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Syntheses and Antiviral Activities of Some 5′‐ O ‐Acyl Derivatives
Author(s) -
Keppeler Klaus,
Kiefer Gebhard,
De Clercq Erik
Publication year - 1984
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19843171011
Subject(s) - acylation , chemistry , prodrug , dimethylformamide , pyridine , nucleoside , stereochemistry , herpes simplex virus , organic chemistry , virus , biochemistry , virology , biology , solvent , catalysis
A series of 5′‐ O ‐ acyl derivatives (2a‐e) of 5‐ethyl‐2′‐deoxyuridine (EDU, EtUdR) were prepared by direct acylation of the parent nucleoside 1 in pyridine/ N,N ‐dimethylformamide (DMF). These compounds, designed as prodrugs of 1 , offer a wider range of solubilities and lipophilicities than 1. The antiviral activities (against herpes simplex virus types 1 and 2) of all compounds were determined in primary rabbit kidney (PRK) cell cultures.