A thymidine phosphorylase-stable analogue of BVDU with significant antiviral activity

  • J Med Chem. 2002 Dec 5;45(25):5426-9. doi: 10.1021/jm025569k.
Sven Guenther  1 ,  Jan Balzarini ,  Erik De Clercq ,  Vasu Nair
Affiliations
  • 1. Department of Pharmaceutical and Biomedical Sciences, University of Georgia, Athens, Georgia 30602, USA.
PMID: 12459010 DOI: 10.1021/jm025569k
Abstract

(E)-5-(2-Bromovinyl)isodideoxyuridine (BVisoDDU), synthesized on the basis of molecular modeling, is selectively active against HSV-1 (three different strains) but inactive against HSV-2. Unlike BVDU, BVisoDDU is completely resistant to cleavage by thymidine Phosphorylase. BVisoDDU is also the first nucleoside analogue lacking OH groups at both the 2'- and 3'-position that shows pronounced activity against HSV-1 replication.