SYNTHESIS OF CERTAIN 2′-DEOXYURIDINE DERIVATIVES CONTAINING SUBSTITUTED PHENOXY GROUPS ATTACHED TO C-5′; EVALUATION AS POTENTIAL dUTP ANALOGUES

Derivatives of 2′-deoxyuridine in which the 5′-OH group is replaced by a 2,3,6-trifluoro-5-hydroxy-4-nitrophenoxy or a 4-carboxy-2,3,6-trifluoro-5-hydroxyphenoxy group have been prepared for evaluation as possible dUTP analogues. They showed a weak ability to displace radiolabelled dUTP from a dUTP-...

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Bibliographic Details
Published in:Nucleosides, nucleotides & nucleic acids nucleotides & nucleic acids, 2001-09, Vol.20 (9), p.1691-1704
Main Authors: Marriott, Jonathan H., Aherne, G. Wynne, Hardcastle, Anthea, Jarman, Michael
Format: Article
Language:English
Subjects:
Cross Reactions
Deoxyuracil Nucleotides - chemical synthesis
Deoxyuracil Nucleotides - chemistry
Deoxyuridine - analogs & derivatives
Deoxyuridine - chemical synthesis
Humans
Magnetic Resonance Spectroscopy
Pyrophosphatases - metabolism
Radioimmunoassay
Spectrometry, Mass, Electrospray Ionization
Tumor Cells, Cultured
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Summary:Derivatives of 2′-deoxyuridine in which the 5′-OH group is replaced by a 2,3,6-trifluoro-5-hydroxy-4-nitrophenoxy or a 4-carboxy-2,3,6-trifluoro-5-hydroxyphenoxy group have been prepared for evaluation as possible dUTP analogues. They showed a weak ability to displace radiolabelled dUTP from a dUTP-binding antiserum. The corresponding compounds lacking the three fluorine substituents were prepared for comparison.
ISSN:1525-7770
1532-2335
DOI:10.1081/NCN-100105905