Design, Synthesis, and Antiviral, Fungicidal, and Insecticidal Activities of Tetrahydro-beta-carboline-3-carbohydrazide Derivatives

文献类型： 外文期刊

第一作者： Liu, Yongxian

作者： Liu, Yongxian;Song, Hongjian;Huang, Yuanqiong;Liu, Yuxiu;Li, Yongqiang;Wang, Qingmin;Li, Jiarui;Yang, Peiwen;Shang, Hui;Song, Yuchuan;Xiao, Zhixin

作者机构：

关键词： tetrahydro-beta-carboline;acylhydrazone;antiviral activity;antifungal activity;insecticidal activity;field trials

期刊名称：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY （ 影响因子：5.279； 五年影响因子：5.269 ）

ISSN： 0021-8561

年卷期： 2014 年 62 卷 41 期

页码：

收录情况： SCI

摘要： According to our previous research on the antiviral activity of beta-carboline and tetrahydro-beta-carboline derivatives, using (1S,3S)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carbohydrazide (1) as a lead compound, series of novel tetrahydro-beta-carboline derivatives containing acylhydrazone moiety were designed, synthesized, and first evaluated for their biological activities. Most of these compounds exhibited excellent antiviral activity both in vitro and in vivo. The in vivo inactivation, curative, and protection activities of compounds 8, 9, 12, 16, 28, 29, and 30 were much higher than that of ribavirin (37.6%, 39.4%, and 37.9% at 500 mu g/mL) and the lead compound (40.0%, 42.3%, and 39.6% at 500 mu g/mL). Especially, the in vitro and in vivo activities of compound 16 (36.9%, 33.6%, 30.2%, and 35.8%) at 100 mu g/mL, which were very close to that of ribavirin (40.0% for in vitro activity) at 500 mu g/mL. Compounds 9 and 29 were chosen for the field trials of antiviral efficacy against TMV (tobacco mosaic virus); the results exhibited that both compounds, especially compound 29, showed better activities than control plant virus inhibitors. At the same time, the fungicidal results showed that compounds 6, 9, and 11 exhibited good fungicidal activities against 14 kinds of phytopathogens. Additionally, compounds 3 and 23 exhibited moderate insecticidal activity against the four tested species of insects.

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