N-(2,2-di(1H-indol-3-yl)ethyl)benzamide | 3770-68-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(2,2-di(1H-indol-3-yl)ethyl)benzamide
• 英文别名: N-(2,2-di-indol-3-yl-ethyl)-benzamide；N-(2,2-Di-indol-3-yl-aethyl)-benzamid；Benzoesaeure-<2,2-di-(indol-3-yl)-aethylamid>
• CAS: 3770-68-1
• 化学式: C₂₅H₂₁N₃O
• 分子量: 379.461
• InChiKey: TYQFLSXKGDFQTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  60.68
• 氢给体数：
  3.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2-(2,2-di(1H-indol-3-yl)ethyl)isoindoline-1,3-dione 在 hydrazine hydrate 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 23.0h， 生成 N-(2,2-di(1H-indol-3-yl)ethyl)benzamide
  参考文献：
  名称：

  生物碱st reptindole及其衍生物在防治植物病毒病菌病中的应用

  摘要：

  本发明涉及一种生物碱streptindole及其衍生物在治疗植物病毒病菌病中的应用，本发明首次发现streptindole及其衍生物I‑1～I‑14表现出很好的抗植物病毒病菌活性，能很好地抑制烟草花叶病毒(TMV)和黄瓜枯萎，花生褐斑，苹果轮纹，小麦纹枯，玉米小斑，西瓜炭疽，水稻恶苗，番茄早疫，小麦赤霉，水稻稻瘟，辣椒疫霉，油菜菌核，黄瓜灰霉，水稻纹枯14种植物病菌。

  公开号：

  CN113040151A

文献信息

• Ames et al., Journal of the Chemical Society, 1956, p. 1984,1988
  作者：Ames et al.

  DOI：——

  日期：——
• Streptindole and Its Derivatives as Novel Antiviral and Anti-Phytopathogenic Fungus Agents
  作者：Jin Kang、Yongyue Gao、Mingjun Zhang、Xin Ding、Ziwen Wang、Dejun Ma、Qingmin Wang

  DOI：10.1021/acs.jafc.0c03994

  日期：2020.7.29

  Plant diseases caused by plant viruses and pathogens seriously affect the production and storage of food crops. With the emergence of drug resistance, it is very difficult to control. Natural products are the source of new drug discovery. Here, the natural product streptindole was found to have good antiviral activity against tobacco mosaic virus (TMV) and fungicidal activities against 14 kinds of phytopathogenic fungi. A series of derivatives of streptindole were designed, synthesized, and evaluated for their antiviral and fungicidal activities. Compounds 4, 5, 11, 12c, 12d, 13d, and 13i-13l showed higher anti-TMV activities than ribavirin (inhibitory rate: 38, 37, and 40% at 500 mu g/mL for inactivation, curative, and protection activity in vivo, respectively), among which compound 12d (inhibitory rate: 57, 55, and 53% at 500 mu g/mL for inactivation, curative, and protection activity in vivo, respectively) with excellent antiviral activity was further evaluated for the mode of action. The mechanism research revealed that 12d can break the three-dimensional structure of TMV coat protein (CP) through hydrogen bonds, thus inhibiting the assembly of virus particles. The molecular docking result showed that compound 12d did exhibit strong interaction with TMV CP. The derivatives of streptindole also displayed broad-spectrum fungicidal activities. The current study provided valuable insights into the antiviral and fungicidal activities of streptindole derivatives.