(2S,4aR,8R,8aR)-4,7-dimethyl-2-(2,4,5-trimethoxyphenyl)-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2S,4aR,8R,8aR)-4,7-dimethyl-2-(2,4,5-trimethoxyphenyl)-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diol
• 英文别名: (2S,4aR,8R,8aR)-4,7-dimethyl-2-(2,4,5-trimethoxyphenyl)-2,3,4a,5,8,8a-hexahydrochromene-4,8-diol
• 化学式: C₂₀H₂₈O₆
• 分子量: 364.439
• InChiKey: VQLFWWDMKWFUJN-XTXBUMIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol 、 2,4,5-三甲氧基苯甲醛 在 montmorillonite K₁₀ Clay 作用下， 以 二氯甲烷 为溶剂， 生成 (2S,4aR,8R,8aR)-4,7-dimethyl-2-(2,4,5-trimethoxyphenyl)-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diol
  参考文献：
  名称：

  Anti-influenza activity of monoterpene-derived substituted hexahydro-2 H -chromenes

  摘要：

  The antiviral activity of 4-hydroxy-hexahydro-2H-chromenes and 4-fluorine-hexahydro-2H-chromenes with an aromatic substituent, synthesized from monoterpene (-)-verbenone, was studied for the first time. Five of 11 (45 per cent) of 4-hydroxy-hexahydro-2H-chromene-type compounds have been found to exhibit antiviral activity against influenza A virus of subtype H1N1pdm09. Although a portion of active compounds among 4-fluorine-containing series was fewer, just compound 5i that contains a fluorine substituent exhibited more potent anti-influenza activity along with low cytotoxicity. Thus two new promising types of antiviral compounds were identified. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.08.037

文献信息

• Anti-influenza activity of monoterpene-derived substituted hexahydro-2 H -chromenes
  作者：Oksana S. Patrusheva、Vladimir V. Zarubaev、Anna A. Shtro、Yana R. Orshanskaya、Sergey A. Boldyrev、Irina V. Ilyina、Svetlana Yu. Kurbakova、Dina V. Korchagina、Konstantin P. Volcho、Nariman F. Salakhutdinov

  DOI：10.1016/j.bmc.2016.08.037

  日期：2016.11

  The antiviral activity of 4-hydroxy-hexahydro-2H-chromenes and 4-fluorine-hexahydro-2H-chromenes with an aromatic substituent, synthesized from monoterpene (-)-verbenone, was studied for the first time. Five of 11 (45 per cent) of 4-hydroxy-hexahydro-2H-chromene-type compounds have been found to exhibit antiviral activity against influenza A virus of subtype H1N1pdm09. Although a portion of active compounds among 4-fluorine-containing series was fewer, just compound 5i that contains a fluorine substituent exhibited more potent anti-influenza activity along with low cytotoxicity. Thus two new promising types of antiviral compounds were identified. (C) 2016 Elsevier Ltd. All rights reserved.