The preparation of 2´-deoxy-2´-fluoro-1´,2´-seconucleosides as potential antiviral agents

Journal of Medicinal Chemistry

Volumn 33, Issue 2, 1990, Pages 681-686

  Vemishetti, Purushotham ^a   Saibaba, Racha ^a   Panzica, Raymond P ^a   Abushanab, Elie ^a  

^a UNIVERSITY OF RHODE ISLAND   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2' DEOXY 2' FLUORO 1',2' SECONUCLEOSIDE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CELL CULTURE; DRUG SCREENING; DRUG SYNTHESIS; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; RNA VIRUS;

ANTIVIRAL AGENTS; CHEMISTRY; CYTOPATHOGENIC EFFECT, VIRAL; NUCLEOSIDES; PLAQUE ASSAY; SUPPORT, U.S. GOV'T, NON-P.H.S.; VIRUS REPLICATION;

EID: 0025122141     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm00164a035     Document Type: Article

References (28)

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9. The structural formulas of the 2'-deoxy-2/-fluoro-l',2'-seco-nucleosides/nucleotides depicted in this paper are drawn in the “arabinose-like” conformation to point out their similarity with certain 2'-fluoroarabinosylpyrimidine nucleosides, e.g., FIAU and FMAU, that have demonstrated significant antiviral activity. In the text the naming and numbering of these analogues follow nucleoside nomenclature, however; in the Experimental Section the acyclic side chains of the 1',2'-seco-nucleosides/nucleotides are named and numbered in accordance with butanetriol nomenclature.
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24. Water of hydration was observed by 'H NMR spectroscopy.
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28. Testing was conducted under the auspices of USAMRIID.