3-Methyl-8-[(4-methylpiperazin-1-yl)iminomethyl]-5-propan-2-yl-2-[1,6,7-trihydroxy-3-methyl-8-[(4-methylpiperazin-1-yl)iminomethyl]-5-propan-2-ylnaphthalen-2-yl]naphthalene-1,6,7-triol | 114494-34-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-Methyl-8-[(4-methylpiperazin-1-yl)iminomethyl]-5-propan-2-yl-2-[1,6,7-trihydroxy-3-methyl-8-[(4-methylpiperazin-1-yl)iminomethyl]-5-propan-2-ylnaphthalen-2-yl]naphthalene-1,6,7-triol
• 英文别名: 3-methyl-8-[(4-methylpiperazin-1-yl)iminomethyl]-5-propan-2-yl-2-[1,6,7-trihydroxy-3-methyl-8-[(4-methylpiperazin-1-yl)iminomethyl]-5-propan-2-ylnaphthalen-2-yl]naphthalene-1,6,7-triol
• CAS: 114494-34-7
• 化学式: C₄₀H₅₂N₆O₆
• 分子量: 712.889
• InChiKey: VBKAQBDMFPCRME-UHFFFAOYSA-N

物化性质

• 沸点：
  885.9±65.0 °C(predicted)
• 密度：
  1.33±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  52
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  159
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  1-氨基-4-甲基哌嗪 、 (-)-棉子素 以 乙醇 为溶剂， 反应 3.0h， 生成 3-Methyl-8-[(4-methylpiperazin-1-yl)iminomethyl]-5-propan-2-yl-2-[1,6,7-trihydroxy-3-methyl-8-[(4-methylpiperazin-1-yl)iminomethyl]-5-propan-2-ylnaphthalen-2-yl]naphthalene-1,6,7-triol
  参考文献：
  名称：

  棉酚类植物抗毒素的氮杂衍生物的合成，晶体结构和抗菌活性的研究

  摘要：

  从棉花种子用棉酚（GOS）萃取，一系列其席夫碱（1 - 18）和腙（19 - 27）已被合成并评价了它们对革兰氏阳性菌，革兰氏阴性菌和抗菌活性酵母像生物。在棉酚的27种氮杂衍生物中，发现有11种对所测试的微生物具有活性，类似于棉酚。棉酚的新席夫碱（化合物7）和（化合物25）的晶体结构揭示了在所研究的两种氮杂衍生物中存在两种不同的互变异构体。通过FT-IR，NMR和MS方法表征了棉酚的新合成的氮杂衍生物。

  DOI：

  10.1016/j.ejmech.2009.05.032

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.
• Synthesis, crystal structures and antibacterial activity studies of aza-derivatives of phytoalexin from cotton plant – gossypol
  作者：Piotr Przybylski、Krystian Pyta、Joanna Stefańska、Małgorzata Ratajczak-Sitarz、Andrzej Katrusiak、Adam Huczyński、Bogumil Brzezinski

  DOI：10.1016/j.ejmech.2009.05.032

  日期：2009.11

  Using Gossypol (GOS) extracted from cotton seeds, a series of its Schiff bases (1–18) and hydrazones (19–27) have been synthesized and evaluated for their antimicrobial activities against Gram-positive bacteria, Gram-negative bacteria and yeast-like organisms. Of the 27 aza-derivatives of gossypol, 11 have been found active against the microorganisms tested, similar to gossypol. Crystal structures

  从棉花种子用棉酚（GOS）萃取，一系列其席夫碱（1 - 18）和腙（19 - 27）已被合成并评价了它们对革兰氏阳性菌，革兰氏阴性菌和抗菌活性酵母像生物。在棉酚的27种氮杂衍生物中，发现有11种对所测试的微生物具有活性，类似于棉酚。棉酚的新席夫碱（化合物7）和（化合物25）的晶体结构揭示了在所研究的两种氮杂衍生物中存在两种不同的互变异构体。通过FT-IR，NMR和MS方法表征了棉酚的新合成的氮杂衍生物。