Journal of Medicinal Chemistry p. 759 - 760 (1981)
Update date:2022-08-11
Topics:
Jones, A. Stanley
Rahim, S. George
Walker, Richard T.
Clerq, Eric De
(Z)-5-(2-Bromovinyl)uracil was obtained by photoisomerization of the E isomer.Similarly, (E)-5-(2-bromovinyl)-2'-deoxyuridine gave the required Z isomer. (Z)-5-(2-bromovinyl)-2'-deoxyuridine is much less active against herpes simplex virus type 1 (HSV-1) and somewhat less active against herpes simplex virus type 2 than is the E isomer.Both isomers show similar activity against vaccinia virus.Therefore, the highly potent and selective activity of (E)-5-(2-bromovinyl)-2'-deoxyuridine against HSV-1 is due to its E configuration.
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