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

Abstract

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.

ACKNOWLEDGMENTS

This work was supported by grants from the Cancer Research Campaign (grant reference number SP2330/0201) and from Cancer Research Campaign Technology. We thank B. Nutley, K. Goddard, M. Mohan, A. Hayes and A. Mirza for ESI mass spectra and M. Cocksedge of the University of London Intercollegiate Research Service for FAB mass spectra. We thank Dr S. Webley and Ms S. Welsh for dUTPase activity assay results.