(1Z)-7-[(8Z)-1,6-dihydroxy-8-[[2-[2-(2-methoxyethoxy)ethoxy]ethylamino]methylidene]-3-methyl-7-oxo-5-propan-2-ylnaphthalen-2-yl]-3,8-dihydroxy-1-[[2-[2-(2-methoxyethoxy)ethoxy]ethylamino]methylidene]-6-methyl-4-propan-2-ylnaphthalen-2-one | 1151914-08-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (1Z)-7-[(8Z)-1,6-dihydroxy-8-[[2-[2-(2-methoxyethoxy)ethoxy]ethylamino]methylidene]-3-methyl-7-oxo-5-propan-2-ylnaphthalen-2-yl]-3,8-dihydroxy-1-[[2-[2-(2-methoxyethoxy)ethoxy]ethylamino]methylidene]-6-methyl-4-propan-2-ylnaphthalen-2-one
• CAS: 1151914-08-7
• 化学式: C₄₄H₆₀N₂O₁₂
• 分子量: 808.967
• InChiKey: UDLRHUAKNQCCME-PUHRYQSPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.62
• 重原子数：
  58.0
• 可旋转键数：
  23.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  194.5
• 氢给体数：
  6.0
• 氢受体数：
  14.0

反应信息

• 作为产物：
  描述：

  (-)-棉子素 、 3,6,9-三氧杂-1-氨基癸烷 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (1Z)-7-[(8Z)-1,6-dihydroxy-8-[[2-[2-(2-methoxyethoxy)ethoxy]ethylamino]methylidene]-3-methyl-7-oxo-5-propan-2-ylnaphthalen-2-yl]-3,8-dihydroxy-1-[[2-[2-(2-methoxyethoxy)ethoxy]ethylamino]methylidene]-6-methyl-4-propan-2-ylnaphthalen-2-one
  参考文献：
  名称：

  Antifungal activity of alkyl and heterocyclic aza-derivatives of gossypol as well as their complexes with NaClO4 against Fusarium oxysporum f. sp. lupini

  摘要：

  Eight alkyl and six heterocyclic aza-derivatives of gossypol (2-15) have been synthesized using gossypol (1) extracted from Gossypium Herbaceum cottonseeds. The ability of gossypol aza-derivatives to form complexes with NaClO4 has been investigated by electrospray ionisation (ESI) mass spectra recorded in the positive and negative ion detection modes. The gossypol aza-derivatives have been characterized by FT-IR, H-1 and C-13 NMR spectroscopic methods and subsequently tested for their antifungal properties against Fusarium oxysporum. Four alkyl aza-derivatives (2-5), present in the enamine-enamine tautomeric form, have shown activity comparable or higher than that of gossypol against this fungus. To improve the antifungal activity the complexes of the most active compounds 2-5 with NaClO4 were prepared. Complexes of 2 and 5 with NaClO4 have shown antifungal activity higher than that of the uncomplexed compounds. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.051

文献信息

• Antifungal activity of alkyl and heterocyclic aza-derivatives of gossypol as well as their complexes with NaClO4 against Fusarium oxysporum f. sp. lupini
  作者：Piotr Przybylski、Krystian Pyta、Dorota Remlein-Starosta、Grzegorz Schroeder、Bogumil Brzezinski、Franz Bartl

  DOI：10.1016/j.bmcl.2009.02.051

  日期：2009.4

  Eight alkyl and six heterocyclic aza-derivatives of gossypol (2-15) have been synthesized using gossypol (1) extracted from Gossypium Herbaceum cottonseeds. The ability of gossypol aza-derivatives to form complexes with NaClO4 has been investigated by electrospray ionisation (ESI) mass spectra recorded in the positive and negative ion detection modes. The gossypol aza-derivatives have been characterized by FT-IR, H-1 and C-13 NMR spectroscopic methods and subsequently tested for their antifungal properties against Fusarium oxysporum. Four alkyl aza-derivatives (2-5), present in the enamine-enamine tautomeric form, have shown activity comparable or higher than that of gossypol against this fungus. To improve the antifungal activity the complexes of the most active compounds 2-5 with NaClO4 were prepared. Complexes of 2 and 5 with NaClO4 have shown antifungal activity higher than that of the uncomplexed compounds. (C) 2009 Elsevier Ltd. All rights reserved.