Synthesis and biological properties of 2′-deoxy-5-vinyluridine and 2′-deoxy-5-vinylcytidine

Rapid and efficient syntheses for the preparation of 2′-deoxy-5-vinyluridine and 2′-deoxy-5-vinylcytidine are described starting from nucleoside precursors. Contrary to some previous reports, 2′-deoxy-5-vinyluridine has be found to be quite stable under normal laboratory conditions but when tested i...

Full description

Saved in:
Bibliographic Details
Published in:Nucleic acids research 1982-01, Vol.10 (17), p.5285-5294
Main Authors: Rahim, S.G., Duggan, M.J.H., Walker, R.T., Jones, A.S., Dyer, R.L., Balzarini, J., Clercq, E.De
Format: Article
Language:English
Subjects:
herpes simplex virus
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Rapid and efficient syntheses for the preparation of 2′-deoxy-5-vinyluridine and 2′-deoxy-5-vinylcytidine are described starting from nucleoside precursors. Contrary to some previous reports, 2′-deoxy-5-vinyluridine has be found to be quite stable under normal laboratory conditions but when tested in animals shows neither toxicity nor antileukemic (L1210 cells) or anti-parasitic (Plasmodium berghei) activity. 2′-Deoxy-5-vinylcytidine appears to polymerise readily. It is much less toxic to cell cultures than 2′-deoxy-5-vinyluridine but is almost as active against herpes virus replication (ID50:0.2μg/ml) for both type 1 and type 2 herpes virus (selectivity index:225).
ISSN:0305-1048
1362-4962
DOI:10.1093/nar/10.17.5285