(S)-1-(2,3,6,7-tetramethoxyphenanthrene-9-carbonyl)pyrrolidine-2-carbonitrile | 1394286-31-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (S)-1-(2,3,6,7-tetramethoxyphenanthrene-9-carbonyl)pyrrolidine-2-carbonitrile
• 英文别名: (2S)-1-(2,3,6,7-tetramethoxyphenanthrene-9-carbonyl)pyrrolidine-2-carbonitrile
• CAS: 1394286-31-7
• 化学式: C₂₄H₂₄N₂O₅
• 分子量: 420.465
• InChiKey: VWKYTTWRNODVTD-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  81
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-1-(2,3,6,7-tetramethoxyphenanthrene-9-carbonyl)pyrrolidine-2-carboxylic acid methyl ester 在 水 、 氯甲酸乙酯 、 三乙胺 、 三氟乙酸酐 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 (S)-1-(2,3,6,7-tetramethoxyphenanthrene-9-carbonyl)pyrrolidine-2-carbonitrile
  参考文献：
  名称：

  Design, Synthesis, and Antiviral Activity Evaluation of Phenanthrene-Based Antofine Derivatives

  摘要：

  On the basis of our previous structure activity relationship (SAR) and antiviral mechanism studies, a series of phenanthrene-based antofine derivatives (1-12 and 18-50) were designed targeting tobacco mosaic virus (TMV) RNA and synthesized and systematically evaluated for their antiviral activity against TMV. The bioassay results showed that most of these compounds exhibited good to excellent in vivo anti-TMV activity, of which compounds 19 and 27 displayed higher activity than commercial Ribavirin, thus emerging as potential inhibitors of plant virus. The novel concise structure provides another new template for antiviral studies.

  DOI：

  10.1021/jf302746m

文献信息

• Design, Synthesis, and Antiviral Activity Evaluation of Phenanthrene-Based Antofine Derivatives
  作者：Ziwen Wang、Peng Wei、Xu Xizhi、Yuxiu Liu、Lizhong Wang、Qingmin Wang

  DOI：10.1021/jf302746m

  日期：2012.9.5

  On the basis of our previous structure activity relationship (SAR) and antiviral mechanism studies, a series of phenanthrene-based antofine derivatives (1-12 and 18-50) were designed targeting tobacco mosaic virus (TMV) RNA and synthesized and systematically evaluated for their antiviral activity against TMV. The bioassay results showed that most of these compounds exhibited good to excellent in vivo anti-TMV activity, of which compounds 19 and 27 displayed higher activity than commercial Ribavirin, thus emerging as potential inhibitors of plant virus. The novel concise structure provides another new template for antiviral studies.