In Vitro Antiherpesviral Activity of 5-Alkyl Derivatives of 1-β-d-Arabinofuranosyluracil

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Published inAntimicrobial Agents and Chemotherapy Vol. 16; no. 2; pp. 158 - 163
Main Authors Machida, H, Sakata, S, Kuninaka, A, Yoshino, H, Nakayama, C, Saneyoshi, M
Format Journal Article
LanguageEnglish
Published United States American Society for Microbiology 01.08.1979
Subjects
Arabinofuranosyluracil
Arabinofuranosyluracil - analogs & derivatives
Arabinofuranosyluracil - pharmacology
Biosynthesis
Biosynthesis; Chemistry; Mechanisms of Action and Resistance
Cell Division - drug effects
Chemistry
Cytopathogenic Effect, Viral - drug effects
DNA - biosynthesis
Herpes Simplex
Herpes Simplex - drug therapy
Mechanisms of Action and Resistance
Thymidine - metabolism
Uridine
Uridine - analogs & derivatives
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Abstract Classifications Services AAC Citing Articles Google Scholar PubMed Related Content Social Bookmarking CiteULike Delicious Digg Facebook Google+ Mendeley Reddit StumbleUpon Twitter current issue AAC About AAC Subscribers Authors Reviewers Advertisers Inquiries from the Press Permissions & Commercial Reprints ASM Journals Public Access Policy AAC RSS Feeds 1752 N Street N.W. • Washington DC 20036 202.737.3600 • 202.942.9355 fax • journals@asmusa.org Print ISSN: 0066-4804 Online ISSN: 1098-6596 Copyright © 2014 by the American Society for Microbiology.   For an alternate route to AAC .asm.org, visit: AAC       
AbstractList Several 5-alkyl derivatives of 1-β- d -arabinofuranosyluracil (araU) were tested for antiherpesviral activity and inhibitory action on cell growth in human embryonic lung fibroblasts. 1-β- d -Arabinofuranosylcytosine, 9-β- 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-β- 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.
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Several 5-alkyl derivatives of 1-β-d-arabinofuranosyluracil (araU) were tested for antiherpesviral activity and inhibitory action on cell growth in human embryonic lung fibroblasts. 1-β-d-Arabinofuranosylcytosine, 9-β-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-β-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.
Several 5-alkyl derivatives of 1-beta-d-arabinofuranosyluracil (araU) were tested for antiherpesviral activity and inhibitory action on cell growth in human embryonic lung fibroblasts. 1-beta-d-Arabinofuranosylcytosine, 9-beta-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-beta-d-arabinofuranosyladenine against herpes simplex virus (HSV) type 1 and did not inhibit cell growth at a concentration as high as 1,000 mug/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.
Author Chikao Nakayama
Mineo Saneyoshi
Akira Kuninaka
Haruhiko Machida
Hiroshi Yoshino
Shinji Sakata
AuthorAffiliation 1 Research Laboratory, Yamasa Shoyu Company Limited, Choshi 288
2 Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060, Japan
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Several 5-alkyl derivatives of 1-beta-d-arabinofuranosyluracil (araU) were tested for antiherpesviral activity and inhibitory action on cell growth in human...
Several 5-alkyl derivatives of 1-β-d-arabinofuranosyluracil (araU) were tested for antiherpesviral activity and inhibitory action on cell growth in human...
Several 5-alkyl derivatives of 1-β- d -arabinofuranosyluracil (araU) were tested for antiherpesviral activity and inhibitory action on cell growth in human...
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StartPage 158
SubjectTerms Arabinofuranosyluracil
Arabinofuranosyluracil - analogs & derivatives
Arabinofuranosyluracil - pharmacology
Biosynthesis
Biosynthesis; Chemistry; Mechanisms of Action and Resistance
Cell Division - drug effects
Chemistry
Cytopathogenic Effect, Viral - drug effects
DNA - biosynthesis
Herpes Simplex
Herpes Simplex - drug therapy
Mechanisms of Action and Resistance
Thymidine - metabolism
Uridine
Uridine - analogs & derivatives
Title In Vitro Antiherpesviral Activity of 5-Alkyl Derivatives of 1-β-d-Arabinofuranosyluracil
URI http://aac.asm.org/content/16/2/158.abstract
https://www.ncbi.nlm.nih.gov/pubmed/485126
https://journals.asm.org/doi/10.1128/AAC.16.2.158
https://pubmed.ncbi.nlm.nih.gov/PMC352813
Volume 16
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