euglobal G12

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: euglobal G12
• 英文别名: euglobal-G12；5,7-dihydroxy-1',3,3-trimethyl-8-(3-methylbutanoyl)spiro[4H-chromene-2,4'-cyclohexene]-6-carbaldehyde
• 化学式: C₂₃H₃₀O₅
• 分子量: 386.488
• InChiKey: AHKVSCVAMJQCBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-甲基-1-(2,4,6-三羟基-3-甲基苯基)-1-丁酮 在 三氯化铝 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 硝基甲烷 为溶剂， 反应 0.5h， 生成 euglobal G12
  参考文献：
  名称：

  Five phloroglucinol-monoterpene adducts from Eucalyptus grandis

  摘要：

  Five new euglobals possessing the phlorogiucinol-monoterpene structure, euglobals G8-G12, together with a known euglobal-IIc were isolated from the hexane fraction of the methanol extract of the leaves of Eucalyptus grandis. Euglobal-G8 is an adduct of formyl-isovaleroyl-phloroglucinol and gamma-terpinene whereas -G9, -G10 and -G11 have the same phloroglucinol moiety fused with alpha-terpinene, while Euglobal-G12 has terpinolene fused with the same phloroglucinol moiety. The structures of these compounds were elucidated on the basis of spectral evidences. Biomimetic synthesis of euglobals suggests that these compounds are derived biogenetically by the Diels-Alder type cycloaddition of the corresponding terpenes with an ortho-quinone methide generated from grandinol. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00289-1

文献信息

• Plants extracts for use in brain modulation
  申请人：InterMed Discovery GmbH

  公开号：EP1939166A1

  公开（公告）日：2008-07-02

  Compounds obtainable from plants, e.g. of the genus Eucalyptus, or from microorganisms are shown to be useful as CNS activity modulators useful e.g. in the treatment of depression, for lifting mood and/or for increasing behavioural initiative and the like. This use and related aspects form embodiments of the invention. Also compounds as such are presented. The compounds useful are acylphloroglucine derivatives of the formula I, wherein the substituents are as defined in the description.

  从植物（如桉树属）或微生物中提取的化合物可用作中枢神经系统活性调节剂，例如用于治疗抑郁症、改善情绪和/或提高行为主动性等。这种用途和相关方面构成了本发明的实施例。此外，还介绍了本发明的化合物。 有用的化合物是式 I 的酰基氯葡萄糖衍生物、 其中的取代基如描述中所定义。
• PLANT EXTRACTS FOR USE IN BRAIN MODULATION
  申请人：Roemer Ernst

  公开号：US20120058172A1

  公开（公告）日：2012-03-08

  Compounds obtainable from plants, e.g. of the genus Eucalyptus, or from microorganisms are shown to be useful as CNS activity modulators useful e.g. in the treatment of depression, for lifting mood and/or for increasing behavioural initiative and the like. This use and related aspects form embodiments of the invention. Also compounds as such are presented. The compounds useful are acylphloroglucine derivatives of the formula I, wherein the substituents are as defined in the description.
• Five phloroglucinol-monoterpene adducts from Eucalyptus grandis
  作者：Kazuhiro Umehara、Inder Pal Singh、Hideo Etoh、Midori Takasaki、Takao Konoshima

  DOI：10.1016/s0031-9422(98)00289-1

  日期：1998.11

  Five new euglobals possessing the phlorogiucinol-monoterpene structure, euglobals G8-G12, together with a known euglobal-IIc were isolated from the hexane fraction of the methanol extract of the leaves of Eucalyptus grandis. Euglobal-G8 is an adduct of formyl-isovaleroyl-phloroglucinol and gamma-terpinene whereas -G9, -G10 and -G11 have the same phloroglucinol moiety fused with alpha-terpinene, while Euglobal-G12 has terpinolene fused with the same phloroglucinol moiety. The structures of these compounds were elucidated on the basis of spectral evidences. Biomimetic synthesis of euglobals suggests that these compounds are derived biogenetically by the Diels-Alder type cycloaddition of the corresponding terpenes with an ortho-quinone methide generated from grandinol. (C) 1998 Elsevier Science Ltd. All rights reserved.