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

• 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)-1-[[2-(2-butoxyethoxy)ethylamino]methylidene]-7-[(8Z)-8-[[2-(2-butoxyethoxy)ethylamino]methylidene]-1,6-dihydroxy-3-methyl-7-oxo-5-propan-2-ylnaphthalen-2-yl]-3,8-dihydroxy-6-methyl-4-propan-2-ylnaphthalen-2-one
• 化学式: C₄₆H₆₄N₂O₁₀
• 分子量: 805.022
• InChiKey: QWWCFFNOPIDFDJ-LYWFMZLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.92
• 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：
  0.52
• 拓扑面积：
  176.04
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  2-(2-丁氧基乙氧基)乙胺 、 (-)-棉子素 以 乙醇 为溶剂， 反应 3.0h， 以72.1%的产率得到(1Z)-1-[[2-(2-butoxyethoxy)ethylamino]methylidene]-7-[(8Z)-8-[[2-(2-butoxyethoxy)ethylamino]methylidene]-1,6-dihydroxy-3-methyl-7-oxo-5-propan-2-ylnaphthalen-2-yl]-3,8-dihydroxy-6-methyl-4-propan-2-ylnaphthalen-2-one
  参考文献：
  名称：

  1H, 13C and 15N NMR, FT-IR as well as PM5 studies of a new Schiff base of gossypol with 3,6-dioxadecylamine in solution

  摘要：

  The Schiff base of racemic gossypol with 3,6-dioxadecylamine (GSDN) has been synthesised and its structure has been studied by FTIR, H-1, C-13 and N-15 NMR spectroscopy as well as by the PM5 semiempirical method. All spectroscopic methods have provided respective evidences that GSDN in solution exists exclusively in the enamine-enamine tautomeric form. The structure of the enamine-enamine tautomer is visualized and the hydrogen bonds stabilising this structure are discussed. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2006.03.013

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.