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[利巴韦林的无环类似物。合成与抗病毒活性]

[Acyclic analogs of ribavirin. Synthesis and antiviral activity].

作者信息

Tsilevich T L, Shchaveleva I L, Nosach L N, Zhovnovataia V L, Smirnov I P

出版信息

Bioorg Khim. 1988 May;14(5):689-93.

PMID:3422011
Abstract

Activity of several ribavirin analogues, viz.1-(2-hydroxyethoxymethyl)-, 1-(3-hydroxypropoxymethyl)-, 1-(4-hydroxybutoxymethyl)- and 1-(2,3-dihydroxypropyl)-1,2,4-triazole 5- and 3-carboxamides, against human adenovirus type 2 in the Hep-2 cell culture has been studied. The ether oxygen atom imitating the ribose O4' was shown to be essential for the antiviral activity. 1-(2-Hydroxyethoxymethyl)-1,2,4-triazole 3-carboxamide, a structural analogue of ribavirin in which the hydroxyl group is apparently equivalent to the ribose 5'-OH, possesses the highest activity among the compounds studied. Lengthening of the alkyl side chain reduces essentially the antiviral activity.

摘要

研究了几种利巴韦林类似物,即1-(2-羟基乙氧基甲基)-、1-(3-羟基丙氧基甲基)-、1-(4-羟基丁氧基甲基)-和1-(2,3-二羟基丙基)-1,2,4-三唑5-和3-羧酰胺在Hep-2细胞培养物中对人腺病毒2型的活性。结果表明,模拟核糖O4′的醚氧原子对抗病毒活性至关重要。1-(2-羟基乙氧基甲基)-1,2,4-三唑3-羧酰胺是利巴韦林的结构类似物,其中羟基显然等同于核糖5′-OH,在所研究的化合物中具有最高的活性。烷基侧链的延长基本上降低了抗病毒活性。

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