rozenski, Jef ^a   Janssen, Gerard ^a   De Clercq, Erik ^a   Herdewijn, Piet ^a  

^a REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

1,5 ANHYDRO 3,4 DIDEHYDRO 2,3,4 TRIDEOXY 2 (CYTOSIN 1 YL) HEXITOL; ANTIVIRUS AGENT; NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 0029971587     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328319608002387     Document Type: Article

References (10)

1. De Clercq, E. Molecular Targets of Chemotherapeutic Agents Against the Human Immunodeficiency Virus. In Perspectives in Antiinfective Therapy, Editors : G.G. Jackson, H.D. Schlumberger, J.H.-J. Zeiler, 1989, 396-418, Springer-Verlag (Berlin).
2. De Clercq, E. HIV Inhibitors Targeted at the Reverse Transcriptase. AIDS Res. Hum retroviruses 1992, 8, 119-134.
3. Herdewijn, P.; Van Aerschot, A.; Balzarini, J.; De Clercq, E. 2′,3′-Dideoxynucleoside Analogues as Inhibitors of Human Immunodeficiency Virus. in New Methods in Drug Research. Volume 3, Makriyannis, A. Ed.; J.R. Prous Science Publishers, S.A. 1989, chapter 7, 103-122.
4. Verheggen, I.; Van Aerschot, A.; Toppet, S.; Snoeck, R.; Janssen, G.; Balzarini, J.; De Clercq, E.; Herdewijn, P. Synthesis and Antiherpes Virus Activity of 1,5-Anhydrohexitol Nucleosides. J. Med. Chem. 1993, 36, 2033-2040.
5. Mitsunobu, O. The use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products. Synthesis 1981, 1-28.
6. Hansske, F.; Madej, D.; Robins, M.J. 2′ and 3′-Ketonucleosides and their Arabino and xylo Reduction Products: Convenient access via Selective Protection and Oxidation of Ribonucleosides. Tetrahedron 1984, 40, 125-135.
7. Garegg, P.; Samuelsson, B. Oxidation of Primary and Secondary Alcohols in Partially Protected Sugars with the Chromium Trioxide-Pyridine Complex in the Presence of Acetic Anhydride. Carbohydr. Res. 1978, 67, 267-270.
8. Herdewijn, P.; Van Aerschot, A.; Kerremans, L. Synthesis of nucleosides fluorinated in the sugar moiety. The application of diethylaminosulfur trifluoride to the synthesis of fluorinated nucleosides. Nucleosides & Nucleotides 1989, 8, 65-96.
9. Barton, D.; Jaszberenyi, J. Improved methods for the radical deoxygenation of secondary alcohols. Tetrahedron Lett. 1989, 30, 2619-2622.
10. Pauwels, R.; Balzarini, J.; Baba, M.; Snoeck, R.; Schols, D.; Herdewijn, P.; Desmyter, J.; De Clercq, E. Rapid and automated tetrazolium-based colorimetric assay for the detection of anti-HIV compounds. J. Virol. Methods 1988, 20, 309-321.