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Antimicrob Agents Chemother. 1979 August; 16(2): 158-163
Copyright © 1979, American Society for Microbiology. All Rights Reserved.

In Vitro Antiherpesviral Activity of 5-Alkyl Derivatives of 1-ß-D-Arabinofuranosyluracil

Haruhiko Machida1, Shinji Sakata1, Akira Kuninaka1, Hiroshi Yoshino1, Chikao Nakayama2 and Mineo Saneyoshi2

1 Research Laboratory, Yamasa Shoyu Company Limited, Choshi 288,
2 Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060, Japan

ABSTRACT

Several 5-alkyl derivatives of 1-ß-D-arabinofuranosyluracil (araU) were tested for antiherpesviral activity and inhibitory action on cell growth in human embryonic lung fibroblasts. 1-ß-D-Arabinofuranosylcytosine, 9-ß-D-arabinofuranosyladenine, and 5-iododeoxyuridine (IUdR) were included as reference materials. Among the 5-alkyl derivatives of araU, arabinosylthymine was the most active, followed by 5-ethyl- and 5-propyl-araU. 5-Ethyl-araU was as active as IUdR and more active than 9-ß-D-arabinofuranosyladenine against herpes simplex virus (HSV) type 1 and did not inhibit cell growth at a concentration as high as 1,000 µg/ml. 5-Butyl- and 5-methoxymethyl-araU, as well as araU, exhibited relatively low activity. The araU derivatives tested were as active against HSV WT-34, an isolate from a patient with keratitis, as against HSV type 1. Against an IUdR-resistant isolate, HSV WT-20, arabinosylthymine was less inhibitory than IUdR. Deoxyribonucleic acid synthesis in HSV type 1-infected cells was markedly inhibited by arabinosylthymine, IUdR, and 5-ethyl-araU, whereas cellular deoxyribonucleic acid synthesis in uninfected cells was significantly inhibited by IUdR but not by arabinosylthymine or 5-ethyl-araU.

Antimicrob Agents Chemother. 1979 August; 16(2): 158-163
Copyright © 1979, American Society for Microbiology. All Rights Reserved.





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