tylophorine hydroiodide | 1034898-75-3

• 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: tylophorine hydroiodide
• 英文别名: 2,3,6,7-tetramethoxy-9,11,12,13,13a,14-hexahydrophenanthro[9,10-f]indolizine;hydroiodide
• CAS: 1034898-75-3
• 化学式: C₂₄H₂₇NO₄*HI
• 分子量: 521.395
• InChiKey: CYEADXKCRNEHJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.17
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,3,6,7-Tetramethoxy-9,10,11,12,12a,13-hexahydro-9a-aza-cyclopenta[b]triphenylene 在 氢碘酸 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 2.0h， 生成 tylophorine hydroiodide
  参考文献：
  名称：

  Synthesis and Antiviral Activities of Phenanthroindolizidine Alkaloids and Their Derivatives

  摘要：

  Racemic phenanthroindolizidine alkaloids tylophorine, antofine, and deoxytylophorinine, and optically pure alkaloids S-(+)-tylophorine and R-(-)-tylophorine were synthesized and evaluated for their antiviral activities against tobacco mosaic virus (TMV). Further salinization modifications based on tylophorine increased stability and water solubility and improved the antiviral activity in application. The bioassay results showed that most of these synthesized compounds showed higher antiviral activity against TMV in vitro and in vivo than commercial Ningnanmycin. Especially, tylophorine salt derivatives 10, 11, 13, 17, and 22 emerged as potential inhibitors of plant virus. These findings demonstrate that these phenanthroindolizidine alkaloids and their salt derivatives represent a new template for antiviral studies and could be considered for novel therapy against plant virus infection.

  DOI：

  10.1021/jf902543r

文献信息

• Synthesis and Antiviral Activities of Phenanthroindolizidine Alkaloids and Their Derivatives
  作者：Kailiang Wang、Bo Su、Ziwen Wang、Meng Wu、Zheng Li、Yanna Hu、Zhijin Fan、Na Mi、Qingmin Wang

  DOI：10.1021/jf902543r

  日期：2010.3.10

  Racemic phenanthroindolizidine alkaloids tylophorine, antofine, and deoxytylophorinine, and optically pure alkaloids S-(+)-tylophorine and R-(-)-tylophorine were synthesized and evaluated for their antiviral activities against tobacco mosaic virus (TMV). Further salinization modifications based on tylophorine increased stability and water solubility and improved the antiviral activity in application. The bioassay results showed that most of these synthesized compounds showed higher antiviral activity against TMV in vitro and in vivo than commercial Ningnanmycin. Especially, tylophorine salt derivatives 10, 11, 13, 17, and 22 emerged as potential inhibitors of plant virus. These findings demonstrate that these phenanthroindolizidine alkaloids and their salt derivatives represent a new template for antiviral studies and could be considered for novel therapy against plant virus infection.