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Synthesis and Antiviral Activity of New 5-Substituted 2′-Deoxyuridine Derivatives

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Abstract

New 5-azole- and 5-oxime-substituted analogues of 2′-deoxyuridine are synthesized. The analogues with azole ring manifest low toxicities and antiherpetic activities on Vero cell culture, the imidazole derivative being the most active. The inhibitory effects of oximes of 5-formyl-deoxyuridine are comparable with those of the azole-containing nucleoside analogues, although their cytotoxicities are found to be higher; oxime of 5-formyldeoxyuridine is particularly toxic. The nucleoside analogues synthesized exhibit no marked activity on cell cultures infected with various variants of poxvirus.

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Abbreviations

ANV:

acyclovir

CD50 :

a minimal concentration that causes the death of 50% cells

HSV-l/L2 :

herpes simplex virus, type 1, strain L2

IC50 :

the concentration of compounds that causes inhibition of viral reproduction bo 50%

IS:

selectivity index (CD50/IC50)

TCD50 :

tissue cytotoxic dose that causes the change of 50% of cellular monolayer

VZV:

varicella zoster virus

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Correspondence to L. A. Aleksandrova.

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__________

Translated from Bioorganicheskaya Khimiya, Vol. 31, No. 6, 2005, pp. 616–622.

Original Russian Text Copyright © 2005 by Ivanov, Simonyan, Belanov, Aleksandrova.

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Ivanov, A.V., Simonyan, A.R., Belanov, E.F. et al. Synthesis and Antiviral Activity of New 5-Substituted 2′-Deoxyuridine Derivatives. Russ J Bioorg Chem 31, 556–562 (2005). https://doi.org/10.1007/s11171-005-0076-7

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  • DOI: https://doi.org/10.1007/s11171-005-0076-7

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