SYNTHESIS AND BIOLOGICAL EVALUATION OF THE L-ENANTIOMER OF 2'-DEOXY-5-ETHYL-4'-THIOURIDINE

Authors
SELWOOD DL CARTER K YOUNG RJ JANDU KS
Citation
Dl. Selwood et al., SYNTHESIS AND BIOLOGICAL EVALUATION OF THE L-ENANTIOMER OF 2'-DEOXY-5-ETHYL-4'-THIOURIDINE, Bioorganic & medicinal chemistry letters, 6(8), 1996, pp. 991-994
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
6
Issue
8
Year of publication
1996
Pages
991 - 994
Database
ISI
SICI code
0960-894X(1996)6:8<991:SABEOT>2.0.ZU;2-S
Abstract
Racemic 2'-deoxy-5-ethyl-4'-thiouridine was synthesised utilising the stereoselective iodolactonisation of -butyldimethyIsilyl)oxy-N,N-dimet hyl-4-pentenamide as the key transformation. The stereo-isomeric mixtu re of nucleosides was resolved using HPLC on a Chiralcel OJ column. Th e beta-D enantiomer showed potent activity against human herpesviruses while the beta-L was inactive. Copyright (C) 1996 Elsevier Science Lt d