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对单纯疱疹病毒（HSV）和多种RNA病毒具有抗病毒活性的5-异恶唑-5-基-2'-脱氧尿苷的合成。

Synthesis of 5-isoxazol-5-yl-2'-deoxyuridines exhibiting antiviral activity against HSV and several RNA viruses.

作者信息

Lee Yoon-Suk, Park Sun Min, Kim Byeang Hyean

机构信息

Department of Chemistry, BK School of Molecular Science, Pohang University of Science and Technology, Pohang 790-784, South Korea.

出版信息

Bioorg Med Chem Lett. 2009 Feb 15;19(4):1126-8. doi: 10.1016/j.bmcl.2008.12.103. Epub 2008 Dec 31.

DOI:10.1016/j.bmcl.2008.12.103
PMID:19147352
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7126966/
Abstract

This paper describes a simple method for synthesizing a small library of 5-isoxazol-5-yl-2'-deoxyuridines from 5-iodo-2'-deoxyuridine. Nitrile oxides were generated in situ from oximes using a commercial bleaching agent; their cycloaddition with 5-ethynyl-2'-deoxyuridine yielded isoxazoles possessing activity against herpes simplex viruses 1 and 2, Encephalomyocarditis virus, Coxsackie B3, and vesicular stomatitis virus; these isoxazoles were, however, inactive against corona virus, influenza virus, and HIV.

摘要

本文描述了一种从5-碘-2'-脱氧尿苷合成一个小型5-异恶唑-5-基-2'-脱氧尿苷库的简单方法。使用市售漂白剂由肟原位生成腈氧化物；它们与5-乙炔基-2'-脱氧尿苷的环加成反应产生了对单纯疱疹病毒1型和2型、脑心肌炎病毒、柯萨奇B3病毒和水疱性口炎病毒具有活性的异恶唑；然而，这些异恶唑对冠状病毒、流感病毒和HIV无活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/363d4fa0c4b5/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/7f1863d0e5bc/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/a7747563803f/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/200d2dbc85f4/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/bb1cd50b0482/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/cd6e69c18818/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/363d4fa0c4b5/gr5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/7f1863d0e5bc/fx1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/a7747563803f/gr1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/200d2dbc85f4/gr3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/bb1cd50b0482/gr4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/cd6e69c18818/gr2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c81/7126966/363d4fa0c4b5/gr5.jpg

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